Find the top rated trails in Westfield, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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Canalside Trail begins at McClelland Farm Road and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a half mile north...
Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...
Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...
Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail-Trail (a.k.a. Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the Ashuelot...
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In central Massachusetts, the Norwottuck Rail-Trail (formerly the Northampton Bikeway) runs between New South Street in Northampton and the neighborhood north of Look Memorial Park in Florence....
The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...
The North Central Pathway will one day stretch 16 miles between the cities of Winchendon and Gardner in northern Massachusetts, primarily along a former railroad right-of-way. Three open sections...
The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...
Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant...
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...
Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the...
The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short disconnected segments totaling just over 5 miles. The...
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak...
Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles...
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Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...
The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A...
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30. The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks...
At the southern end of the trail a large parking lot at Dole Junction is maintained by the New Hampshire Bureau of Trails. This parking lot also serves as the southern terminus of the Ashuelot Rail...
The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The...
Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...
The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short disconnected segments totaling just over 5 miles. The...
The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...
This unpaved state-owned trail is open for public use from Coldbrook to Baldwinville. An on-road detour is necessary through the village of Baldwinville, but the right-of-way is open for public use on...
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to...
The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A...
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The East Branch Trail is a 5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...
At the southern end of the trail a large parking lot at Dole Junction is maintained by the New Hampshire Bureau of Trails. This parking lot also serves as the southern terminus of the Ashuelot Rail...
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...
Canalside Trail begins at McClelland Farm Road and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a half mile north...
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak...
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30. The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks...
The North Central Pathway will one day stretch 16 miles between the cities of Winchendon and Gardner in northern Massachusetts, primarily along a former railroad right-of-way. Three open sections...
Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is...
The Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...
The North Central Pathway will one day stretch 16 miles between the cities of Winchendon and Gardner in northern Massachusetts, primarily along a former railroad right-of-way. Three open sections...
A 104-mile rail line was shattered by hurricane in 1938. Today, the corridor is being developed as the Mass Central Rail Trail to be enjoyed by bicyclists, walkers, joggers, and cross-country skiers....
Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...
The Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...
The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short disconnected segments totaling just over 5 miles. The...
Canalside Trail begins at McClelland Farm Road and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a half mile north...
In central Massachusetts, the Norwottuck Rail-Trail (formerly the Northampton Bikeway) runs between New South Street in Northampton and the neighborhood north of Look Memorial Park in Florence....
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The Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 3-mile trail that represents the first open segment of the Massachusetts portion of a pathway that will eventually...
The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A...
Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is...
The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...
The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts...
Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail-Trail (a.k.a. Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the Ashuelot...
Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles...
The East Branch Trail is a 5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The...
The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to...
Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse...
The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy...
Love this trail, we have been on it many times going from Lanesboro to Adams and back. The trail is well kept, the air is fresh and clean plus it always seems a bit cooler, which is important on those hot summer days, plus the views are spectacular.
Recently about 1 mile in I got a flat, I turned around loaded my bike back on the rack and drove to the bike shop in Adams. The store was closed but the owner was outside in his car, just about to leave. He spotted me going to his front door, so he got out asked what was wrong and proceeded to reopen his store to fix my flat. It was not an easy repair, rear tire that had been on the bike for a while. He persisted, completed the repair and charged me a very reasonable rate for tube and labor.
I could not be more thankful...I got back on the trail right out his front door, rode down to Lanesboro and back to Adams where I had a very nice dinner at a trailside restaurant. Perfect ending!
I had a great time riding this trail last Sunday. I started in Pomfret from the old railroad station parking lot on Railroad Street.
I rode 7.5 miles, then reached a very long section which was covered in rocks that were sharp edged, about 1 1/2inches on a side. I took a break and enjoyed the view over the wetland area there. I was just able to ride over that rocky section on my cross bike, but it was a rough and uncomfortable ride. It went on for around three miles!!
I'm curious to know why this one section is prepared so differently from the rest of the trail.
I rated the Air Line trail a 4 of 5 stars. When I previewed my review, it showed more like 15 stars. Why is that?
Was searching high and low for a long trail like this for long runs. Went here for the first time this past weekend and it completely surpassed any expectations I had. Everyone was super friendly! The views were amazing. Will be even more beautiful in the fall. Can't wait to keep running here and bringing my dog along as well!
I think this trail is fine for local people who want to get a little exercise and bike through town. But it's not a trail you drive to for a scenic ride and it's not good with kids.
We parked I guess midway, in area the Greenwyay's facebook page directs you to. In a few blocks it turns into a sidewalk with a lot of strip mall driveways. the other way, the trail petered out onto a residential street after a few blocks. By myself I might have followed it to see if it became a trail again. But I didn't want to bike on the busy sidewalk or on the street with my kid. Also, the hills are not long but they are steep and challenging for a kid who is still on a bike with 20" tires and no gears. So we gave up. Wish trail link would have a category up top that defines trails as scenic "destination" rides or "getting around" local rides. It would have saved us a lot of time.
The part that goes through Beacon Falls is about a half mile long and it goes along the river, yes, but on a sidewalk through a not particularly charming town. The part in Naugatuck is paved for about a mile through a park and then turns to dirt, not suitable for a road or hybrid bike at all. Neither section was really worth the time it took to take our bikes on an off the rack.
Hey, this is a well-maintained, wide asphalt path and fine for their community. As the description stated, it is "hillier and more winding than a typical rail-trail," so take that into consideration. I am spoiled by rail trails, but am glad I did it once, but would not travel an hour and half again. If you're in the area or within half and hour drive it's very fine.
I have been riding this trail several times each year and am never disappointed. From the Wassaic train station in Amenia to Millerton is 10 miles of farmland and woodland with spectacular views. Beautifully maintained and lightly traveled it attracts courteous hikers and bikers. Millerton has a couple of excellent places to grab a snack and on Saturday mornings there is a small farmer's market. I try other trails for variety but return to the HVT to recharge.
Start at Gardner Veterans Arena (45 Veterans Dr Gardner, MA) (Parking available)
1. Exit the Arena parking lot to the rear right hand side of the arena. Bike on paved trail on right shore of Crystal Lake about 3/4 of a mile to Green St Trail Parking lot (across from the windmills at Mt Wachusett Community College)
2. Go left out of the lot and Ride North on Green St for about a mile, passing the Community College on your right, for about 1 mile, to the intersection with Rt. 140
3. Turn left onto Rt. 140 (EXCERCISING EXTREME CAUTION IN CROSSING THIS VERY BUSY ROAD !) and proceed roughly half a mile to the 2nd leg of the paved trail on your right.
4. Follow the paved trail roughly 6 miles to the end of this leg at Old Gardiner Rd.
5. Go right down Old. Gardner Rd just over a half a mile to the intersection with Spring St.
6. Turn right onto Spring St and proceed roughly 800 ft (.15 miles) to N. Ashburnham Rd. and turn left onto to it.
7. In 600 ft you will see the entry to the 3rd leg of the paved trail, so turn left onto it.
8. Follow the trail roughly 3 miles to the end behind the derelict Goodspeed Machinery Factory. You are 1 block off the main drag in Winchendon.
Total distance one-way is roughly 11 miles
Towns (Gardner & Winchendon) need to update the outdated trail maps and add signs to guide bikers at the end of the paved sections to find the next leg ! Would be 4-5 stars if this was done !
Hope this helps ! P3
We did the southern portion from Rt. 122 to Rt. 62 and found it fairly bland. At the beginning, the signage weas unclear as to whether bicycling was even allowed (another trail user said he'd seen cyclists often.) We found the surface conditions to be unpredictable for non-hard core bicycling, with some very soft stretches and other areas with embedded rocks and roots, as well as some wet spots and standing water (that could be skirted on the edges). The landforms, flora and fauna, and railroad evidence were unremarkable; the trail was unusually straight and level, even for a former railbed. There were a number of other ungated paths, trails and actual roads intersecting and/or crossing this trail, several of which provided vehicular access for vehicles potentially up to Jeep size. We didn't encounter ATV's or dirtbikes on our ride, but saw clear evidence of them, and we saw cars parked on the ends of the marked trail at several of these intersecting points so it is not clear who the intended users are supposed to be. The day we were there it was very quiet and peaceful, so if you are looking for miles and miles of nothing but miles and miles and you hit it as we evidently did, this trail's for you.
I rode from Farmington to Mass. three times , Cheshire to New Haven one time, and Cheshire to Southington twice. I rode Farmington River Trail to Simsbury via Farmington Canal Heritage Trail several times. I am getting excited waiting for the 9.1 mi connection between Southington and Farmington. It has been an enjoyable summer of 2017 riding. Yes I am a member and intend to be for a long time. Great job to all involved.
Hi All,
Work has begun on (New Section) (Curtiss St Jct Kane St) to Lazy Lane (Southington, CT). However it won't be open until they fix the dangerous street intersections of (I believe Curtiss & Kane) (Was written in the new paper). Very Dangerous. Will be nice to have a new section! (When Done)
Happy Trails, Russ C
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
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