Gray, ME Horseback Riding Trails and Maps

131 Reviews

Looking for the best Horseback Riding trails around Gray?

Find the top rated horseback riding trails in Gray, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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7 Results
Activities
Length
Surfaces
Type

Conway Branch

21 mi
State: NH
Ballast, Gravel

Cotton Valley Rail-Trail

12 mi
State: NH
Gravel

Old Narrow Gauge Volunteer Trail

1.25 mi
State: ME
Ballast, Dirt

Papermill Trail

4 mi
State: ME
Asphalt

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

WW&F Narrow Gauge Trail

0.68 mi
State: ME
Dirt, Grass

Whistle Stop Rail-Trail

15.8 mi
State: ME
Dirt, Gravel, Sand
Trail Image Trail Name States Length Surface Rating
The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...
NH 21 mi Ballast, Gravel
The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
NH 12 mi Gravel
The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...
ME 1.25 mi Ballast, Dirt
The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant trail experience for users of all abilities....
ME 4 mi Asphalt
The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...
ME 5.9 mi Gravel
Owned and actively maintained by the Wiscasset, Waterville, and Farmington Railway museum, this trail meanders along the currently disused railroad right of way through the Town of Alna in the village...
ME 0.68 mi Dirt, Grass
A former Maine Central Railroad line provides a year-round playground for motorized and nonmotorized trail users to explore the western hills of Maine. The long, flat, mostly straight stretches of the...
ME 15.8 mi Dirt, Gravel, Sand

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Trails by activity

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

Papermill Trail

ME - 4 miles

The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant trail experience for users of all abilities....

Old Narrow Gauge Volunteer Trail

ME - 1.25 miles

The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...

Papermill Trail

ME - 4 miles

The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant trail experience for users of all abilities....

Whistle Stop Rail-Trail

ME - 15.8 miles

A former Maine Central Railroad line provides a year-round playground for motorized and nonmotorized trail users to explore the western hills of Maine. The long, flat, mostly straight stretches of the...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

Accordion

WW&F Narrow Gauge Trail

ME - 0.68 miles

Owned and actively maintained by the Wiscasset, Waterville, and Farmington Railway museum, this trail meanders along the currently disused railroad right of way through the Town of Alna in the village...

Sanford-Springvale Rail Trail

ME - 5.9 miles

The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...

Old Narrow Gauge Volunteer Trail

ME - 1.25 miles

The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...

Papermill Trail

ME - 4 miles

The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant trail experience for users of all abilities....

Old Narrow Gauge Volunteer Trail

ME - 1.25 miles

The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...

Sanford-Springvale Rail Trail

ME - 5.9 miles

The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

Accordion

Whistle Stop Rail-Trail

ME - 15.8 miles

A former Maine Central Railroad line provides a year-round playground for motorized and nonmotorized trail users to explore the western hills of Maine. The long, flat, mostly straight stretches of the...

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

WW&F Narrow Gauge Trail

ME - 0.68 miles

Owned and actively maintained by the Wiscasset, Waterville, and Farmington Railway museum, this trail meanders along the currently disused railroad right of way through the Town of Alna in the village...

Recent Trail Reviews

Kennebec River Rail Trail

Fun but easy

September, 2019 by christine13

This really was a very pretty rail trail, with lots of fun stopping places on either end (and in the middle). In Augusta on one end, and Gardiner on the other, and Hallowell in the middle, you have lots of options for food and drink. The trail is super easy and flat. 13 miles round trip.

Eastern Trail

Between Saco & Bug Light Park is best

September, 2019 by christine13

We did this in two parts: Kennebunk-Biddeford, and South Portland-Saco. To do just Kennebunk to Biddeford & back is a bit too easy and dull - straight, flat, 12 miles round trip; although, you might want to reserve time to explore downtown Biddeford. Biscuits! Doughnuts! Brewery! Etc.

The Portland-Saco stretch is more varied. If you start from Bug Light Park, like we did, I think it comes out to more than 20 miles; for a shorter ride, start from the parking lot on the trail proper. There is the most excellent empanada place in Saco where you should try to have lunch. The marsh is fun with interesting birds.

Back Cove Trail

Level, popular trail

September, 2019 by jkhiser

Interesting to be able to see the entire loop from the starting point. Only one real incline at the overpass. We added an out and back on Eastern Promenade Trail to get 9.9 total miles.

Accordion

Back Cove Trail

Back Cove

August, 2019 by allymackenzie10

This is a 3.6 mile loop around the bay. The trail gets a lot of use, which makes it very safe. Only one hill. Great trail for bikers, runners, or walkers.

Cotton Valley Rail-Trail

Beautiful but narrow trail

August, 2019 by budge1998

After reading the reviews I decided to ride this trail as it was a beautiful Sunday afternoon in August. Perfect weather for a bike ride. I decided to bring my mountain bike and I am glad I did (I usually ride my hybrid for Rail Trails.)

I parked in Wolfeboro. Started out my ride at 1:00 PM. Tons of other riders and walkers, a few runners.. The first few miles were beautiful crossing the cog-ways but frustrating with all the other people on the trail. It is narrow and yes, when you are riding in between the rails as noted in other reviews, it can be a bit hairy when other bikers or STOLLERS are coming the other way. If the other biker didn't look very experienced or they were kids I stopped to let them pass. Had to do this several times. I was having second guesses with all the foot traffic but after a few miles it lessened a bit, just a bit, and the scenery was so peaceful. I got to Route 16, and yes the traffic was fast and heavy enough that I decided it wasn't worth it. Plus I'm out of shape and knew I had another 11 miles to go to get back!

I was wondering if I was going to encounter the same traffic going back especially the closer to Wolfeboro I got, but happily the ride back was 100% better. Maybe because is was now 2:30 ish..

There were still plenty of people on the trail but not half as many and I didn't have to stop once.

I loved this trail, but think I will come back again in the fall or during the midweek with less people.

This trail is the best maintained trail I have ever been on. Completely smooth gravel and the edges were just mowed. The hybrid bike would have been fine except the rail crossings.

The rail crossings were never a problem for me but probably because I had the mountain bike with shocks. I would be more cautious if I had the hybrid! Just go slow and be careful. Common sense..

Last thought, if I didn't live 45 minutes from Wolfeboro, this trail would be perfect for running!! Traffic or not!

Cotton Valley Rail-Trail

Unsafe for bikes

July, 2019 by carepose

While this is a great trail for hiking my husband and I felt it was way too narrow to share with bikers and hikers. We had to stop riding whenever someone was coming in the opposite direction. We found we were too busy concentrating to enjoy the views. Not a good bike trail.

Cotton Valley Rail-Trail

BE CAREFUL!!!!!!!!!!

July, 2019 by crc0952

My wife and I had our first experience biking this trail this week. We found it very enjoyable until we both had a bad accident. There are several areas on the trail where you have to cross the rails which are sticking above grade and will through you off the bike.
I sustained a 2 inch laceration and multiple abrasions and contusions which required an ER visit. My wife injured her shoulder and knee.
After reading past reviews complaining of this same problem over several years, I can not understand why this problem has not been corrected since it would be easy to remedy!!! Disappointed that peoples safety is not of paramount importance!!
I hope that this will be addressed in the near future.

Cotton Valley Rail-Trail

Beautiful serene trail - but yes, be careful crossing the rails!

October, 2018 by bobwhite

I rode this trail several years ago, when it only extended 3-4 miles east from Wolfeboro. However, this summer I rediscovered the trail, which is now 12 miles long extending all the way to Turntable Park in Sanbornville (completed summer of 2017). What a beautiful trail it is now. I have ridden the trail 7-8 times this summer and am really hooked on it! The natural beauty from causeway lake crossings to very bucolic meadows & wetlands on the western end are some of the best I've ridden in awhile!

As far as trailside features, you have the lakeside Town of Wolfeboro with many restaurants and a great bike shop (Nordic Skier) in town. When leaving Wolfeboro you pass by the restored train depot (restrooms, tourist info) close to town. This first 2 miles tends to be busy with walkers, cyclists, and people sailing remote controlled sailboats by the soccer fields (kind of neat).

The trail continues east crossing Route 28 (kind of busy, but slower traffic with a painted crosswalk so cars tend to stop for pedestrians and cyclists) but still use caution because it is hard for motorists to see around the foliage and buildings close to the road.

After Route 28, the trail continues on to two lake crossings on old railroad causeways, this is where cyclists must start to pay attention for the rest of the trail in regards to the trail width. Due to the narrowness of the RR causeway, and the fact the tracks have not been removed, cyclists must ride on a wonderful hard dirt surface , BUT as good as the surface is, the path is less than 5 feet wide between the two rails. It's great if it's just you on the trail and no-one else is around, but the trail tends to be busy near Wolfeboro. Oncoming cyclists must be very careful passing each other, I have seen many have dismounted to pass, and also you must call out a friendly warning when approaching other users on the trail.

The trail alternates from between the rails to being beside the rails, and a few times the trail will meander away from the rails altogether (especially near Albee Beach (restrooms, beach). This is where CAUTION must be exercised when crossing rails. Signs on the trail suggest dismounting when you must cross the steel rails. Even though there are wooden platforms built up at the crossings, riders must hit the rails as close to a 90 degree angle as they can (I seem to do fine at 45 degrees with 26" x 2.1" tires). The 7-8 times I rode this trail I came across minimum of 4 cyclists that went down, and they had the bruises and cuts to show for it!! (BTW, I counted, and I think 30 crossings of the steel rails is pretty accurate count for the whole trail)

About 3 miles from Wolfeboro, you will cross State Route 109, a bit quieter than Rt 28, but traffic tends to be a little faster.

Also at this crossing there's the restored Fernald Station (parking,porta-potty), which is also home to the "Putt-Putt cars" (Cotton Valley Rail Trail Club). The putt-putt cars on this trail is very unique, they are motorized 2-person railcars that run from Fernald Station 8 miles to the west and State Route 16. I only saw them in action on one of my rides, they always give a big wave and travel at about 10mph. This is why the rails are still in place on this rail trail, and we owe the 80 member club a big thank you for the maintenance of overgrowth they perform.

Beyond Fernald Station, the trail continues west for another 8 miles to very busy SR 16. The trail continues to alternate "between the rails" and "beside the rails" for this section. This is my favorite section, the 8 mile stretch is very quiet and features natural meadows and wetlands, and there are just minor road crossings with one section of 4 miles with no road crossings at all - it is very enjoyable!!

The last mile before reaching busy State Route 16 features some pretty good short up and down whoopee hills. At Route 16, there is a parking area, and the Miss Wakefield Diner is just south of the trail on Route 16 (no need to cross the highway).

If you do decide to cross 16, be aware traffic travels faster than it's 55mph posted limit, and tends to carry a lot of traffic. Crossing the highway gives you one more mile of trail to downtown Sanbornville and it's Turntable Park, featuring an old turntable used to turn locomotives around. There are also restaurants located in Sanbornville. I have crossed the highway a few times, but in all honestly, the last mile on the other side of Route 16 is not that attractive, even though the Town of Sanbornville is kind of nice, it may not be worth crossing the busy road.

(There is parking on Route 16 on the west side of the highway, so a good option is to park on 16 and ride to Wolfeboro!)

Overall, this is a great and beautiful ride, just watch the rail crossings!

Sanford-Springvale Rail Trail

Closed

October, 2018 by paoil

Went to this trail today. Waste of time. It’s only open for about .5 miles and stops. Nothing like the description of this trail.

Cotton Valley Rail-Trail

Beautiful trail, no problems with crossings

October, 2018 by keithmalcolmmonk_tl

Our family rode the trail from Wolfeboro to around mile marker 4, a while past the Cotton Valley Rail Trail Club on Rt. 109, in October 2018. There were a lot of great water views including a couple stretches with water on both sides, and winding parts through very pretty woods from about 1.5 miles just before Albee Beach onwards. The trail surface was very hard and not bumpy and presented no problem for hybrid-style bikes, basically as good as pavement (or even better than some paved trails I have been on that haven't been resurfaced recently). All of the crossings over the rails were clearly marked with signs instructing to walk your bikes and painted arrows indicating to do so at a right angle. After walking over many of them and them seeming very solid I began to slowly ride over them at 45 degree angles and never had a problem, and none of the several kids in my group did either. The parts of the trail in between the rails are narrow enough that you need to take extra care. If you are looking to go fast I wouldn't recommend this trail but if you are looking for a very scenic and leisurely ride I would highly recommend it. On the return ride I noticed that there were no signs for westbound bikers so this might explain some other peoples' complaints (although I still found the crossings vey obvious and good). I hope to return and ride the eastern portion of the trail another time.

Eastern Trail

Try to avoid Biddeford

October, 2018 by shrink

Most of this trail is over packed earth, which is satisfactory, except following rain. The 4.5+ miles through Biddeford are poorly marked (download a map) and often hazardous. Scarborough marsh is beautiful and the rest of the trail is pleasant, often scenic. I rode the entire trail north one day and south the next. If I were to do it again, I would cut it into two smaller trails, and avoid Biddeford.

Eastern Trail

Variety is king on this trail

September, 2018 by robert.richter89

I rode the entire trail starting at Bug Light Park in South Portland and ending at Kennebunk; roughly 30 miles each way. I knew about the on road gaps and found them to be a positive as it added variety to the trail. The on road sections are fairly well marked and I only had an issue finding my way through Biddeford. The shoulders are very wide and I must say I found Maine drivers to be very courteous to me at every road crossing.

The off road sections of the trail are very well marked, shaded and very flat. I rode through forests and marshes and around residential neighborhoods. There is a fundraising effort to close one of the on road gaps on this trail. If that gap is closed I would give this trail five stars. I still highly recommend this trail as you can have a nice ride no matter what section you chose to ride.

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