Winchendon, MA Fishing Trails and Maps

1316 Reviews

Looking for the best Fishing trails around Winchendon?

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

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Activities
Length
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Type
23 Results
Activities
Length
Surfaces
Type

Blackstone River Greenway

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

Bruce Freeman Rail Trail

11.7 mi
State: MA
Asphalt

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Charles River Bike Path

22.9 mi
State: MA
Asphalt

Cheshire Rail Trail (Cheshire Branch Rail Trail)

32.9 mi
State: NH
Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Common Pathway

5.5 mi
State: NH
Asphalt, Crushed Stone

Connecticut Riverwalk and Bikeway

5.4 mi
State: MA
Asphalt

East Branch Trail (VT)

0.5 mi
State: VT
Gravel

Fort Hill Recreational Rail Trail

7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Grand Trunk Trail

6.2 mi
State: MA
Crushed Stone, Dirt, Gravel

Granite Town Rail-Trail

3 mi
State: NH
Ballast, Cinder, Dirt, Grass, Gravel, Sand

Head's Pond Trail

1.75 mi
State: NH
Gravel

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Manhan Rail Trail

9.6 mi
State: MA
Asphalt

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Mass Central Rail Trail

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

Nashua River Rail Trail

12.3 mi
State: MA, NH
Asphalt

New Boston Rail Trail

3.9 mi
State: NH
Dirt

Squannacook River Rail Trail

1.1 mi
State: MA
Crushed Stone

Sugar River Trail

9.5 mi
State: NH
Ballast, Gravel, Sand
Accordion

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Upper Charles Trail

13.2 mi
State: MA
Asphalt, Crushed Stone

Windham Rail Trail

4.3 mi
State: NH
Asphalt
Trail Image Trail Name States Length Surface Rating
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 26.6 mi Asphalt, Boardwalk, Crushed Stone, Dirt
Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...
MA 11.7 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 Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 22-mile route from Boston to its western suburbs. The trail is also part of a larger, developing network...
MA 22.9 mi Asphalt
Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...
NH 32.9 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
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 5.4 mi Asphalt
The East Branch Trail is a 0.5-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...
VT 0.5 mi Gravel
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...
NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. Currently, two sections of the trail are...
MA 6.2 mi Crushed Stone, Dirt, Gravel
Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
NH 3 mi Ballast, Cinder, Dirt, Grass, Gravel, Sand
The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...
NH 1.75 mi Gravel
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
NH 7.8 mi Crushed Stone, Dirt
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 9.6 mi Asphalt
The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
NH 6.7 mi Ballast, Gravel, Sand
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...
MA 38 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
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 12.3 mi Asphalt
The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
NH 3.9 mi Dirt
The Squannacook River Rail Trail is presently 1.1 miles long, from Depot St. to Old Meetinghouse Road in Townsend, Massachusetts. The trail occupies the Greenville Branch of the Boston and Maine...
MA 1.1 mi Crushed Stone
Visitors to the Sugar River Trail (also known as the Sugar River Recreational Rail Trail) can be forgiven if they lose track of which side of the river they’re traveling. The 9.5-mile trail crosses...
NH 9.5 mi Ballast, Gravel, Sand
Accordion
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 developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018,...
MA 13.2 mi Asphalt, Crushed Stone
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. Its connections to the...
NH 4.3 mi Asphalt

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Trails by activity

Fort Hill Recreational Rail Trail

NH - 7 miles

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...

Blackstone River Greenway

MA,RI - 26.6 miles

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...

Connecticut Riverwalk and Bikeway

MA - 5.4 miles

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...

Squannacook River Rail Trail

MA - 1.1 miles

The Squannacook River Rail Trail is presently 1.1 miles long, from Depot St. to Old Meetinghouse Road in Townsend, Massachusetts. The trail occupies the Greenville Branch of the Boston and Maine...

Accordion

Windham Rail Trail

NH - 4.3 miles

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. Its connections to the...

Granite Town Rail-Trail

NH - 3 miles

Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...

Charles River Bike Path

MA - 22.9 miles

The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 22-mile route from Boston to its western suburbs. The trail is also part of a larger, developing network...

Common Pathway

NH - 5.5 miles

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...

Upper Charles Trail

MA - 13.2 miles

The developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018,...

Nashua River Rail Trail

MA,NH - 12.3 miles

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...

Mass Central Rail Trail

MA - 38 miles

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...

Toonerville Rail-Trail

VT - 3.2 miles

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...

Canalside Rail Trail

MA - 3.6 miles

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...

Manhan Rail Trail

MA - 9.6 miles

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...

Bruce Freeman Rail Trail

MA - 11.7 miles

Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...

Nashua River Rail Trail

MA,NH - 12.3 miles

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...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.9 miles

Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...

Manhan Rail Trail

MA - 9.6 miles

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...

Grand Trunk Trail

MA - 6.2 miles

The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. Currently, two sections of the trail are...

Accordion

Upper Charles Trail

MA - 13.2 miles

The developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018,...

Connecticut Riverwalk and Bikeway

MA - 5.4 miles

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...

Canalside Rail Trail

MA - 3.6 miles

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...

Blackstone River Greenway

MA,RI - 26.6 miles

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...

Bruce Freeman Rail Trail

MA - 11.7 miles

Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...

Granite Town Rail-Trail

NH - 3 miles

Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...

Squannacook River Rail Trail

MA - 1.1 miles

The Squannacook River Rail Trail is presently 1.1 miles long, from Depot St. to Old Meetinghouse Road in Townsend, Massachusetts. The trail occupies the Greenville Branch of the Boston and Maine...

Common Pathway

NH - 5.5 miles

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...

East Branch Trail (VT)

VT - 0.5 miles

The East Branch Trail is a 0.5-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...

Toonerville Rail-Trail

VT - 3.2 miles

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...

Windham Rail Trail

NH - 4.3 miles

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. Its connections to the...

Mass Central Rail Trail

MA - 38 miles

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...

Mason Railroad Trail

NH - 6.7 miles

The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...

Fort Hill Recreational Rail Trail

NH - 7 miles

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...

Hillsborough Recreational Rail Trail

NH - 7.8 miles

Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...

Head's Pond Trail

NH - 1.75 miles

The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...

Head's Pond Trail

NH - 1.75 miles

The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...

Toonerville Rail-Trail

VT - 3.2 miles

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...

Windham Rail Trail

NH - 4.3 miles

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. Its connections to the...

Fort Hill Recreational Rail Trail

NH - 7 miles

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...

Accordion

Common Pathway

NH - 5.5 miles

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...

Grand Trunk Trail

MA - 6.2 miles

The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. Currently, two sections of the trail are...

Manhan Rail Trail

MA - 9.6 miles

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...

New Boston Rail Trail

NH - 3.9 miles

The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...

Upper Charles Trail

MA - 13.2 miles

The developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018,...

Granite Town Rail-Trail

NH - 3 miles

Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.9 miles

Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...

Mason Railroad Trail

NH - 6.7 miles

The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...

Charles River Bike Path

MA - 22.9 miles

The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 22-mile route from Boston to its western suburbs. The trail is also part of a larger, developing network...

Sugar River Trail

NH - 9.5 miles

Visitors to the Sugar River Trail (also known as the Sugar River Recreational Rail Trail) can be forgiven if they lose track of which side of the river they’re traveling. The 9.5-mile trail crosses...

Connecticut Riverwalk and Bikeway

MA - 5.4 miles

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...

Canalside Rail Trail

MA - 3.6 miles

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...

East Branch Trail (VT)

VT - 0.5 miles

The East Branch Trail is a 0.5-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...

Hillsborough Recreational Rail Trail

NH - 7.8 miles

Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...

Bruce Freeman Rail Trail

MA - 11.7 miles

Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...

Nashua River Rail Trail

MA,NH - 12.3 miles

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...

Recent Trail Reviews

Charles River Bike Path

Nice Urban Trail

September, 2021 by normanbowers

Upstream portion of trail has gravel sections and asphalt sections that are not well maintained. As trail proceeds downstream toward Boston the trail becomes wider and more refined. Many interesting sights along the way. Ride carefully, many local riders have a tendency to whiz past without warning and squeeze between pedestrians and opposing bikers.

Cochituate Rail Trail

CRT update

September, 2021 by steveneuman

The Cochituate Rail Trail is complete and extends from Saxonville in Framingham going south passing Cochituate lake to Natick, a distance of four miles. Parking is available at or near Home Depot on Route 30. The southern end in Natick is just north of the Railroad station at Natick Center. Benches and bicycle racks as well as refuse containers are available along the trail.

Goffstown Rail Trail

Fun Ride with Some Nice Surprises

September, 2021 by nhsteeler

This trial is great for those who like to mountain bike, but are not hardcore. It is mostly gravel with a few sandy and paved areas here and there. Trail starts around 1/4 mile from West Side Arena in Manchester which is where we parked (and it goes seamlessly into the Piscataqoug Trail) until right before the center of Goffstown. There are some real fun surprises on here like a few spots to go swim and/or fish at Glen Lake, a few good scenic spots to take pictures, etc.

Accordion

Cochituate Rail Trail

CRT review 2

September, 2021 by steveneuman

Now the Cochituate Rail Trail has more than doubled in length stretching from Saxonville to Natick ad going past Lake Cochituate alongside North Main St (Rte 27). Railroad Whistle monuments along the way and many benches and bicycle rings for a brief respite.

Rockingham Recreational Rail Trail (Fremont Branch)

Went to epping with ATV says no ATV only winter time . App doesn't mention that

September, 2021 by chase8979

Went to epping with ATV says no ATV only winter time . App doesn't mention that

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Once we got to the Sanitation site north of Keene the trail wasn't more then a goat trail. Muddy, rocky narrow, and not very much fun. We turned around. Maybe it would be better from Walpole south.

September, 2021 by megrunwald72

Once we got to the Sanitation site north of Keene the trail wasn't more then a goat trail. Muddy, rocky narrow, and not very much fun. We turned around. Maybe it would be better from Walpole south.

Bruce Freeman Rail Trail

great ride.

September, 2021 by zt48cdpc6p

This might be one of my new favorites. Clean paths, Nice crossings, Plenty of places to rest. There is only one bumpy area on the hole trail. Small complaint: the parking directions need to be updated. The office building is called Cross Point and the highway exits have changed. Otherwise , this is a nice way to spend an afternoon .

Roland Bergeron Bike Path

Nice bike path.

September, 2021 by dhaigney

Enjoyed the ride as there were not too many people using this path. It is along the roadside so it is not a wooded scenic path. The upside to this if you get hurt you would be found immediately. You can get some miles in especially if you do the path twice. Parked in the police parking lot. It can't get safer than that! I enjoy it very much and will be using this bike path a lot.

Roland Bergeron Bike Path

Nice bike path.

September, 2021 by dhaigney

Enjoyed the ride as there were not too many people using this path. It is along the roadside so it is not a wooded scenic path. The upside to this if you get hurt you would be found immediately. You can get some miles in especially if you do the path twice. Parked in the police parking lot. It can't get safer than that! I enjoy it very much and will be using this bike path a lot.

Ware River Rail-Trail

Southern section very rough, significant ATV use (officially sanctioned). Washed out slopes can be unsafe with large cobbles, exposed bedrock, and washouts. If you manage to escape the ATVs it's quiet.

September, 2021 by estim8r9

Southern section very rough, significant ATV use (officially sanctioned). Washed out slopes can be unsafe with large cobbles, exposed bedrock, and washouts. If you manage to escape the ATVs it's quiet.

West River Trail

Beautiful but bumpy ride

September, 2021 by gsm1202

I live about 7 miles from the South Londonderry trail head and only wish the trail was better suited for my hybrid bike. The first 3 miles (approx) to the Winhall campground are in bad shape (dirt festooned with rocks, roots, ruts and mud puddles). I don't know when the article summary was written, but I have a different idea of what "well maintained" means. Those with mountain bikes or fat tire bikes should have a much easier time with it though.
The trail ride is sandwiched by a campground road for a couple of miles. It's asphalt, and other than navigating several speed bumps, is an easy ride to another dirt path on the Jamaica side. It's in better shape than the South Londonderry portion. It's not in great shape for riding either but very manageable.
The two dirt path portions follow the contour of the tree lined West River. The view is particularly vivid, particularly in Autumn, and a favorite spot to hike with my dog. As a bike trail though, it needs work.

Ashuelot Recreational Rail Trail

Hinsdale to Keene

September, 2021 by aldcon_tl

This was a bike ride from Depot Street in Hinsdale to Keene State College area. Beautiful views of Ashuelot River along ride and several covered bridges. Several old mill buildings in various state of disrepair to look at. The trail from Depot Street to near Riverside Lane in Swansey has good sections of loose gravel with several sections of puddles and mud. This part of the trail is good for mountain bikes and for those that don't mind going through puddles that vary in length from a few feet to over 20 feet long. Some are deep too. A few potholes and gopher holes in this section and one bridge with bad decking boards. I'd rate this first section of the ride a 2. From Riverside Lane up to Keene trail is wide with good gravel base. Easy for most bikes to navigate this. I'd rate this section a 4.

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