Explore the best rated trails in Agawam, MA. Whether you're looking for an easy walking trail or a bike trail like the Windsor River Trail and Mattabassett Trolley Trail . With more than 52 trails covering 445 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
The Qunnipiac Linear Trail is an easy multipurpose path in Wallingford, Connecticut. The trail skirts Community Lake while traveling a heavily wooded corridor along the Quinnipiac River. It is one of...
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
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...
The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...
Where a trolley once ran, now you can too on the south bank of the Mattabessett River. The electrified trolley shuttled passengers from Berlin to Middletown and beyond. The smooth blacktop and an easy...
The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
The Windsor River Trail is a paved trail along the Connecticut River in Windsor Meadows State Park. The trail begins at the state park’s parking lot on E Barber St. The Captain John Bissell Trail,...
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...
Coming in at just under 3 miles, the Sue Grossman Still River Greenway is anchored by the towns of Winchester to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck...
Bloomfield Greenway Multi-Use Trail is 1.8 miles between Bloomfield and Simsbury. The trail is envisioned to someday act as a connector between the City of Hartford and the Farmington Canal Heritage...
The North Central Pathway is envisioned as a trail network connecting points of interest through and between Winchendon and Gardner. Several completed sections of trail make for a lovely ride or walk...
The Middlebury Greenway provides a paved, off-road option for a self-propelled journey across suburban Middlebury. The trail touches on several business districts and parks, ending at an amusement...
The Hartford Riverwalk is a charming network of paved pathways for cyclists and pedestrians that runs along the banks of the Connecticut River through the state capital. The trail provides an off-road...
The Quinnipiac River Gorge Trail is a 1.3-mile rail-trail in Meridan, Connecticut. The trail occupies the former railbed of the Meriden, Waterbury & Connecticut River Railroad, a 17-mile line which...
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
The Hanover Pond Trail is a mile-long rail-trail in Meriden, Connecticut offering scenic natural escape combined with historical exploration. The smooth asphalt trail is open to a diverse range of...
The Charter Oak Greenway offers more than 16 miles of paved pathway through Hartford and its eastern suburbs. At first glance, the trail looks as if it is simply a highway side path, but the journey...
The Southwick Rail Trail extends from the Massachusetts–Connecticut state line north to the Westfield town line and connects to the Columbia Greenway Rail Trail. Along the way, it travels through...
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 Quinebaug Valley Rail Trail runs on the corridor once occupied by the Southbridge & Blackstone line of the Providence & Worcester Railroad, transforming a corridor once designed to link rural...
The Bissell name looms large in this part of New England, and has been immortalized in multiple ways, including the Bissell Ferry, the Bissell Memorial Bridge and now, the Captain John Bissell trail,...
The North Central Pathway is envisioned as a trail network connecting points of interest through and between Winchendon and Gardner. Several completed sections of trail make for a lovely ride or walk...
_0_sc.jpg)
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 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 Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
The Charter Oak Greenway offers more than 16 miles of paved pathway through Hartford and its eastern suburbs. At first glance, the trail looks as if it is simply a highway side path, but the journey...
The Westville Lake Community Trail offers a short, scenic excursion along the east bank of Westville Lake in Southbridge. Much of the crushed-stone pathway is under a lush tree canopy. Along the way,...
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk April 1–November 14. Eagle nesting activities can delay the opening of the southern trail head in Windsor Locks. Due...
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...
The Quinnipiac River Gorge Trail is a 1.3-mile rail-trail in Meridan, Connecticut. The trail occupies the former railbed of the Meriden, Waterbury & Connecticut River Railroad, a 17-mile line which...
The Bridge of Flowers delights the senses of visitors walking among the trees and blossoms on the old trolley bridge spanning the Deerfield River, which connects two communities in northwestern...
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...
Throughout history, the Blackstone River has been an important waterway, from its use by American Indians who fished its once-abundant salmon to its role as a major artery for the transportation of...
Bloomfield Greenway Multi-Use Trail is 1.8 miles between Bloomfield and Simsbury. The trail is envisioned to someday act as a connector between the City of Hartford and the Farmington Canal Heritage...
A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...
The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
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 Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...
The Hanover Pond Trail is a mile-long rail-trail in Meriden, Connecticut offering scenic natural escape combined with historical exploration. The smooth asphalt trail is open to a diverse range of...
The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...
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 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...
First a canal, then a railroad, and now a trail define the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the Massachusetts...
The Bissell name looms large in this part of New England, and has been immortalized in multiple ways, including the Bissell Ferry, the Bissell Memorial Bridge and now, the Captain John Bissell trail,...
The Hanover Pond Trail is a mile-long rail-trail in Meriden, Connecticut offering scenic natural escape combined with historical exploration. The smooth asphalt trail is open to a diverse range of...
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...
Bloomfield Greenway Multi-Use Trail is 1.8 miles between Bloomfield and Simsbury. The trail is envisioned to someday act as a connector between the City of Hartford and the Farmington Canal Heritage...
The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, 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...
The Southwick Rail Trail extends from the Massachusetts–Connecticut state line north to the Westfield town line and connects to the Columbia Greenway Rail Trail. Along the way, it travels through...
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...
Over 2 miles from start to finish, this U-shaped trail meets both the commuting and the recreational needs of local residents in Middletown. The trail begins on Middle St, marked by a trailhead with a...
This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...
The Quinebaug River Trail exists in two segments in northwest Connecticut. The northern section parallels Park Road and Tracy Road for about 2 miles in an industrial section of Putnam with few trail...
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...
The Bridge of Flowers delights the senses of visitors walking among the trees and blossoms on the old trolley bridge spanning the Deerfield River, which connects two communities in northwestern...
The Air Line State Park Trail winds nearly 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway is...
This section has been open for a year or two now (June 2020) and is excellent condition all along following the power lines. Approximately 4 miles long end to end with nice smooth black top ideal for cycling, now also attracting walkers, skaters etc. There are footpaths into the adjacent woods.
There is a car park at the Wayland end easily accessible from the intersection of rte 126 and 27. At the eastern end the last access point is at Church Street, Weston. Further east it just dead ends at a decrepit bridge.
Very little elevation change. New section south from Wassaic station is very nicely done, but disappointingly short. Beautiful ride north from the station to Millerton.
Ride here all the time. Never crowded. At least 7 miles are relatively flat. Highly recommend this trail for all ages and abilities.
Parked in new haven and had a great ride to Cheshire. A lot of streets to cross at the beginning and end but still nice in new haven. Once things open up it is a perfect ride.
We took the advice of a previous reviewer and began our ride at the athletic fields on Kroc Street in Keene. We headed southwest and ride to Monadnock Speedway . The first several miles are well pack and relatively smooth. After that the trail is a mixed bag. A couple short sandy sections, a couple very muddy areas, and some narrow grassy riding. The grades are easy and overall the trail is very rideable. On our next outing here we will start by the Speedway, where there is enough parking for several cars.
We rode the Hop River trail on 6/13/20 from Willimantic (parking lot adjacent to Mackey’s Pet Store) to the Bolton Notch State Park and back, about 28 miles. If you’re looking for a packed dirt/cinder trail through the woods, this is just about perfect. Trail is in very good shape, almost all shaded, really takes you away. The trail from Willimantic to Bolton Notch features a long, gradual uphill – but really once you start pedaling it’s not difficult at all, and the route is so picturesque that you don’t really notice. Long sections run high along the river. Really a nice trail, highly recommended. Please also note that from this parking lot you can connect to the Air Line Trail…you’ll ride a path under Rt 66 and follow the paved trail along the river back towards Willimantic. The Air Line is also highly recommended!
Very well paved, very pretty, and almost empty, which is a big plus in the time of COVID-19.
We did part of the northern section starting in Keene.
As we rode further from Keene the trail became more rustic and sandy.
The next day we rode from the southern end. This part of the trail was also a challenge in spots. However the river and the history made both rides enjoyable.
I have trouble with my legs and was able to complete this walk. There are benches along the way. The trail is wide and paved.
Summary first (in case you don't wanna read my drivel): I will be back...might dust off my rollerblades too :) I gave the trail four stars because sections one and two (plus the short section to downtown Winchendon) are very very nice. Lost a star for poor signage between sections, not having completed connectors between the sections, and the poor condition of the third section from Rt 140 towards Gardner.
Parking/Starting Point: Parked at the Glenallen Street/Rt 12 junction parking lot just outside of WInchendon. The lots were plenty big enough and very nicely kept with benches and picnic tables and flowers and plantings.
Plan: ride South completing section one between Glenallen Street and N Ashburnham Road (about two miles), connect up to section two between Gardner Road and Rt 140 (about 3.5 miles) and see how I felt and if I could find more trail worth doing. Was hoping to have enough energy on the return trip to pass my starting point and ride the one mile section from Glenallen Street into downtown Winchendon.
Crowds: the trail was not very busy because it was a Monday afternoon but I could see this trail being quite active after work or on the weekends. It is very well maintained and suitable for walkers/dog walkers, rollerbladers (yes I saw several today) and cyclists. Obviously the further you get from downtown Winchendon the lighter the crowd (mostly just cyclists after section one).
Signage: I guess I needed to print off the information here because the signage isn't good. If not for a couple of guys I would have not found the connector between section one and two. This is an easy fix, shame on those maintaining the trails.
Connectors: Again this was a Monday afternoon so I had no traffic issues between sections one and two...even crossing Route 12 on to Gardner Road was easy peasy but I have driven this road at other times and it can be busy and cars can be moving fast. Careful.
The trail: really nice! Not only is it well paved and maintained but I heard very little road noise and quite scenic! This could be a five star trail if the connectors could be fixed...and they upgraded section three from Rt 140 South to wherever it goes.
The third section South of Route 140 is not great. I was riding my hybrid and I have no issues with hard pack dirt but this was basically uneven stone and rock. I spent more time swerving back and forth to avoid the larger rocks that I finally gave up after 3/4 miles and turned around and headed back to Winchendon. Not enjoyable unless you are on a mountain bike.
With my ride shortened on the South end I decided to do the last mile into downtown past my parking lot to get my mileage up to fifteen roundtrip. Good decision (thumbs up) because that last mile was very scenic riding along Whitney Pond and watching people fishing.
My wife and I rode this trail on 5/30/20, riding about 28 miles in all in a circle that also featured the Farmington Canal Trail. There are a number of different sections to this ride you need to be aware of before you go. We started at the parking lot on Red Oak Road, near the start. The first part of the trail, heading Northwest, runs on a very pretty course alongside the Farmington River, with lots of water views. Very scenic. There are several small towns along the way...in particular, Collinsville has a nice little downtown with places to eat, and places to stop with picnic tables alongside the river. The route then proceeds back East, until you get to the intersection with Route 202/44/Albany Turnpike. There is then some riding along regular roads: Lawton, Notch, West Mountain. The roads are basically flat with good sight lines, not difficult if you're an experienced rider (I wouldn't take kids on this section). Off of West Mountain, you'll find an entrance (a little hard to spot, there was a temporary sign there) to a hard packed dirt/cinder trail that proceeds for a short distance. It ends, and then following the markings on the road, you'll again ride on-road (Town Forest Road) again for a short distance, at which point you'll pick up another dirt/cinder trail (Stratton Brook State Park Trail) which ends at Brushy Hill Road. Cross Route 309/Farms Village Road and on the other side of the street is a paved trail that takes you down to Simsbury, where you pick up the Farmington Canal Trail south that takes you back to the Red Oak parking lot. Be aware that there are some varied signs/directions as you ride through Avon that take you behind offices etc. in a confusing way...I guess they didn't have the room to just cut the trail straight through. But soon you'll be back on the conventional trail. But as for the ride:
What's nice about this ride was its diversity: the section along the river, some riding on country roads, the dirt/cinder path through the woods, and the more conventional trail from Simsbury south. Lots of places to stop and eat (especially Simsbury), many trail parking lots, we saw a lot of bathroom options . We know the Farmington Canal Trail well, were glad to discover this very nice connected option! Definitely check out the map at their website before you go. One more thing: we used our road bikes, and we were able to navigate the short dirt sections pretty easily...you don't need a mountain bike just for that.
Traillink is a free service provided by Rails-to-Trails conservancy
(a non-profit) and we need your support!
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
_0_st.jpg)
_139112_st.jpg)
