Leicester Horseback Riding Trails and Maps

1276 Reviews

Looking for the best Horseback Riding trails around Leicester?

Find the top rated horseback riding trails in Leicester, 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
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18 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

54.6 mi
State: CT
Ballast, Dirt, Gravel

Arkwright Riverwalk

0.8 mi
State: RI
Dirt, Woodchips

Ashuelot Recreational Rail Trail

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

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

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

Haggetts Rail Trail

2 mi
State: MA
Crushed Stone

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Mass Central Rail Trail

38 mi
State: MA
Crushed Stone, Dirt, Grass

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

Moosup Valley State Park Trail

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

Nashua River Rail Trail

12.3 mi
State: MA, NH
Asphalt

Southern New England Trunkline Trail

22 mi
State: MA
Asphalt, Ballast, Crushed Stone

Washington Secondary Bike Path

19.2 mi
State: RI
Asphalt
Trail Image Trail Name States Length Surface Rating
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...
CT 54.6 mi Ballast, Dirt, Gravel
The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...
RI 0.8 mi Dirt, Woodchips
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...
NH 21.5 mi Asphalt, 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
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
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 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
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...
NH 1.6 mi Dirt
It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail-trail dive through steep rock cuts...
CT 20 mi Crushed Stone
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
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....
MA 38 mi Crushed Stone, Dirt, Grass
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
NH 7.5 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 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 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 22 mi Asphalt, Ballast, Crushed Stone
The Washington Secondary Bike Path offers just over 19 miles of paved trail from Cranston (Providence’s southwestern neighbor) to Coventry. The rail-trail, Rhode Island’s longest, follows the former...
RI 19.2 mi Asphalt

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Trails by activity

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...

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...

Washington Secondary Bike Path

RI - 19.2 miles

The Washington Secondary Bike Path offers just over 19 miles of paved trail from Cranston (Providence’s southwestern neighbor) to Coventry. The rail-trail, Rhode Island’s longest, follows the former...

Harrisville Rail Trail

NH - 1.6 miles

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...

Accordion

Haggetts Rail Trail

MA - 2 miles

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...

Ashuelot Recreational Rail Trail

NH - 21.5 miles

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...

Hop River State Park Trail

CT - 20 miles

It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail-trail dive through steep rock cuts...

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...

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...

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...

Air Line State Park Trail

CT - 54.6 miles

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...

Monadnock Recreational Rail Trail

NH - 7.5 miles

The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...

Accordion

Washington Secondary Bike Path

RI - 19.2 miles

The Washington Secondary Bike Path offers just over 19 miles of paved trail from Cranston (Providence’s southwestern neighbor) to Coventry. The rail-trail, Rhode Island’s longest, follows the former...

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...

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...

Ashuelot Recreational Rail Trail

NH - 21.5 miles

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...

Hop River State Park Trail

CT - 20 miles

It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail-trail dive through steep rock cuts...

Arkwright Riverwalk

RI - 0.8 miles

The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...

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...

Mass Central Rail Trail

MA - 38 miles

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....

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...

Haggetts Rail Trail

MA - 2 miles

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...

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...

Harrisville Rail Trail

NH - 1.6 miles

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...

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...

Southern New England Trunkline Trail

MA - 22 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...

Arkwright Riverwalk

RI - 0.8 miles

The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...

Harrisville Rail Trail

NH - 1.6 miles

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...

Ashuelot Recreational Rail Trail

NH - 21.5 miles

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...

Washington Secondary Bike Path

RI - 19.2 miles

The Washington Secondary Bike Path offers just over 19 miles of paved trail from Cranston (Providence’s southwestern neighbor) to Coventry. The rail-trail, Rhode Island’s longest, follows the former...

Accordion

Air Line State Park Trail

CT - 54.6 miles

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...

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...

Monadnock Recreational Rail Trail

NH - 7.5 miles

The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...

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...

Hop River State Park Trail

CT - 20 miles

It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail-trail dive through steep rock cuts...

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...

Haggetts Rail Trail

MA - 2 miles

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...

Southern New England Trunkline Trail

MA - 22 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...

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...

Mass Central Rail Trail

MA - 38 miles

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....

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...

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...

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...

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...

Recent Trail Reviews

East Bay Bike Path

Beautiful

July, 2018 by vikkb34

The trail has such beautiful views.. Water ,woods & residential..We parked around Mercer st...There is a bunch of parking..Next time I would go to the parking lot a little further down the road. There is a slight hill there,u go down. Coming back u go up. We were tired rode 27 miles & that was the last leg...we managed to get up the hill...lol.. Really the trail is pretty flat .. It is a narrow trail & can get very busy,so u have to pay attention. But most people were great...There r plenty of places to get off & grab something to eat,drink.. Bathrooms didn't see.. Bristol was a nice town..

Southern New England Trunkline Trail

Poor Franklin Leg

July, 2018 by marksbono


Having just tried the SNETT for the 1st time, I was very disappointed. The review from July last year is still the situation ... the trail was amazing for a few miles, quite stunning all around though for this section the path was clear and maintained. While no standing water, the trail narrowed to a walking path at best in many places. I also abandoned somewhere in Bellingham. I'll try another leg next time.

I've used the Hopkinton/Milford/Holliston trails that have great trails - wide, gravel or paved, & no obscure entry/exits - so my benchmark is quite high. Hoping for another good local option!

Ashuelot Recreational Rail Trail

From Keene to West Swanzey the trail is great for biking.

July, 2018 by baijudy

From West Swanzey toward Winchester, trail isn't as good for biking as it has not been improved as much as the Keene to West Swanzey portion.
There are two errors in the directions:
About 2.5 miles past the pedestrian bridge, you’ll cross Sawyers Crossing Road, where the circa 1859 Cresson Covered Bridge sits about 500 feet to the right (should read 'to the left'). The trail crosses the river in 0.3 mile near West Swanzey in an area considered moose territory. Passing on the east side of West Swanzey, a 0.3-mile detour right onto Christian Hill Road (should read 'right onto Railroad Street and then right onto Main Street which') leads to the 1832 Thompson Covered Bridge. (FYI: Main Street becomes Christian Hill Road at the bridge over the rail trail and one cannot turn right or left onto either road because the trail passes well below the road level).

Accordion

Charter Oak Greenway

Manchester Community College Section

July, 2018 by galeota

The Trail Section approaching the MCC Road called "Great Path" has some extremely large cracks, 4-5 inches. If you're unaware as you approach they are very dangerous.....The Trail from Tolland Turnpike to Burnside Avenue aka Rt 44 is barely ridable because of all the many cracks and bumps. They have gotten worse in the last year....Lastly the trail between Burnside Avenue and Silver Lane, specifically , the first 360 degree curve under the highway has an extremely severe washout. Orange cones have been placed along the edge of the washout, but it is so extreme that someone coming around the blind corner, riding wide in the curve could be severely hurt should they loose control trying to avoid.
These sections of trail needs some serious work, but have not seen any work in years.

Connecticut Riverwalk and Bikeway

Needs maintenence and Northbound is closed

July, 2018 by carljamesward

Stayed at the nearby HGI and decided to take the advice of the front desk lobbiest and run the river path. Entered the path by crossing over the ped bridge by the BHF. Soon into the run the path was closed, It looked like the construction was there for some time leaving me to believe the path had been closed for a while. Turned around and went south dodging the overgrowth along the paved path. A few miles lated it terminated. So, u-turned again back to the BHF bridge. Suspect the city has no budget to invest in maintenence. Too bad. Nothing special, but a least I get out there.

Northern Strand Community Trail

mediocre

July, 2018 by albern36

As mentioned, the section in Saugus is rock not crushed stone. I rode this on a hybrid and luckily didn't get a flat. The trail is not that interesting, goes behind some ugly industrial developments, and crosses too many busy intersections. This is a one and done for me. I could see the value of the trail for commuters/walkers, but this trail held very little interest for me. I started going on a bit through unimproved section that goes into Lynn. I saw some broken glass, thought better of it, and turned around.

Windsor Locks Canal State Park Trail

Trail Closed

July, 2018 by gfoote

Went to the south access point in Warehouse Point and found no parking lot, no sign, and no trail! Drove through the building construction only to find a fence blocking the trail. So I went to the north end in Enfield and that too was blocked with a locked fence. No sign or other way to know it was closed. Hope someone will keep the status updated in the future!

Alewife Linear Park/Somerville Community Path

Community Portion is Excellent - Way too short though

July, 2018 by pwhitmer8

I love the community path - the art, the kids, the people hanging out. It seems really well used.

Of course the path just ends. There's a not totally horrible way (with kids) to get to the Museum of Science aka the Charles River Path from the end of the community path. We took a side street to Central Ave., then the bike line on Somerville to Union Sq., crossing via sidewalks. Then the bike lane on Somerville Ave, with a RT on Medford, to School, to Thorndike. The Medford Street portion goes underneath a train bridge with fast traffic, but there is a bike lane. Considered Webster > Cambridge St. to get around that, but the last part of Webster is a Show for kids.

Narrow-Gauge Rail-Trail

Short, quiet, great for kids

July, 2018 by pwhitmer8

Started on this trail (by the noted parking), with a goal of connecting to the MBT. We found the trail very smooth and well maintained, not crowded (even on a weekend) and very pleasant. Not long enough for a ride by itself, but definitely a more interesting way to start your Minuteman experience.

East Bay Bike Path

Yup, it's all that and a bag of chips

July, 2018 by lughnerson

Or ice cream, from one of the vendors you can visit along the way.

Dateline: Monday June 25, 2018.
Beautiful sunny day, temps in the upper 80's

I came for 3 days of biking in Rhode Island just for this trail and it did not let me down. Do it. It's worth a long drive (3.5 hours for me) and repeat visits. I used a municipal parking lot in Bristol for the round trip, which was about a quarter mile down the same street as the endpoint of the trail. Every other parking area was too busy.

Caution. After visiting many bike trails thanks to TrailLink, my only complaint is that some of the parking areas need to be reviewed more carefully. In this case the first parking area in East Providence did not encourage me to leave my car there for 3 hours. Always take the address/directions/GPS to more than one parking lot and visit the TrailLink site just before departing for any updates. I drove 2.5 hours to Windsor Locks, CT to find out the entire trail was closed temporarly, and my only parking lot address closed for the entire year. But I will go back, because the trails themselves have not let me down.

Blackstone River Greenway (RI)

Maybe the Most Beautiful Trail in Rhode Island

July, 2018 by lughnerson

Dateline: Tuesday, June 26, 2018.
Beautiful sunny day, about 85 F.

I started from the Traillink suggested parking lot in the East Providence. The first 3 to 4 miles were in suburban street bike lanes until I got to Lonsdale. Then the trail became wonderful and completely off-road. So choose your parking area carefully. This trail is definitely worth a long drive (3.5 hours for me) and a repeat visit. As much as I love the ocean views of the East Bay Bike Path, I liked this trail better. Nice job Rhode Island.

Caution. After visiting many bike trails thanks to TrailLink, my only complaint is that some of the parking areas need to be reviewed more carefully. Always take the address/directions/GPS to more than one parking lot and visit the TLink site just before departing for any updates. I drove 2.5 hours to Windsor Locks, CT to find out the entire trail was closed temporarly, and my only parking lot address closed for the entire year. But I will go back, because the trails themselves have not let me down.

East Bay Bike Path

Just finishing a complete rehab - a wonderful trail is back!

July, 2018 by jonbower

We skated the trail from the North on July 4. Lots of people in Bristol for the local parade, and the restaurants at that end were a bit busy. No problem though, because the trail has finally been repaved! The surface is fantastic!
True, the wood bridges are still rough and waiting to be rebuilt, but the rest is perfect. Thanks to the powers that made it happen!

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