Chicopee Horseback Riding Trails and Maps

917 Reviews

Looking for the best Horseback Riding trails around Chicopee?

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

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Activities
Length
Surfaces
Type
15 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

55.9 mi
State: CT
Gravel

Ashuelot Rail Trail

21.2 mi
State: NH
Ballast, Cinder, Crushed Stone, Dirt

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

Fort Hill Branch Rail-Trail

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

Grand Trunk Trail

4.4 mi
State: MA
Crushed Stone, Dirt, Gravel

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Larkin State Park Trail

10.4 mi
State: CT
Cinder, Crushed Stone, Dirt, Gravel

Manhan Rail Trail

9 mi
State: MA
Asphalt

Monadnock Branch Rail-Trail

7.2 mi
State: NH
Asphalt, Gravel

Moosup Valley State Park Trail

5.8 mi
State: CT
Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Southern New England Trunkline Trail

21 mi
State: MA
Asphalt, Ballast, Crushed Stone

West River Trail

16 mi
State: VT
Gravel, Sand
Trail Image Trail Name States Length Surface Rating
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...
CT 55.9 mi Gravel
Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail Trail (also known as the Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the...
NH 21.2 mi Ballast, Cinder, Crushed Stone, Dirt
The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...
MA 3.5 mi Dirt
The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...
NH 32.8 mi Ballast, Cinder, Dirt, Gravel, Sand
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...
NY 3.8 mi Dirt
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...
NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
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...
MA 4.4 mi Crushed Stone, Dirt, Gravel
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...
CT 20 mi Crushed Stone
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...
CT 10.4 mi Cinder, Crushed Stone, Dirt, Gravel
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...
MA 9 mi Asphalt
The scenic Monadnock Branch Rail-Trail travels for just over 7 miles from Webster Street in Jaffrey near the ball field to the New Hampshire–Massachusetts border. From Jaffrey to Rindge the trail is...
NH 7.2 mi Asphalt, Gravel
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...
CT 5.8 mi Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand
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...
CT 1.7 mi Asphalt, Dirt, Grass
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...
MA 21 mi Asphalt, Ballast, Crushed Stone
Following the floodplain of the West River Valley, the 16-mile West River Trail (a.k.a. Railroad Bed Trail) appeals to a wide range of trail users. The rail-trail has a nearly level surface, ideal for...
VT 16 mi Gravel, Sand

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Trails by activity

Ashuelot Rail Trail

NH - 21.2 miles

Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail Trail (also known as the Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the...

Manhan Rail Trail

MA - 9 miles

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...

Hop River State Park Trail

CT - 20 miles

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...

Air Line State Park Trail

CT - 55.9 miles

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...

Accordion

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.8 miles

The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...

Fort Hill Branch Rail-Trail

NH - 7 miles

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...

Railroad Ramble

CT - 1.7 miles

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...

Air Line State Park Trail

CT - 55.9 miles

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...

Ashuelot Rail Trail

NH - 21.2 miles

Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail Trail (also known as the Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the...

Corkscrew Rail Trail

NY - 3.8 miles

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...

Hop River State Park Trail

CT - 20 miles

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...

Accordion

Southern New England Trunkline Trail

MA - 21 miles

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...

Moosup Valley State Park Trail

CT - 5.8 miles

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...

Railroad Ramble

CT - 1.7 miles

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...

Blackstone River and Canal Heritage State Park Trail

MA - 3.5 miles

The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...

Larkin State Park Trail

CT - 10.4 miles

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...

West River Trail

VT - 16 miles

Following the floodplain of the West River Valley, the 16-mile West River Trail (a.k.a. Railroad Bed Trail) appeals to a wide range of trail users. The rail-trail has a nearly level surface, ideal for...

Monadnock Branch Rail-Trail

NH - 7.2 miles

The scenic Monadnock Branch Rail-Trail travels for just over 7 miles from Webster Street in Jaffrey near the ball field to the New Hampshire–Massachusetts border. From Jaffrey to Rindge the trail is...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.8 miles

The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...

Grand Trunk Trail

MA - 4.4 miles

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...

Fort Hill Branch Rail-Trail

NH - 7 miles

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...

Manhan Rail Trail

MA - 9 miles

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...

Fort Hill Branch Rail-Trail

NH - 7 miles

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...

West River Trail

VT - 16 miles

Following the floodplain of the West River Valley, the 16-mile West River Trail (a.k.a. Railroad Bed Trail) appeals to a wide range of trail users. The rail-trail has a nearly level surface, ideal for...

Ashuelot Rail Trail

NH - 21.2 miles

Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail Trail (also known as the Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the...

Air Line State Park Trail

CT - 55.9 miles

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...

Accordion

Manhan Rail Trail

MA - 9 miles

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...

Grand Trunk Trail

MA - 4.4 miles

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...

Blackstone River and Canal Heritage State Park Trail

MA - 3.5 miles

The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...

Monadnock Branch Rail-Trail

NH - 7.2 miles

The scenic Monadnock Branch Rail-Trail travels for just over 7 miles from Webster Street in Jaffrey near the ball field to the New Hampshire–Massachusetts border. From Jaffrey to Rindge the trail is...

Larkin State Park Trail

CT - 10.4 miles

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...

Railroad Ramble

CT - 1.7 miles

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...

Southern New England Trunkline Trail

MA - 21 miles

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...

Corkscrew Rail Trail

NY - 3.8 miles

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...

Moosup Valley State Park Trail

CT - 5.8 miles

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...

Hop River State Park Trail

CT - 20 miles

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...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.8 miles

The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...

Recent Trail Reviews

Hop River State Park Trail

Frost-thaw cycle on stone dust trails

December, 2017 by blueskye

The previous reviewer indicated there was standing water on the trail in Andover. This is due to frost-thaw cycle that starts in November. The stone dust trails become very mucky once this starts and makes cycling a bit harder and messier. Paving would solve the problem.

Hop River State Park Trail

A Post-Thanksgiving Ride

November, 2017 by peasenh

This trail is great; what a gem. I can see why the locals refer to it as a favorite. The two reasons we didn't rate it a 5 is the standing water on a couple sections near Andover, CT (there's been no rain in days) and secondly, for a 3-wheeled recumbent trike -- the un-passable automobile barriers at the road crossings (had to carry our trike over the stones adjacent to the barrier). The trail has a few areas with small grades but for the most-part is really flat. The trail surface is hard packed, we saw numerous skinny wheeled street bikes experiencing no difficulties once so ever. The trail is heavily used but everyone we encountered was respectful of other users right-of-way. My wife rode the trail on a recumbent trike and I on a Mt bike.

Air Line State Park Trail

Airline Trail - South

November, 2017 by CW4

A note to everyone: The 1 mile section of the Airline Trail From Route 149 in Colchester to the Blackledge River bridge is now resurfaced. The trail is now finished from Alden's Crossing in East Hampton to South Brook Road in Hampton, where a 3.5 mile stretch of rough gravel slows you down, before the trail finishes in Promfret Station at Route 169. Get out and ride!!

Accordion

Farmington Canal Heritage Trail

Farmington Canal Heritage Trail, New Haven Ct to Massachussettes

November, 2017 by peasenh

My wife and I rode the trail in five segments, each approximately 20 miles each. My wife rode her 3-wheeled recumbent and I my Mt Bike. The trail is very level and has only a very few hills. Due to Autumn leaves and the wonderful foliage along the entire route, there was a considerable amount of leaves and other debris on the trail. In Cheshire and Hamden, the Parks and Recreation Dept personnel were cleaning and maintaining the trail every day we were there. The trail is well used by all, the surface is almost completely asphalt; unfortunately, rest room facilities are somewhat lacking...be sure to plan accordingly and take advantage when the occasion arises. WE LOVED THE RIDES!!

Farmington Canal Heritage Trail

New Haven Ct. to Southwick MA

October, 2017 by peasenh

We completed the ride during 5 different segments during Autumn 2017 and each ride approx. 20 miles. Hands down the Cheshire and Hamden segments were best maintained in terms of leaves/branches/acorns/etc being cleared from trail. Each time we rode those two city segments we saw city parks and recreation employees working on the trail and/or performing nearby grounds maintenance; BIG ATTA-BOY to those 2 towns. Our last segmented ride was Simsbury to Southwick MA; the trail was covered in leaves in most areas but didn't limit our travel. Of all the miles we rode, there was only one rest room facility (Cheshire), the remainder of the ride had portalets (pretty clean). We HIGHLY recommend this trail. Southington and Plainville are very near completing their final designs to make the trail complete.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Nice ride in the fall

October, 2017 by albern36

Went from the southern end of the trail on the MA border to Troy. The trail seems to be in better shape than some of the other reviewers experienced. There are some roots, loose gravel, rocks, but nothing that any decent mountain bike can't handle. I wouldn't take a hybrid on this trail and forget about a street bike. The view of Monadnock from the Rockwood Pond was stunning and like a postcard with the changing color of the leaves. As far as finding the trail head, that one is easy. Set your GPS to McCallister Road, Fitzwilliam and you can't miss it. You can see the gate and a sign that directs you to the start of the trail. I will continue on the trail from Troy and write a second review.

Larkin State Park Trail

Detour needs signage

October, 2017 by Mary Jean

The description of the trail talks about the detour using Long Meadow Rd. and Towantic Hill Road. There were no signs on the trail itself to tell you this detour was in place, and no signs on the detour roads. I could not find re-entry off of Towantic Hill Rd. I continued on the road until Riggs St. where I rejoined the trail turning right, west, at that point.
Didn't do much of the west end west of Rt. 67, it really was quite rocky. There were a few soft spots that were a pain, but mostly it was a quiet shady ride.

Air Line State Park Trail

Airline Rail Trail South to North

October, 2017 by tbundy_tl

Incredible ride but recommend a hybrid bike. Otherwise I will be back to do this one again and again!!!

Ashuelot Rail Trail

Not for road, hybrid, cyclocross!

October, 2017 by truedoc

Very much disappointed. From Keen, I both tried for this trail and Cheshire trail, too. Compared to other trails in other states, these two rails are both so poor in views and surface conditions except first 5 miles. Only good for MTB!

Hop River State Park Trail

Hop River Improvements

October, 2017 by CW4

The last 1/2 mile of final surfacing from the Route 6 bridges to King Road is done, and a nice job too!

Windham hopes to have the bridge over the Willimantic River and that section out to bid in the spring of 2018.

Mass Central Rail Trail

Beautiful soft running trail

October, 2017 by alicemark.md

This is a lovely quiet running trail with a smooth, wide, soft dirt surface. Park in the lot off of Thomas Street and then run - it's a slight incline going up that you don't notice until you turn around and come back and are cooking. An absolutely beautiful run through the forest and next to water!! No dogs allowed in some sections so leave the pupper at home.

Farmington Canal Heritage Trail

farmington canal heritage trail

October, 2017 by gglaser

beautiful , shady, flat trail. plenty of parking spots.

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