Winchendon, MA Wheelchair Accessible Trails and Maps

1635 Reviews

Looking for the best Wheelchair Accessible trails around Winchendon?

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

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Activities
Length
Surfaces
Type
48 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

60.3 mi
State: CT
Ballast, Crushed Stone, Dirt, Gravel

Assabet River Rail Trail

10.4 mi
State: MA
Asphalt

Blackstone River Greenway

31.6 mi
State: MA, RI
Asphalt, Boardwalk, Crushed Stone, Dirt

Bridge of Flowers

0.1 mi
State: MA
Concrete

Bruce Freeman Rail Trail

20.1 mi
State: MA
Asphalt

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Center Trail

0.6 mi
State: MA
Crushed Stone

Charles River Bike Path

23.4 mi
State: MA
Asphalt

Cochituate Rail Trail

3.3 mi
State: MA
Asphalt, Boardwalk, Concrete

Commonwealth Greenway

5.5 mi
State: MA
Asphalt

Concord River Greenway

0.88 mi
State: MA
Asphalt

Derry Rail Trail

3.6 mi
State: NH
Asphalt

Fresh Pond Bikeway

0.7 mi
State: MA
Asphalt

Goffstown Rail Trail

5.5 mi
State: NH
Dirt, Grass, Gravel, Sand

Haggetts Rail Trail

2 mi
State: MA
Crushed Stone, Dirt, Grass

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt

Manhan Rail Trail

9.5 mi
State: MA
Asphalt

Mass Central Rail Trail

64 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Medfield Rail Trail

1.3 mi
State: MA
Asphalt, Crushed Stone

Merrimack River Greenway Trail

0.33 mi
State: NH
Asphalt
Accordion

Methuen Rail Trail

2.4 mi
State: MA
Asphalt, Crushed Stone

Minuteman Commuter Bikeway

10.1 mi
State: MA
Asphalt

Mystic River Greenway

4 mi
State: MA
Asphalt, Boardwalk

Nashua River Rail Trail

12.4 mi
State: MA, NH
Asphalt

Northern Rail Trail

59 mi
State: NH
Cinder, Crushed Stone

Piscataquog Trail

2.1 mi
State: NH
Asphalt

Redstone Rail Trail

1.4 mi
State: MA
Asphalt

Upper Charles Trail

13.9 mi
State: MA
Asphalt, Crushed Stone

Watertown Linear Park Trail

0.3 mi
State: MA
Asphalt

Windham Rail Trail

4.3 mi
State: NH
Asphalt

Ashuelot Recreational Rail Trail

21.4 mi
State: NH
Asphalt, Ballast, Cinder, Crushed Stone, Dirt

Common Pathway

5.5 mi
State: NH
Asphalt, Crushed Stone

Connecticut Riverwalk and Bikeway

7.8 mi
State: MA
Asphalt

North Central Pathway

11.2 mi
State: MA
Asphalt

Rocky Hill Trail

0.9 mi
State: MA
Asphalt

Salem Bike-Ped Corridor

4.95 mi
State: NH
Asphalt, Dirt, Grass

South Manchester Rail Trail

1.8 mi
State: NH
Asphalt

Squannacook River Rail Trail

3.7 mi
State: MA
Crushed Stone

Stevens Rail Trail

1.65 mi
State: NH
Crushed Stone, Gravel

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Tri-Community Greenway

10.6 mi
State: MA
Asphalt

Twin Cities Rail Trail

4 mi
State: MA
Asphalt

Watertown-Cambridge Greenway

2 mi
State: MA
Asphalt

Concord-Lake Sunapee Rail Trail

5.65 mi
State: NH
Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel

Hooksett Riverwalk Trail

1.4 mi
State: NH
Crushed Stone, Dirt

Lowell Canal System Trails

1.9 mi
State: MA
Asphalt, Concrete
Trail Image Trail Name States Length Surface Rating
The Air Line State Park Trail winds 60.3 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 nearly...
CT 60.3 mi Ballast, Crushed Stone, Dirt, Gravel
The Assabet River Rail Trail connects five old mill towns that owe their revitalization to present-day high-tech industries. A midpoint gap splits the 10.4-mile trail. It offers a forested escape for...
MA 10.4 mi Asphalt
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...
MA, RI 31.6 mi Asphalt, Boardwalk, Crushed Stone, Dirt
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...
MA 0.1 mi Concrete
A developing rail trail, the route winds for nearly 16 miles through Chelmsford, Westford, Carlisle, Acton, and Concord. The rail trail is paved and is typically about 10 feet wide.  About the...
MA 20.1 mi Asphalt
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...
MA 3.6 mi Asphalt
The Center Trail runs for less than a mile from Hopkinton's downtown to its high school and middle school, providing a safe route to school for thousands of students. The wooded trail, which once...
MA 0.6 mi Crushed Stone
The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 23-mile route from Boston to its western suburbs. About the Route A large section of the trail,...
MA 23.4 mi Asphalt
Closure Notice: The Cochituate Rail Trail is closed at Loker St. Bridge, which is scheduled for demolition. The Cochituate Rail Trail (CRT) is a multi-use trail that runs almost 4 miles between...
MA 3.3 mi Asphalt, Boardwalk, Concrete
The Commonwealth Greenway, also frequently known as the Commonwealth Avenue Carriageway, runs for 5.5 miles through the Boston suburbs of Newton. The route follows the former Commonwealth Avenue...
MA 5.5 mi Asphalt
The health and fortunes of Lowell have been intimately tied to the Concord River for hundreds of years. This tributary of the more well-known Merrimack River continues to be at the heart of the local...
MA 0.88 mi Asphalt
This exquisitely maintained 3.6-mile paved rail-trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. About the Route Starting at the southern...
NH 3.6 mi Asphalt
The Fresh Pond Bikeway runs through Fresh Pond Reservation, a park in Cambridge, Massachusetts. The bikeway winds around the east edge of the Fresh Pond Reservoir. The trail is mostly lined with...
MA 0.7 mi Asphalt
The year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout the...
NH 5.5 mi Dirt, Grass, Gravel, Sand
The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...
MA 2 mi Crushed Stone, Dirt, Grass
The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...
NH 1 mi Asphalt
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...
MA 9.5 mi Asphalt
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. The Mass Central Rail Trail runs for 36.36 miles from...
MA 64 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
Built along the former Bay Colony Railroad line, the Medfield Rail Trail stretches between Ice House Road in the Town of Medfield to the town's border with Dover. Running primarily through woods, the...
MA 1.3 mi Asphalt, Crushed Stone
The Merrimack River Greenway Trail (MRGT) will stretch from Boscawen southward through Concord to Pembroke, offering scenic views of the Merrimack River, the city and the surrounding landscapes. The...
NH 0.33 mi Asphalt
Accordion
Methuen Rail Trail connects three communities in northeastern Massachusetts as it follows the route of the former Manchester and Lawrence Branch of the Boston and Maine Railroad. The rail-trail's...
MA 2.4 mi Asphalt, Crushed Stone
For many commuters, the Minuteman Commuter Bikeway provides freedom from congested traffic in the northwest Boston suburbs. For others, the 10.1-mile paved trail between Cambridge and Bedford serves...
MA 10.1 mi Asphalt
The Mystic River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Malden River Greenway. When completed, the trail will connect the...
MA 4 mi Asphalt, Boardwalk
The Nashua River Rail Trail stretches from southern Nashua, New Hampshire, to downtown Ayer, Massachusetts, connecting to the towns of Pepperell and Groton. The trail is built on the former rail...
MA, NH 12.4 mi Asphalt
The Northern Rail Trail is New Hampshire’s longest rail-trail conversion, spanning 59 meticulously maintained miles, weaving along corn and hay fields, lakes, wetlands, and numerous historic sites,...
NH 59 mi Cinder, Crushed Stone
The Piscataquog Trail, though only about 2 miles long, provides a vital off-road link between the communities on the western side of the Merrimack River (the West Side of Manchester) to several parks...
NH 2.1 mi Asphalt
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...
MA 1.4 mi Asphalt
Shaped like a checkmark, the Upper Charles Trail links Milford, Holliston and Sherborn—towns in Massachusetts’s bucolic MetroWest suburbs. Ornamented by an eight-arch stone bridge and a historic...
MA 13.9 mi Asphalt, Crushed Stone
Winding through Watertown Linear Park, this trail is a smooth, wide, paved pathway that links the park's amenities and provides an off-road route through downtown Watertown. The linear park backs up...
MA 0.3 mi Asphalt
The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. The trail is 4.3 miles...
NH 4.3 mi Asphalt
Closure Notice: Due to flooding, the Ashuelot Recreational Rail Trail is closed from Pine Street to Sawyer's Crossing Road in Swanzey. Please see NH State Parks for more up-to-date information. The...
NH 21.4 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
The Common Pathway travels 5.5 miles from the outskirts of Peterborough south to downtown’s Noone Falls area, paralleling US 202 and the Contoocook River for most of its journey. The small town of...
NH 5.5 mi Asphalt, Crushed Stone
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...
MA 7.8 mi Asphalt
The Mayor James J. Fiorentini Bradford Rail Trail is constructed along the former Georgetown Branch of the Boston and Maine Railroad and runs along the Merrimack River in Bradford, MA. It runs nearly...
MA 0.77 mi Asphalt
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...
MA 11.2 mi Asphalt
The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...
MA 0.9 mi Asphalt
The Salem Bike-Ped Corridor is a 4.95-mile trail in Salem. The trail is paved between its northern end at intersection of Broadway & Range Street and Main Street. South of Main Street, the trail is...
NH 4.95 mi Asphalt, Dirt, Grass
The South Manchester Rail Trail is a developing bike/pedestrian path that currently runs through the City of Manchester's southeast neighborhoods to the border with the Town of Londonderry. The...
NH 1.8 mi Asphalt
The Squannacook River Rail Trail is 3.7 miles long, from Depot St in the center of Townsend, MA, to the Bertozzi Wildlife Management Area in Groton, MA. The trail occupies the Greenville Branch of the...
MA 3.7 mi Crushed Stone
The Stevens Rail Trail is part of the Concord-Lake Sunapee Rail Trail, which follows the historic Concord-Claremont Railroad corridor. Located about a dozen miles west of Concord, the Stevens Rail...
NH 1.65 mi Crushed Stone, Gravel
The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...
VT 3.2 mi Asphalt
The Tri-Community Greenway is a 10.6-mile multiuse trail that connects Stoneham, Woburn and Winchester. Part of the route runs along a former railroad corridor. About the Route At its southern...
MA 10.6 mi Asphalt
The Twin Cities Rail Trail is a 4-mile multi-use trail that connects downtown Fitchburg and downtown Leominster, offering a variety of recreational opportunities and providing an alternative...
MA 4 mi Asphalt
Connecting the cities of Watertown and Cambridge, the 2-mile 12ft-wide paved Greenway runs along the former corridor of the B&M Railroad’s Watertown Branch. The southern end of this multi-use trail...
MA 2 mi Asphalt
Following the historic Concord-Claremont Railroad corridor, the Concord–Lake Sunapee Rail Trail will eventually connect communities from Concord to the southern point of Lake Sunapee via a multiuse...
NH 5.65 mi Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel
The Hooksett Riverwalk Trail is an out-and-back trail that leaves from the Hooksett Dog Park, although trail users can continue on to the Allenstown Rail Trail to reach Ferry St. About the...
NH 1.4 mi Crushed Stone, Dirt
Lowell's Canal System Trails are part of Lowell National Historical Park in Lowell, Massachusetts. The park preserves some of America's industrial past: its 19th-century textile mills formed the first...
MA 1.9 mi Asphalt, Concrete
Running parallel to the Charles River, the Watertown Riverfront Park features a loop trail designed especially for visitors who are blind to enjoy. A guide wire runs along the edge for visitors to...
MA 0.25 mi Asphalt

Recent Trail Reviews

Bobby Woodman Rail Trail

Short Extension to Sugar River Trail

September, 2025 by georgerisktaker

Short trail that is very much an extension of Sugar River trail, but without much scenery, other than the last .5 mile. The first portion of the trail that runs along the road is safe and wide, but its surface is a little soft. If you ride the Sugar River Trail, you should ride this trail as it is short, it adds to the exercise and the road portion is unique. I applaud and support all trail extensions.

Sugar River Trail

One of the prettiest trails in NH, but some difficult soft spots

September, 2025 by georgerisktaker

This is one of the prettiest trails in the state. It runs along the Sugar River almost the entire ride and there are numerous bridges, including two covered rail bridges. I rode and e-bike with 2.1" tires. I agree with the other reviews concerning bikes, sandy but rideable. I left from Newport, and the sand was only an issue during the first 1.5 miles and then sporadically thereafter. I found the best way to deal with the back tire sliding out in the sand was to use higher levels of assist than I would normally have used. This trail can easily be top rated if it had a firmer surface. I passed 2-ATVs and 2-motorcycles and all four were exceptionally courteous. I did the Bobby Woodman trail too as part of my ride as the two trails are seamless.

Upper Charles Trail

lots of street crossings

September, 2025 by chleary11

This is a good trail, but if you start in Milford and do the entire checkmark there are a lot of street crossings. The pretty parts of the trail are nice and shady and wooded, but there is a fair amount of commercial areas that you have to get through. It’s nice and flat and there are lots of parking areas along the way. My gps did not take me to a parking lot but when I put the trail into AllTrails I got accurate directions.

Accordion

Bruce Freeman Rail Trail

Great ride!!!

September, 2025 by johnbuckley62

Beautiful!

Valley Trail

Rode 2.5 miles from Wilmington north on mountain tire bikes and it is doable but rough with roots and rocks. Nice bridges but missing signage in some areas, others well marked. No washout areas close to Wilmington.

September, 2025 by dlonzo

Rode 2.5 miles from Wilmington north on mountain tire bikes and it is doable but rough with roots and rocks. Nice bridges but missing signage in some areas, others well marked. No washout areas close to Wilmington.

Northern Rail Trail

Beautiful, tree-covered, peaceful trail

September, 2025 by lzarrow_tl

We rode the trail in early September on a Thursday and Friday. Thursday we started at Webster Lake and headed south (east?). Friday we rode from Webster Lake to the covered bridge. This second part of the trail was better riding than the other direction, which had more sand and was sometimes a slight bit challenging on our hybrid bikes (but maybe a better work out). We saw riders and walkers, but it was not crowded at all. Mostly we had this beautiful place to ourselves. We'll return for sure. (We camped at Granite State Campground about 30 min from where we began our rides.)

Merrimack River Greenway Trail

MRGT

September, 2025 by saaigb

Really nice accessible trail for people of all abilities. Wheelchair friendly and just shy of all the requirements to be classified as a Universal Access Trail. Very well thought out trail, Bravo!!

Rockingham Recreational Rail Trail (Portsmouth Branch)

Worth every pedal

September, 2025 by emailforpablo

From Massabesic Lake parking lot to Raymond and back. Beautiful ride. Keep an eye on rocks on the trail. Otherwise, well marked and excellent ride in nature to pretty much all to yourself. Enjoy!

West River Trail (Windham County)

Lovely birthday ride

September, 2025 by diatom1

We rode to the end of the trail, then continued on Rice Farm Rd. to the dangerous intersection. we missed the entrance to the trail on the way back, so got a good workout on some hilly spots on the road.
On the packed sand patches, keep an eye out for roots that can be a bit dicey. In some spots along the gravel sections, the gravel can be a bit loose, so pay attention to the trail.

Northern Rail Trail

Beautiful Trail, hard pack for easy riding

September, 2025 by brenda.viglienzoni

Beautiful trail. Enjoyed the sites, sounds and smells. It runs along the river. I got on at the Depot Rd parking lot in Boscawen. Very easy access and plenty of parking. I Road 15 miles. The trail is fairly level with very little incline.

Ashuelot Recreational Rail Trail

Awesome Trail!

September, 2025 by mtheis.45

First time and loved it! I rode the entire route, starting at the south end parking lot. (42.758592, -72.471175) This trail has some unique features and the scenery is beautiful as you ride next to the river and through the woods. As a former rail, this trail has nice and gradual elevation changes and has fun bridges, which all seem to be maintained well.

At the time of my ride (end of Aug, '25) there were a couple of detours around mile 14 and 16 (heading north) but they have good (not great) detour signs listed to continue the route with a short road detour. As some folks mentioned, there are a few areas that look like they would be pretty wet during the wet season, but I had no issues with any area of the trail and never had to stop for downed trees in the way.

I rode my gravel setup (no suspension, 35mm tires) and had a blast! I'd highly recommend the trail and hope to be back for another spin soon.

Fort Hill Recreational Rail Trail

We found this trail to be well maintained. Not as smooth as some rail trails, but smooth enough on our full suspension fat tire bikes. Hard tails may not enjoy as much. Nice scenery along the Connecticut river.

August, 2025 by jimthurber13

We found this trail to be well maintained. Not as smooth as some rail trails, but smooth enough on our full suspension fat tire bikes. Hard tails may not enjoy as much. Nice scenery along the Connecticut river.

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Accordion

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