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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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...
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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...
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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 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...
The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...
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...
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Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns...
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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 Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...
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...
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The Trolley Trail runs through Plainfield and is a key link the East Coast Greenway. Plans are to use this trail as a link between the Moosup Valley State Park Trail and the Airline State Park...
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...
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...
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 South Spencer Rail Trail runs for less than 2 miles from downtown Spencer to an area south of town near Spencer State Forest. The path, which is also known as the Depot Trail, occupies a former...
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...
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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 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...
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...
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 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 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...
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 Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind...
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...
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...
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 Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the...
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...
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 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 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...
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....
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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 South Spencer Rail Trail runs for less than 2 miles from downtown Spencer to an area south of town near Spencer State Forest. The path, which is also known as the Depot Trail, occupies a former...
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...
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 Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...
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...
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...
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...
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 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...
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...
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 Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind...
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...
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...
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 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 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...
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...
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 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 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...
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...
Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns...
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...
I didn't find anything about whether dogs were allowed or not anywhere online. I went to two different parking areas near Holden, where they very clearly state "NO DOGS ALLOWED." I was very disappointed, as this was the explicit reason for my trip - to bring my pooch with me!
It has been reported that a large bear was seen on the trail section between Hop River Rd. and Parker Bridge Rd. in Columbia.
The break after Route 122 in Blackstone now picks up at the parking lot off of Canal Street, near the corner of St. Paul Street. Going west from this point is about 3 miles of wide graded asphalt trail. The old Triad Bridge has been redone and is a safe beautiful crossing. I saw a lot of people--walking, riding bikes, pushing strollers, even skateboarding--when I rode this section a few Sundays ago.
But at the end of this section is Route 146 (a limited access divided highway) and there are no signs telling you how to cross it or to get back on the trail on the other side.
Hi folks,
I read the reviews and went anyway. Started at the Hinsdale end on Northfield Road and went 10 miles. The trail starts on a private driveway directly across from the gas station. I truly enjoyed my ride. Yes it does have mixed surface conditions; abandoned buildings from some industrial past; and the horse-impacted stretch. But is also boasts spectacular river views, covered bridge worth seeing, and a nice trail bridge to ride over. Best of all, the reviews seem to have kept it quiet and underused.
The worst of it is at about mile 8 where the trail first crosses Old Westport Road and Old Spofford Road. There, the horses have torn up the trail and you go between jarring bumps and deeply worked lose sandy soil that will grab your wheel and bring you to an involuntary stop. These conditions last 1.5 miles or there abouts. I won't ride that stretch again; but such is life with multiuse trails.
After mile 10, I exited the trail on the second crossing of Old Westport Road and used the road to bypass the bike unfriendly portion for my return leg. The road is a pleasant spin through farm country.
Overall I found the trail low gradient, shaded, and with easy road crossings. It's not the place to set the land speed record on your road bike and I would not bring young children. But it is certainly teenager compatible and heck, I had 2 hours to kill near Brattleboro and this was just the ticket.
As others mentioned a little bumpy from roots. Parking on south end is just beyond an old factory building. Turn down single lane road just before canal. There looks to be a gate across the trail, but there is a bike opening to the right. North end has nicer parking in a small park. Some historical info about canal in park. Trail continues north beyond park. Not sure how far it goes.
Ashuelot river trail north of West St Keene is short but scenic, today we did 15 miles round trip on southern part of Ashuelot river trail south of Keene. The trail is really nice for about 4-5 miles after that you follow the power lines and not the river and the going is not as smooth but OK with hybrid bike. We went as far as Swanzey Lake Rd which you can see from a brown house who's back yard is the trail and that is about 7.5 miles one way and it is mostly flat .
A well maintained, serene, lakeside, forested and gentle day on asphalt . This scenic ride through small towns was full of reminders of past manufacturing and local efforts to attract more riders of all ages. The Adams town visitor center was brand new.
Lots of benches and fewer picnic tables allowed for stops and lunch breaks.
A polite mix of strolling, riding families, couples, friends and single participants added to a soothing day of healthy exercise!
Several have commented on the section of trail between Lake St., Bellingham and Prospect St., Franklin that was upgraded in June, 2017. Great!
You might like to know that west of this section and the improved trail to Center St, the one mile of rough trail between Fox Run Road and the new Route 126 tunnel is now under design. This includes a new parking area just east of Route 126.
It is state policy to add improved sections to existing improved sections.
Also, a DCR manager was quoted in the Boston Globe recently as saying that design work on the trail over the Blackstone Viaduct to the RI border would begin this fall.
It is important to realize that DCR has to jump through many hoops before construction can begin. But, keep pushing for results!
Just did this on 7/30/17. The trail is flat but lots of loose golfball & tennisball sized rocks to keep you alert. There's also a fair amount of of loose surface due to gravel and too much ATV use. If you want peace & quiet this is the trail for you. Beautiful swamp areas & a small cemetery a few yards off the trail. Lots of very old headstones certainly makes for an interesting resting spot. It's intersected by several dirt roads so be careful when crossing. Bring plenty of water on hotter days, you'll need it!
Hi All,
They recently put the steel in place for the bridge over CT RT 6 in Farmington for Farmington Canal Rail Trail (FCRT). The section maybe in the maybe done in the fall of 2017? It should be complete rather fast! I scouted it out via car lots of this section done.
Trails, Russ C (tn) "Zenith"
Hi All,
Someone asked where is H2~O??
The WATER FOUNTAIN is just due south of jct Southwick Rail Trail & Sam West Rd. Approximately 5.16 Miles North of the CT/MA Border. The fountain is probably seasonal. Nice Ride From CT Border to Main St Westfield, MA (Shop & Shop) Great Day & Good Time. Execellent Bike Pump & Repair Station at CT Quarry Rd & Phelps Rd Lot. Happy Trails, Russ C (tn) "Zenith"
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