Heritage Trail (NY)

New York

97 Reviews

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Heritage Trail (NY) Facts

States: New York
Counties: Orange
Length: 19.4 miles
Trail end points: E Main St. (Middletown) and River Road (Harriman)
Trail surfaces: Asphalt, Crushed Stone, Dirt
Trail category: Rail-Trail
ID: 6016686

Heritage Trail (NY) Description


Built on the former Erie Railroad main line, the 15-mile Heritage Trail runs through the small Orange County towns of Goshen, Chester, Monroe, and Harriman. The shaded trail runs through different landscapes as it weaves through the area’s villages and towns, ideal for a quick bite or gift shopping. 

About the Route

The trail leaves off on the western end on East Main Street in Middletown, roughly 8.8 miles northwest of Hartley Road and 11 miles northwest of Goshen.

4 miles down the trail from the northern endpoint, trail users can find limited parking for two or three cars at Hartley Road in Goshen. The trail here is narrow and has a rural feel to it, with a compacted earth and crushed-limestone surface. About 1 mile from Hartley Road, the trail crosses 6½ Station Road, where alternative parking is available. At this junction, trail users can also find the first of several scenic attractions along the trail. Here, nature lovers will enjoy passing through the 62-acre 6½ Station Sanctuary, a marshland that’s home to more than 200 species of birds.

A mile after crossing 6½ Station Road, the trail passes beneath busy NY 17 as it approaches the town of Goshen. This mostly on-road section of trail is not very clearly marked, but in Goshen, it changes to a paved, 10-foot-wide trail. As the route cuts through Goshen, the trail passes Good Time Park, a mile-long racetrack that hosted the Hambletonian Stakes horse race from 1930–1956. For parking here, follow the signs for St. James Place.

About 11 miles from the northern endpoint as the trail approaches the town of Chester is the historical Chester Depot Museum. Owned and operated by the Chester Historical Society, the museum has become a convening place for charity walks, community cookouts, yard sales, and general community gatherings. The museum has parking, restrooms, and food.

Next, the trail passes over several streams and brooks, including Seely Brook and Youngs Brook. The green fields and residential areas by this section of the trail make the ride more enjoyable. As the trail approaches the town of Monroe, it passes Orange-Rockland Lake to the left at 10.8 miles. Just before the southern endpoint at Mary Harriman Park, the trail passes the playgrounds at Airplane Park and traverses a wooded stretch on your way to the village of Harriman.

Parking and Trail Access

The Heritage Trail (NY) runs between E Main St. (Middletown) and River Road (Harriman), which offers parking.

Parking is also available at:

  • 32-40 Palmer Ave (Middletown)
  • 559 County Rd 50 (New Hampton)
  • 41 Clark St (Monroe)

See TrailLink Map for more options and detailed directions.

Heritage Trail (NY) Reviews

Heritage trail

A great ride . A watch for when you’re in Goshen , if coming from Harriman when you get to where it says end of trail in Goshen proceed straight across into parking lot continue on railroad ave make left on west main then take west main until you see a cemetery on the left then make a right onto a paved walkway near the dead end street then make left to continue on the trail . I am writing this to help others poor signage

Heritage trail

A must ride stopped in Middletown for a bite to eat .

from Harriman

Was a great great trail! Got a little lost through Goshen, thank you kind gents for allowing us to follow you to the connection!

Fabulous trail! (mostly)

As others have noted, this trail has beautiful scenery, gentle gradations, and is in immaculate condition. It is a delight to ride, except through Goshen, where the situation is deplorable. Coming from Middletown into Goshen, the trail abruptly ends and appears to head into a gravelly, gritty looking industrial property marked with prominent "No Trespassing" signs. At the far end of the property (if you dare to pass through) is a chain link fence with a small gap in it. Navigating this fence gap leads you on to a private sidewalk on the backside of a condominium development. After invading residents' privacy by traipsing through their miniature backyards to the parking lot of the development, you can make your way to Railroad Ave, where you can attempt to guess from squinting at a map on your phone how to cross town to link up with the rest of the trail. West Main Street, which others have suggested, is a dangerous alternative, because there is no bike lane, it is a heavily travelled commercial route, and the drivers are ruthless. I would love to ride this trail frequently, but I won't be riding it at all until a safe, well marked route through Goshen is established.


Nice trail, you can bring a road bike on it. Smooth pavement, the trails splits, a little tricky to find the continued part going through town, they need better signs

Nice trail, you can bring a road bike on it. Smooth pavement, the trails splits, a little tricky to find the continued part going through town, they need better signs

Love it!

Beautiful bike trail to enjoy the fall colors. Love it so much. Highly recommend.

love it!

The perfect place to stroll and enjoy fall colors.

Great trail end of story

I have been riding parts of this trail for about 24 years. It now goes from Harriman to downtown Middletown. To find the new section from Goshen to Middletown you have to go up West Main street in Goshen just past Clowes Ave on left then make a right where there are no trespassing signs and you will see the trail on your left. The big issue with this entire trail is about 60% of the people using it do not know or follow the rules. If one simple rule was followed, 100% of the issues would be eliminated. Walk, ride jog and skate on the right side of the trail and allow people to pass you on the left. Simple as that. Do not ignore verbal warnings or bicycle bells. When you hear a warning move to the RIGHT! I constantly encounter people using the middle or left side of the trail and ignoring warnings to move right. Many people have no concept of the fact that every time they use the trail, faster moving traffic WILL come up behind them. I have people move left after a warning, I have people refuse to move at all and I have people that stop and glare at you for ringing a bell or announcing a verbal warning. Bells and warnings are for safety people!!! I encounter people who ride bikes in groups that block the entire trail and fail to move right after a warning. It amazes me how confused people are. One simple rule people. One simple rule! Move right and stay right!

New trailhead in Middletown

This great trail got better! It is now paved to East Main Street in Middletown. Total trail length, all paved, is now 19.6 miles.

Perfect Day Ride

We were looking for a ride that provided a good workout, beautiful foliage and a break from the city. The path was straight, flat and paved - so great for all level riders and all age people. The town of Goshen is great. The trail ends (or sort of starts there) depends which side of it you want to start on. There is a portion beyond Goshen in Middletown. To get to that piece - you need to go through the town of Goshen using W. Main Street. You must stop at Sweet Tymes for a treat. Continue to proceed down W Main Street for about 1/4 of mile and on the right you will see the start of the bike path again. You know you have gone too far if you get to the cemetery on the left side of W Main Street. I would also stop in Chester ( you will see the old converted train station) and grab a bite at the Rustic Wheelhouse. Promise it will be a perfect day!

Awesome Trail!

We started the trail in Middleport parking on Palmer Ave. Highly recommend this direction as it’s mainly uphill to Harriman. We clocked 19 miles exactly to Harriman. The uphill is not super intense but is uphill so the way back was super fun and easy! We stopped in Monroe on the way back to Middleport. 38 miles in total ALL PAVED and 99.5 % trail. Excellent. Little weird spot right before Goshen as the trail ends abruptly with no signs. Head into the main town of Goshen and turn right at the wine store and you’ll be back on track!

Car in a ditch?

I love this trail and the scenery. But there is a ditch with a crashed car at the bottom. The car is pretty old. Maybe late 70s or early 80s. It's between the parking space 17 park and ride lot in Monroe and the overpass. There's a green gate blocking the ditch. I would love to know more information about it if anyone knows.

Heritage Trail (NY)

Excellent fully paved rail. Great facilities and small towns along the way with much to offer.

Now a fully paved 18.5 miles.

Road this trail yesterday end-to-end as an out and back starting from the new trailhead parking area in Harriman at the intersection of River Road and North Main Street (portable toilet and bike repair station available).
With the two newer sections at either end the trail is now fully paved for 18.5 miles.
At the current trail end at Palmer Avenue in Middletown there are some signs that the trail will be extended further but no current activity.
The trail is in great shape but could definitely use better signage to help navigate through Goshen. My advice is to use West Main St. as a connector.
The Korean War Memorial in Airline Park in Monroe is worth a stop.

Hartley rd to Palmer Ave

Rode from Harriman through Goshen in to the new about 3 and half mile section, from Hartley Rd to Palmer Ave in Middletown. This section as of now (7/6/21) is not on the map here but it exists and is very nice.

Great Shady trail

Great trail! From Goshen mile 1.5 and on is a long 2 mile gentle elevation gain. Very shady especially before noon. Can be tricky at spots particularly the awkward 3 road crossings which are very steep on either side. Saw several ppl get off and walk the bike up to the crossings. Otherwise a nice ride.

Heritage trail

I love this trail in All seasons .... walking, jogging, inline skating or cycling! ......... X country skiing in the winter

Great trail has been extended

We did the entire trail as an out and back on 1/18/21. This trail is a great smooth ride with some nice scenery. The western end is being extended and about 2.5 miles is now open, making the out and back 34+ miles. Another 2.5 miles or so in underway and looks to be close to opening.

the best

I have yet to find a similar trail since I moved to NJ. I am always trying to get back there!

Great !

Very nice!

Great Trail

The trail is smooth with a Blacktop surface. Great views of the towns, farmland and highways that run along side certain sections. We entered the Harmon side there is no restrooms and the Portable Bathroom at the first lot was padlocked, but there were serval others along the trail.

yep, it sure is flat!

It’s flat, easy, well-paved and road-bike friendly. We ride folding road bikes with small wheels and found this trail very enjoyable. We biked from Monroe to Goshen. At the and of the trail in Goshen there is a small ice cream shop popular with the tourists and locals alike. A little past the end of the trail you can enter the town and have a picnic in the park. It’s a charming place.

As Flat as it Gets Around Here

Perfect trail to go road biking on. This is as flat as you can find it around these parts with only 450ft of elevation over a round trip of about 30 miles. Perfectly maintained and paved tarmac. Not a single incline/decline above 1% gradient.
The closest official parking location on the Southern end of the track is at Orange and Rockland street long term parking lot. However, if you wish to start at there very tip of the trail, I recommend parking at River road and North Main Street in the town of Harriman (right next to Mary Harriman Park).

Flat & Easy

The path is 100% paved—no gravel at all and completely fine with a road bike. Some nice farm views, nature preserve access, and shade. Definitely will come back.

great trail

While the southernmost entrance is closed, the others are all accessible and have parking. It’s a really nice trail, nicely paved and wide enough that when bikers pass each other you don’t feel like you’re flying off the edge. There are benches along the trail and plenty of areas to stop. It’s shady enough, but does have plenty of sunlight.

Charming trail!

A delightful & charming ride; with a lovely town worth visiting, right in the middle! (Chester) The entrance in the south end could be a LOT easier to find, as I found myself driving for 45 minutes to find it. (It’s in a back lot across from Smith’s Cove Park in Monroe)


Gorgeous views!

great trail

I have biked about two-thirds of this trail, and it's great. There are several access points, and many places where you can exit the trail to ride on local roads.

Goshen Section Disjointed

I parked at the westernmost parking area and rode west. Nothing much to see (other than the Orange County prison) and fairly populated on a Monday.

I then rode East towards Goshen. Just before the town, a resident has put up several "No Trespassing; Private Property" signs and the trail is no more although the map shows it jagging left and coming back into town.

What you have to do is ignore the signs for about 10 yards and make a u-turn onto a road that leads up to West Main Street. Take that through town to North Church and then to St. James. You'll find the rest of the trail headed to Harriman.

The trail is excellent and well-maintained. I only went as far as Chester. That will be my starting point next time. From Goshen to Chester there were a lot of walkers and dog-walkers -- all extremely polite and practicing trail etiquette. It's a little too tame and populated for my taste, but I am guessing as you go further east, it is less so.

I will be returning.

Fall spectacular

My wife, dog and I ride the trail nearly every day. The Hartley road entrance is a bit tricky but once you figure out how to get to in its a piece of cake. Hint...when you get into Goshen and get to the end of the first part of the trail follow the dirt path to the fence, there is a gate, be courteous and shut it behind you and ride thru the development and you will be in connect with railroad ave and see the connection for the rest of the trail. Enjoy!!!

No access from the south trailhead.

This trail is totally inaccessible from the southern trailhead.

Newest extension makes this great trail even greater!

I just cycled the new 2.2 mile Heritage Trail extension from Goshen to Hartley Road. It opened July 18 and today (July 29) I did not see a single person on this section going 4.4 miles round trip . Not one. I feel that the county spent a million dollars paving it just for me. I also cycled to other end at Harriman. This is the easiest 30 miles round trip that one can do. Kudos to Orange County for replacing eroded sections with root bumps with smooth new asphalt (lots of the Westchester rail trails sections need this improving). A review below says the trail isn’t 15 each way. It is. The Harriman to Goshen main trail ends at Saint James Place. There are no signs telling you where to pick up this new section. Common sense tells you to follow where the rail line once was. Hint: Railroad Ave. past the old train station. I had to go through an apartment or condominium complex through an open gate and there it is. Beautifully done. This just adds to the greatness that is the Heritage Trail. It is the best within 50 miles of NYC and NNJ. Dutchess Rail Trail to the Walkway Over The Hudson is the best within 100 miles. The Heritage just ends there at Hartley Road. Goshen has lots of place to eat, though, back in the town. Trailside Treats abuts it and is nice (but doesn’t open until noon).

GREAT TRAIL! IF... you start in Goshen

My son and I traveled from Kingston NY. We went to Harriman to start but there is NO access to the trail from Mary Harriman Park. If you ride out of the park and down the road you can not access the trail because it is blocked off due to a broken bridge and is all grown over in weeds and over growth. We got in our car and went to the beginning of the trail in Goshen where there is a parking lot and the official start of the trail. The trail is great! You take the trail 12.30 (give or take) miles to where a huge fence says "TRAIL ENDS HERE." Therefore this is not a 15 mile trail. It is just over 12 miles one way and over 24 miles round trip. Minus the misinformation at the Harriman end, this was a great trail and I would definitely go back again. It is completely paved!

A fall pleasure

Great ride, very easy, anyone can do it. It can be accomplished on a Road Bike. Surface was flat, smooth and clean.

Beautiful trail

This is a beautiful paved trail for biking, running, walking, strollers, and wheelchairs. It is well-kept and offers scenic views--from rolling fields, to bridges, to train cars, to even an old cemetery. My husband and I biked the entire length and back on a gorgeous fall day. It was a really nice ride, but be aware that it is often a false flat trail. One other major thing to be aware of is that you CANNOT access this trail from Mary Harriman Park in Harriman. Your best bet is to access if from Monroe. If heading east on the trail toward Harriman, the trail comes to a dead end fenced off bridge with no access and you're forced to turn around and go back the way you came. Hopefully someday they will fix this and extend it into Harriman for better access. That is my only complaint about this otherwise beautiful trail.

Connecting trails

I have been on this trail for the last 10 years. I love this trail just for the scenery and the simple fact that its 10 minute drive away. But I recently discovered that there is a connecting rail trail. This is abandoned Erie branch line in Greycourt that passes through Washingtonville and rejoins the Erie Newburgh Shortcut at Vails Gate Junction in Vails Gate. This abandoned branch line runs directly in front of my house all the way to the orange Heritage trail. So instead of driving to this trail, I can actually can ride my bike and connect two trails.

for my first time going on a long bike ride like this there was many things on the trail that surprised me along with the nature preserve along the way and and many beautiful views. I would definitely go back.

for my first time going on a long bike ride like this there was many things on the trail that surprised me along with the nature preserve along the way and and many beautiful views. I would definitely go back.

Smooth trail; pleasant.

We were driving home to PA from CT and stopped to stretch our legs on this trail, so we didn't ride the full length. We started at Goshen and there was plenty of parking in the municipal lot that sits right at the trail head; this was a Monday afternoon, but there was still plenty of parking (thank you to the town for providing free parking!).

The trail is nicely paved and very well maintained. The first two miles were a bit noisy because the trail runs parallel to a busy highway, but after that it was quiet and relaxing. We went a bit beyond Chester and turned around. (Unlike some other reviewers, we didn't find Chester particularly charming.) The trail was flat, easy, well shaded, and relaxing, and we were grateful to the people who keep it in such good condition. Our only (VERY minor) complaint was that close to Goshen the trail sometimes had the feel of riding moguls, probably because tree roots are growing beneath the asphalt. Overall, we would recommend the trail.

After riding, we left our car in the municipal lot and walked two blocks to the Sunshine Cafe. Although the signage made us think it was just a juice bar, it had a nice menu--great paninis and a long list of specialty burgers. We recommend the restaurant highly.

A rough start but a great finish

I always attempt to start at one end of a trail and ride it to the end. According to the description the trail starts in Harriman which may have been the case at one point but as of July 2018 is not so. As others have said the trail ends abruptly at 12 miles and does not go to Harriman. I'd recommend you start at Crane Park in Monroe, it is easy to find and offers plenty of parking.

As far as the trail itself the scenery was average. The trail itself is all paved and mostly flat so it made for easy riding. The towns off of the trail are very quaint, I'd highly recommend walking around Goshen and visiting Chester for its local brewery. If you'd like to extend your ride try to find the unpaved extension in Goshen. It is single track and about two miles long so I'd take a mountain or hybrid bike.

Worth a Visit

Dateline: Sunday July 08, 2018.
Weather: Sunny, clear, temps in the 80's, low humidity.

It has been on my list for a long time, because it's a good distance (25 miles according to my Strava) and it's only an hour drive from me. I am glad I can cross it off my list. Not in my top 5, but I many trails, so it has stiff competition. The trail itself is in pretty good shape, and no trail is perfect. The scenery to me would rate average at best, but again it has very stiff competition from the places I have visited. I definitely suggest a visit so you can decide for yourself.

Caution. After visiting many bike trails thanks to TrailLink, my only complaint is that some of the parking areas need to be reviewed more carefully. In this case I kept driving past the northern most parking area listed in Goshen and went to one midway in Monroe just off Route 17. It is a Park & Ride, very nicely paved, well lit, safe and right next to the trail.

Always take the address/directions/GPS to more than one parking lot and visit the TLink site just before departing for any updates. I drove 2.5 hours to Windsor Locks, CT to find out the entire trail was closed temporarly, and my only parking lot address closed for the entire year. But I will go back, because the trails themselves have not let me down.

Orange Heritage Trail

Yes trail is paved and is great to ride smooth pavement. Was wondering why there are no entrance signs to trail. Was at Monroe, Airport Park, and there are NO MARKINGS as to where one is to enter trail. Noted small goat paths from parking lot to trail. Also was wondering why when heading South that there is no notice that trail dead ends with a chain link fence. Wonder how many law suits from hitting fence or rider dumping their bikes. Good thing that I was not goin down that hill at a fast pace, 20 plus mph. Also this trail is no way a 1. The North and South directions from Monroe are hills that are 5 degrees or more and each are 2.5 miles or longer. This would be a work out for any beginner. Just a note that I was riding a Catrike Expedition. I have about 3k miles riding trikes. Would have been nice if there was a entrance that a trike would be able to enter Trail.

Excellent Trail 4/22/2018

I rode my bicycle from the parking lot in Goshen NY to the end of the paved trail 12 miles long. There is a dead stop at 12 miles with a fence preventing you from advancing over an old bridge.
The trail is in great or perfect condition and some new repaving was noted along the way. Walk, run, bike, rollerblade or whatever your non motorized pleasure is. I noticed a few cameras along the trail and a police officer in a golf cart.
People were all nice and offered greetings as you pass. One thing to remember is a lot of people wear earphones/buds while using the trail and may not hear your warning when you are passing.
I find railroad trails feel like they are uphill both ways, the 24 mile ride was a bit much for my first ride this year.
Great trail, my congratulations to the caretakers of this wonderful trail.

our favorite trail

All asphalt no real hills, places to eat behind the golf driving range and at the end of the Trail in Goshen. Also the first historic trotters horse track.


They added almost 2 miles from monroe to Harriman!! Nice new paved trail

Repaving from from Moore to Goshen

Excellent work, much better.

Nice new paved spots

new paved spots from chester to monroe

Paved from Monroe to Goshen

I rode this trail from Monroe to its end at Hartley Road. It is paved from just east of Airplane Park (with a Korean War memorial including a fighter jet) in Monroe to Goshen. That 10 mile part is 5 star!

I gave it 4 stars overall because the trail is not well marked as it transits Goshen and the section from Goshen to the end point is a mix of gravel and dirt that I don't believe is suitable for a rode bike (it was OK on my cyclocross bike).

I started the section from Airplane park to Harriman but it is in worse condition than the west end would need a mountain or good hybrid to ride comfortably.

Paved? Where?

I ran 2 miles in from the Hartley Rd trailhead on a crushed limestone and dirt "two track" trail. Where does the pavement/asphalt begin? Scenery was nice, trail wasn't crowded... a couple of benches for resting

Love this trail !

There are about 12 of us in our 50's and early 60's that love to bike ride each weekend. This is one of our favorite trails... paved and beautiful!

Great easy trail

Trail goes from Monroe, through Chester, and on to Goshen. From Chester towards Monroe is the only semi-difficult part if you are not in shape. It is a very long and shallow uphill almost all the way. Only a bit hard if you are not used to such a ride. We start in Chester and go to Monroe first (the uphill part). Then turn around, back to Chester, but go on to Goshen. Then go back. Lots of nice shaded sections, and wonderful views. All paved asphalt and never on any roads. Right at the end of the trail in Goshen is a simply wonderful ice cream stand with seating (I am not and do not know the owners, I am just a customer). My wife and I drive 40 minutes numerous times in the summer to do this ride (or maybe its just to get that ice cream???)

A nice easy ride

This trail is really nice. No really steep grades, lots of shady spots to stop and get a quick drink. We just rode it for the first time. This was on a Sunday morning and while it was busy, it wasn't crowded. Other users are friendly and courteous.

Started in Goshen and rode a little over 6 miles towards the other end. All told a pleasant ride and we didn't have to deal with traffic (cars).

I would recommend this trail to anyone who wants a pleasant ride in the country. While we didn't try the ice cream store at the end of the trail, we did go round the corner into downtown and found a really nice restaurant for lunch.

There was a stop at Chester where you could get a cold drink and ice cream also for the family if you're so inclined.

Well worth the 45 minute drive to get to it from our house in North Jersey.

Not entirely paved

This is a great trail, but the description is inadequate. The pavement only extends from St. James Place in Goshen to Clark Street in Monroe. From Monroe to Harriman it was mostly ballast when I rode it in 2009. Not fun riding. From St. James Place to Hartley Road, it's grass. More fun than ballast, less fun than pavement, although it's perfectly walkable.

The paved portion has many users, both walking, bicycling, and roller-blading. Very popular trail.

splendid trail

splendid trail, clean, nicely paved, minimal road crossings, nice little towns we went through .....

we started in goshen as recommended for the uphill/downhill choice and worked well

no issues finding the parking lot in goshen, we put st. james place in the GPS and wa-lah, we were there

only issue was mileage discrepancy between all the websites we visited trying to find information - we started in goshen and went 10.2 miles before pavement ran out ....

looked like you could continue on grassy singletrack but not knowing if it was worth it we turned around

had ice cream and dinner in the area, walked around the park/lake in monroe and shopped at 2 local stores --- lending credence to the argument that trails bring economic benefits to the towns that host them

Nice trail

Took my family to this trail today. We started out at Airplane Park and rode to just short of mile marker 7.5. We had lunch at the very first granite bench we saw. The trail was flat with very subtle inclines/declines. The asphalt was in good condition - there were cracks along the way due to the roots of the trees, but they were far in between. Most of the route was shaded except for the railroad section. Coming back we had a stop at the American House Ice Cream, which is a great treat. My 8 year old son was tired but enjoyed it overall - especially the ice cream stop. Overall a good experience and highly recommended for the family.

wonderful trail!

Had a great time riding the Heritage Trail on a beautiful September day. Started in Goshen because I read on Trail Link that there was a slight uphill incline from Goshen to Monroe. Great advice! A pleasure going slightly downhill on the way back. Started at Trailside Treats, 28 St. James Place. Lots of parking.

Better than ever

As someone else noted, the trail through Monroe had been extended a mile. This makes a great trail even better. Hopefully they will extend it farther east where it is currently grassy and overgrown. This is the best rail trail within a reasonable drive from Mertro NYC/NJ area except for the Dutchess County Trail. Also recommended is the Columbia Trail in NJ- however that is not paved like this or Dutchess.

breaking news!

the eastern end of the trail has been extended and finally paved all the way beyond the main street of Monroe, NY. Up to last week, the paving terminated at the northern end of the park but now is complete. Hopefully the stores in Monroe's old town center will prosper and those that are now empty will soon be filled with businesses that could serve the trailhead like a cafe or a bagel station. Orange County and the Town of Monroe are to be commended for supporting and enhancing a very good trail!

Heritage Trail

I don't think it's worth trying to find and ride on the unpaved 2 1/2 mile section of the trail in Goshen. It does not connect directly to the paved section and it's easy to get lost in Goshen trying to find the paved section of the trail. I suggest parking in Goshen, in the center of town and finding the Berkshire Bank, 2 S Church St, Goshen. You can pick up the beginning of the paved trail from the end of the parking lot behind the bank. If you want to start in Monroe, park at the park and ride and pick up the the beginning of the trail in Monroe. From Chester, NY you can park near the All American House, Ice Cream shop 1 Winkler Place, Chester and pick up the trail 1 block away. You will be in the middle of the trail. You can go either way and then have ice cream after you ride. It's great ice cream. Supposedly if you start in Goshen you will be riding up hill more often for the first 9 miles and then your return trip will be more down hill.The grade is only 3%.

Nice but don't trust the directions on this site

Let's get this out of the way.... The directions to the Goshen trailhead on this site couldn't be more wrong. If there was a trailhead, we completely missed it. No parking, no sign, nothing. But I found directions to the actual trailhead (miles away) on another site. On the Monroe side, I can see how the trail would be tricky to find but I will definitely be starting there next time.

Anyway.... The trail itself is great for a leisurely ride. My husband and I normally do off road trails with moderately difficult hills so this was easy for us. There is a mix of people on the trail. Walkers, runners, bikers, roller bladers. There were many people who had no regard for the "traffic" coming behind them. This is definitely not a trail to try for your best time or speed. It's for a day when you're not in a hurry and want to enjoy the scenery and you have patience for other people. We stopped in Chester on the way back and walked around the farmers market and had some lunch. The scenery was beautiful and it was a gorgeous fall day. It was worth the frustration of actually finding the trail once we finally got there.

Finding the entrance


The entrance... in Monroe

just south of the airplane in the park, a beaten path leads up to the trailhead.. NOT marked in the park...


Couldn't find the trail

We tried to find this trail from the Monroe end and couldn't find a thing. After getting frustrated and giving up, we even got in our car and drove around trying to find it with no success. Still haven't a clue where it is.

Awesome Trail

I've always wanted to walk Heritage Trail and finally did! It's quiet, scenic and everyone was so friendly! What a great way to start your day! Will totally walk the trail again!!!

Great Trail, but START IN GOSHEN!!! (not Monroe)

This is a spectacular trail!

My husband and I parked in Monroe, a quaint town with a lovely lake. Parking was easy and finding the entrance to the trail was not a problem.

What we didn't realize was that from Monroe, the trail is slightly downhill (3% grade) but when you get to Goshen and start back to Monroe, it is a LONG steady climb!

I was on a Trikke (see Trikke.com for more info) and my husband was on roller-blades. The trail was mostly smooth, and most of the bumps, heaves and cracks were clearly marked with yellow spray paint.

Much of the trail is shaded,with benches along the way if you need a break. The Depot in Chester made a nice stop as well.

I would highly recommend starting this trail in Goshen, so the incline is at the start of the ride.

(Thanks to all who made this trail possible. It is wonderful!)

There's even a cemetery

This is an easy, flat trail to ride with very few people. It passes by several farms and an old cemetery. The most recent gravestone was for someone who died in 1883. I couldn't help but wonder what the area looked like when the cemetery was established, before the railroad was built.
We rode from the St. James Place parking area. I mapped it on the RTC website and want to make a correction to their directions. If you come from NY-207/E. Greenwich Ave., you want to take a right into the parking lot with the sign that says "Village of Goshen Municipal Parking". If you pass S. Church St. (Berkshire Bank is on the corner), you've gone too far. I couldn't find any sign saying Heritage Trail like their directions suggest. At the end of the parking lot is a small snack place. This is where the trail starts.
There is a crushed gravel section at Airplane Park that looks like it's ready to be paved. From St. James Place to Airplane Park, the trail is 9 miles long.

Great Ride

Nice quiet trail. Great bike ride.

Monroe extension

We rode the trail today and at Airplane Park in Monroe, I was pleasantly surprised to see an extension into the Town of Monroe that is currently cleared, graded, and covered with rolled cinders in apparent preparation for continued pavement. There is also parking adjacent to the extension that will create a preferable Eastern access. Trail users will gain easy access to the main commercial district of Monroe. There are also newly created historical markers along the way done by a local eagle scout that graphical depicts the relatively recently departed Erie- Lackawanna's Rail usage. These are some of the nicest markers I have seen after riding many rail trails!

Easy and flat. Great!

Took our 9 yr. old twin girls on this trail. It's in excellent condition and very very well kept.

The trail is very flat but there is a very very slight decline going from Airplane park NW. It's nearly imperceptible but it makes going back harder than going to. Keep that in mind so you don't have a hard time going back.

For us it was simple. I left the wife and girls at the trailhead, got back to the car myself, and drove to pick them up. That way we all had fun and I got a good workout :)

Great place to bike!

Worth the drive to ride this trail!

I live in North Jersey, and drove 45 minutes to ride this trail on my road bike. Great trail! 9 or so miles one way, with only 2 (3?) small street crossings. Great fun and safe ride.

Wonderful Resource

As a friend of mine who lives in NYC once told me, "What a wonderful resource to have in your own back yard!" And he is so right! My wife and I have been riding this trail for several years as a fun form of exercise and we thoroughly enjoy it. She does not like riding in traffic so this is perfect for her. This year, on Sundays, a Farmers Market set up shop in Chester right behind the RR Depot Museum. So we'd park in Chester, ride to Monroe, then Goshen and back to Chester and go shopping for some fresh goodies. Exercise and fresh fruit and veggies... what could be better?

Beautiful trail

Great for road bikes. I highly recommend this trail and wish I lived closer to it.

A great way to spend a few hours

Im a avid hiker and wanted to do a new trail but not have to bushwack my way through it. I can honestly say I wish I had been on this trail sooner. I loved it and will return. I did an 8 mile round trip and will be back in next week to try and extend to 10 miles with a plan to do th entire trail in one day by the end of this fall.

Absolutely Love it!

This was my first experience on a trail. I fell in love immediately. The Orange Heritage Trail was clean, beautiful and quite lengthy. I haven't been excising in a while and was pleasantly surprised by the ambiance. I was there during the Memorial holiday. It was a perfect day and a perfect ride.

No worries as far as parking is concerned, a definite hit from start to finish.

A windy day in April

I've been working in Orange county for just over a month through the tail end of winter. I found the trail on the county map and decided to give it a spin this morning. I drove to Chester and after a misadventure finding the old depot (signs folks, SIGNS!) set out on foot to check out the trail. It is well maintained. There was no way to get lost. The views even on a very blustery mid-April morning were nice. The trail is well used by walkers, bikers, and skaters. Chester Depot is at MP 4.0. At MP 8.5, just west of Monroe, I turned back. I did that segment, 9.0 miles round-trip, in under three hours (2:46 minutes) including time for browsing an old cemetery, chit-chat with other users, and a few photo stops. All in all it was a pleasant time. Within a block of the Chester Depot is an eatery and ice cream shop. Be aware that the depot parking has a three hour limit but I noted that there is other parking nearby that has no limits.


My wife and I rode from Airplane Park in Monroe to near Joe Fix Its in Goshen. The distance was 20.1 miles. My wife was looking for an easy relaxing comfortable ride and this is the spot. I normally like to mountain bike and I found this ride enjoyable. We will ride here again. It was paved on our entire route. Oh I parked right in front of Airplane Park, as we were riding away we saw a sign that said parking for Locals and Guests only. Not knowing exactly what the sign meant I left my car there anyways and had no problems when I got back to my car. Another good parking spot would be near the Park and Ride near Orange-Rockland Lake, but use the parking lot near 17M. I saw a sign that said free parking. This might take off a 1/2 mile off your ride round trip. Enjoy!!!

Nice summer walk.

I walked this trail for the first time this morning. Started from Crane/Airplane Park in Monroe and walked to the 6-mile marker (about 3 or 3.5 miles from the the park) - the markers start in Goshen. Nice and level, crossing over a few old railroad culverts and under Rt 17. Lots of great scenery with nice views. Lots of old rock walls can be seen in the woods. Most interesting thing I came across was an old 19th century cemetery in the woods near Oxford Depot (between Monroe and Chester). Will definitely be back.

Wide and Smooth

I took one of our cars to Village Auto Works and was prepared to ride back to Central Valley via Route 17M, but then one of the guys at the shop mentioned that I can catch the Orange Heritage Trail if I made a left onto Museum Village Road from Route 17M. I turned into what looked like a Park-n-Ride and easily found the trail there. From there it was a super quick ride to the beginning/end of the trail in Monroe. I stopped in at the Monroe Diner for a quick bite and was on my way.

I was really impressed at how well maintained and wide the trail was. Smooth all throughout my ride. I'll be returning real soon to bike the entire length of the trail. This really is a gem.

A Worthwhile Destination

Even on a sub-freezing January day, the Heritage Trail is a pleasant place to ride. The asphalt surface between Monroe and Goshen is in excellent condition and is exceptionally wide. I would have had no difficulty passing three pedestrians walking abreast on my trike -- had there been any pedestrians to pass. And I wasn't starting and stopping for street crossings either. There were only a handful of crossings on the entire trail -- and most of these were little-used country lanes.

The trail connects three small villages located in the foothills of the Catskill mountains. Goshen and Monroe are on hilltops, while Chester Depot is in a valley about mid-way between. The trail grade is gradual -- probably no more than 2 percent -- but beware that the uphill ride from Chester Depot to Monroe is about six miles long with only a couple of brief level reprieves.

Between Chester Depot and Monroe, you'll also find yourself in an upland hardwood forest. In the vicinity of Chester Depot the trail passes alongside several dairy farms and, then, for about two miles on the outskirts of Goshen it runs adjacent to NY 17, a heavily travelled divided highway that is soon to become an Interstate. There are sweeping vistas -- some quite spectacular -- at numerous points along the way.

Goshen, with a well-defined village center, seemed the most interesting of the three villages. Chester Depot had a classic Upstate "town time forgot" feel. What I saw of Monroe was mostly parking lots, strip malls and highway overpasses -- punctuated by several minimally-landscaped parks. There may be more to Monroe, but the Heritage Trail doesn't take you there.

The absence of road crossings is something of a mixed blessing, in that access options are limited. Here's what I observed:

1. There were perhaps three dozen, 24-hour parking spots in the lot adjacent to the Goshen trailhead. The majority of these were empty -- but, hey, it was a weekday in January.

2. Chester Depot seemed to be the best place to park. The trail passes in front of the old rail depot in the center of town. There was a ton of parking and the only active businesses I noticed in the vicinity of the rail depot now a museum) were a sports bar ($2 well drinks for ladies on Tuesday night) and an outdoor clothing store.

3. At Airplane Park in Monroe, there're ample 2-hour parking spaces, plus what appears to be a brand-new commuter parking lot. But you'll need a Google map and the skills of a private detective to find the Heritage Trail.

The trail head is, in fact, at the top of the embankment behind the fighter jet from which the park takes it name. But there are no signs, no paved access, and the Village Fathers have planted evergreen trees along the park boundary so that even in winter, you can't see the trail. I've only visited one other trail head that has been so completely and deliberately concealed.

What's more, if you start at Airplane Park, don't be deceived by the "Bike Route" signs you'll see as you enter the park. Those are for an on-road bike route, and have nothing to do with the Heritage Trail. Follow them, as I did, and you simply end up on the shoulder of a busy highway sucking truck exhaust.

4. Two miles past Airplane Park, the trail bisects a complex of New York State commuter parking lots. On a Thursday, these were filled beyond capacity with every visible space filled and cars left on the grass barriers. On weekends, however, there should be ample parking available.

Bottom line: For mountain bikes and hybrids, there are several vastly more interesting non-paved trails to be found within a 45-minutes drive of the Heritage Trail -- including the immensely popular Minnewaska State Park Preserve near New Paltz. But for skinny tires and trikes, the Heritage Trail is a worthwhile off-road destination with gentle grades, sweeping vistas and several interesting villages to explore.

Good Ride

We enjoyed our ride on this trail on September 8, 20011. Weather was gorgeous and the trail was in really good shape. We tried to follow the traillinks directions to the trail head in Goshen, but that was pretty worthless. Ended up parking in Chester, which had ample parking (at least on a Saturday). Traillink directions were pretty good to that spot. Wish I'd reading the post from previous reviewer, Lionel, a little closer to find the trailhead in Goshen (reposting just in case my review knocks him off the bottom of the reviewers list: "If you are new to this trail and parking on the Goshen side, simply go to the center of town where the Presbeterian church is and look for the Berkshire bank. The parking lot for the trail is along the side of it and the trail is right there. A sign is now posted indicating that this is where the trail terminates." Fall colors were nearing full bloom. Not a lot to see on this trail other than the trees, though we did find an old Packard in someone's yard and a cemetery from the mid-1800s right along the trail. Nice benches for resting on the northern part of the trail. Portajohns are placed often enough along the trail. Previous reviewer said the trail continues beyond the 'end of the trail' sign in Goshen, but we didn't find it, so our ride was only 20 miles RT instead of the 23 we thought we'd get. Still, it was a great, ride with just enough variation in grade to make it interesting for a couple old folks on hybrids.

Great ride.....

My first time on the trial and I was extremely impressed!!! I started in Monroe and before I knew it I was in Chester. The ride there was awesome! it was I slight downhill all the way there. I coasted all the was. The ride back hurt. It was all uphill, but it was a very slight incline. All in all, between my house, the trial and my return trip I did roughly 25 miles.... Great ride!!!

Benefits if trail would extend to Harriman

This trail's lack of steep hills and sharp turns were a tremendous help when I was learning how to use in-line skates. I like how the scenery and shading changes from one end to the other, from full sun, into cool, shady woods, and then back into full sun. Some of you may have wondered, as I have, why the trail ends abruptly at Airplane Park in Monroe, and the reasons are many. There were contract issues with Norfolk Southern, who raised the price of the abandoned railway in this section to $1.25 million (source, Times Herald Record), forcing the county to lease this section instead, using federal grant money. There were also issues with people in Harriman, particularly the mayor, not wanting the trail to pass through their village, maybe for privacy reasons, maybe for concern about increased traffic, who knows? So, these major points nonwithstanding, here are some benefits and challenges that I observed when I hiked the unfinished portion from Airplane Park to River Road. Benefits: The trail would pass directly through the center of downtown Monroe, in between Lake Street and Spring Street, and over the railroad tressle (the one that has endeared itself to the community with charming graffiti that reads, "The Loacher" and "Spanky Lives"). This would provide easy access to the trail, easy parking from Millpond Parkway, and increased business for nearby stores selling refreshments and snacks. Slightly further along, the trail comes within easy walking distance from Smith-Clove Park. Trial users could simply walk off the trail near the convenience store across the street from the entrance to the park. After this, the trail passes through dark, shady woods that have been all but forgotten for many years. There are still old, rusty cars alongside the trail here, and assorted trash that would need to be cleaned up, but nothing major. Finally, the trail would terminate at River Road, near Mary Harriman Memorial Park, within moderate walking distance of some small restaurants, and further north, the Home Depot shopping center. Should the trail continue further than River Road, I have no idea what path it would follow, as it would seem to go directly through Nepera chemical property. This would put it very close to Harriman State Park, and once it came within shooting range of HSP, the possibilities are immense. I have read some articles proposing connection to another, future trail paralleling 17 to Suffern called Ramapo River Greenway Trail, which would probably be quite pleasant except for all of the smelly, noisy industrial activity on the southern end. OK, so now for the challenges, starting from Airplane Park. Firstly, the trail seems to disappear in the section of land in between Millpond Parkway and Anderson Place. The lumber yard used the abandoned railway as their own storage space for lumber as well as for assorted debris. This section is also quite swampy, and seems to run into more complications with an apartment complex - is this private land? Smooth sailing through downtown and over the Loacher and Spanky bridge, then possibly some privacy issues with residential properties near Smith-Clove Park, and some drainage and mosquito problems as you approach River Road. Nothing that federal stimulus money couldn't fix. Hint hint!

One forgotten important detail

I was just reviewing my blog and, with all of my talk about Goshen, I realized that I, as well as everyone else, omitted one important piece of information concerning the trail. If you are new to this trail and parking on the Goshen side, simply go to the center of town where the Presbeterian church is and look for the Berkshire bank. The parking lot for the trail is along the side of it and the trail is right there. A sign is now posted indicating that this is where the trail terminates. As others have noted, just a some blocks away, the trail extends a couple of miles further.

After many returns

I previously gave a very negative review of the Goshan section of this trail. I continue to stand by that review. Nothing has changed and the 5 corner intersection in the middle of town combined with the zig zaggy nature of the roads leads to some confusion. Especially when a local tells you to go th the center of town, near the church (there are several) and take a left. With 5 intersecting roads, there are 2 possible lefts. At least I now know the area from experience--but as others, I AVOID THE HERITAGE SECTION NORTH OF GOSHEN LIKE THE PLAGUE AND ASSERT THAT THE TOWN SHOULD PROVIDE AMPLE ACCESS AND EGRESS AS WELL AS GOOD DIRECTIONS THROUGH THE TOWN TO THE CONTINUATION OF THE TRAIL.

The good part is that from Goshen to Monroe is a beautifull and easy ride which passes the Erie RR museum, open from 11:00 am until 1:00pm every saturday during the warm months. Although I am used to more agressive cycle trips which include actual hills, this is a pleasant ride over rr bridges, through the shade of overhanging trees, a cooling rest at an old cemetary right at trailside, and a stop at the Burger King in Monroe (also soft ice cream) before heading back to Goshen.

On the way back, there is a great ice cream shop in Chester, near the Erie RR museum, and you can end the trip with a great lunch or dinner in any one of a number of nice restaurants in Goshen.

If you are a cyclist with a date who is not, this may be a great choice for their first trip--or for a family outing--or, like me, just for something pleasent to do on a saturday morning which is better than vegging in front of TV.

Have a nice one.

Great trail

This is a trail my wife and i ride many nites of the week. The trail starts in Gohsen off of south st. It goes on for 9 miles into Monroe NY, @ airplane park. At this point there is a nice lake, that a complete ride around will add another mile to the trip. Monroe has a couple of nice little shops and eateries to rest and relax. The trail is paved and very easy to ride on. Only a few intersections with auto traffic, which makes it very safe for families. Very flat and shaded on sunny days with some open sunny spots. Chester is 3.5 miles outside of Goshen and has a old train station there to rest. Chester has a little town w/ icecream shop only 200 yards away from the train station. Great place to ride!!

Orange Heritage Trail

First time on this trail Rode the whole distance from start to finish and back. Nice trail hardley any inclines
at all very nice trail to ride took about an 1 1/2 hrs their and back. some nice sites along the way met some nice people while riding this trail. Even saw a lady Orange County Sheriff's Dept Officer Riding. This will be a trail i will see more of.

Thx Rails to trails. Richy Procter (Stony Point, N.Y.


This really is a great trail at points, and it definitely needs to extend to Middletown!!

Trail severed at Goshen

"Rode the west end (the unpaved section) and it is now closed at the Route 17 overpass. Prior to this, as others reviews note, it was difficult to get through. However, is was possible to get through -- one needed to open a gate at a small apartment complex. It required following one's nose a little, and a little luck. A resident of these apartments tipped me off after noticing the odd look on my face, I guess). This is obviously not the best trail design.

Hopefully, a simpler, more perminent, and user-friendly solution is in the works. It would be dissapointing to see the train severed perminently. Rather, the trail should be extended into Middletown."

Good news

"This is a great trail but I seldom use it because of the homeless shelter located on the trail and the people from the shelter who use the trail, especially since a few years ago when that woman was attacked by a resident of the shelter and we found out they were sending convicted felons there while they were on parole.
The shelter is now scheduled to close in June and I look forward to using the trail again."

"Trail great, Goshen BAD"

"I cycled from Hartley road, expecting to be able to continue through Goshen with little trouble. There is now no way to continue to Goshen without trespassing onto private property. There have been land purchases and the trail is oblitterated. Having finally gotten onto a public road it seemed that no one could give coherent directions to where I should reconnect with the trail. There are a lot of places here where ""Take a left"" could mean one of two choices due to a 5 point intersection and irregularly run streets. Although there are a couple of ""Bike Route"" signs, they may refer to another trail or there are some missing because there were none directing me from one trail terminus, through town to the other. When I finally found the Erie RR clearing the cycling was beautifull and I made it only to Chester due to time lose in Goshen. There is much beauty to be seen along this trail and I highly recommend it. I highly recommend the bike shop in town (Joe Fix-it--or something like that). They will give cyclers great directions and will discuss the trail problems. They are great! I am planning to return to this trail in a couple of weeks better prepared to negotiate Goshen.
I have been told by one nice old gentleman that the trail, he thinks, now goes past Monroe towards Tuxcedo--I should have asked at the bike shop.

I wish you well--and when lost in Goshen, look up the bike shop."

Heritage Trail

"I rode the Orange Heritage Trail for the first time last weekend and although it was a nice level paved path, it was pretty crowded and there wasn't a lot of shade. Save it for a cool fall day. If you ride into Chester, the old train station has been converted into a small museum. Definitely check it out, it's interesting and the volunteers are very friendly and knowledgeable."

Amazing outdoor experience

"It was our first time on the trail this weekend. It was amazing. The trail is relatively flat the whole way and has an ideal design for bikers and runners. For those runners training for a long race who need to pack in miles without the worry of traffic and killer hills, this is ideal! "


It is the freedom of enjoying unexploited stretches of woods and open fields that makes any rail-trail golden.

Nice but congested

"This is a nice paved, suburban trail, although the trail is crowded with lots users who never got the ""On your left lesson."" They stop in the middle of the trail without warning. They ride two and three abreast, some on the wrong side of the trail. Joggers move from side to side. There is a trail opening at Chester Station where five women riding together stopped to chat. A gentleman had to go over and literally tell them to clear the opening and to get off the trail so others could pass. They became indignant.

The usual rules of any trail should be posted. It's nice to see a well used trail, but save this one for a day off during the week.

I road this trail again on Sunday, March 21, 2004, starting at 1:15 p.m. I was the only rider for 20 miles. I did see five walkers. I also saw deer, great blue heron, hawks and cows (can't forget them). It was a very pleasant ride for early in the year."

Easy with lots of views

"Finding the opening to the trail in Goshen wasn't easy but if you ask a local, they'll point you in the right direction. This trail is easy with a little upgrade that's even easy on the kids. Also, if you get hungry there's a pizza and ice cream parlor smack in the middle of the trail."

Summer 2002

"Excellent Trail, snack bar on trail, emergency call boxes, gentle grade, free air in Chester @ outlet store, plenty of parking, top maintenance, Sheriffs bike patrol, could not find the unpaved mile in Goshen so expect a 9 mile trail. NYC sattelite homeless shelter nearby, do not let it disuade or scare you. NYCHPD provide an additional Patrol and everyone says hello. "

"If you build it, they will come!"

"This is an excellent trail with plenty of free parking at many strategic points. In-line skaters, walkers, runners, joggers, bikers, and (rarely it seems) cross country skiers will enjoy this well maintained, patrolled asphalt trail. The trail is not level, having a number of rolling grades along the route. It features mileage markers, road crossing signs and scattered benches. You will never find this trail devoid of people, almost all of whom are friendly! Chester and Goshen are villages worth exploring along the route. Mid summer can be a bit unpleasant, since large sections are unshaded, but between Chester and Goshen there is even an ice cream stand right on the edge of the trail.

Rates an 8 out of 10!


Spring 2001 Review

"This is a wonderful trail with plenty of free parking available at many points along the route.

In line skaters will enjoy the well maintained asphalt surface as will road bikers and parents with strollers.

Ninety percent of the surface is paved. However, there is a short unpaved segment which is relatively difficult to find unless you know where to look (it begins in Goshen along Railroad Avenue behind the Senior Citizens' building).

There is a slight uphill grade from south to north on the paved segment.

Most parking is near exit 129 of Interstate 86; follow signs for Museum Village and you can't miss it.

E-mail for further particulars if interested. Worth driving a distance for."

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