Enfield Horseback Riding Trails and Maps

256 Reviews

Looking for the best Horseback Riding trails around Enfield?

Find the top rated horseback riding trails in Enfield, 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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Type
17 Results
Activities
Length
Surfaces
Type

Ammonoosuc Rail Trail

19 mi
State: NH
Ballast, Dirt, Gravel, Sand

Ashuelot Rail Trail

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

Blackmount Rail Trail

5 mi
State: NH
Cinder, Gravel, Woodchips

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Conway Branch

21 mi
State: NH
Ballast, Gravel

Cotton Valley Rail-Trail

8.1 mi
State: NH
Crushed Stone

Cross Vermont Trail

87.4 mi
State: VT
Asphalt, Concrete, Crushed Stone, Dirt, Grass, Gravel

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Montpelier & Wells River Trail

21.8 mi
State: VT
Ballast, Dirt, Gravel, Sand

New Boston Rail Trail

3.9 mi
State: NH
Dirt

Northern Rail Trail

58 mi
State: NH
Cinder, Crushed Stone, Dirt, Grass, Gravel

Stevens Rail Trail

1.3 mi
State: NH
Dirt, Gravel

Sugar River Trail

9.8 mi
State: NH
Ballast, Cinder, Sand

Warren Recreational Rail Trail

10.7 mi
State: NH
Dirt

West River Trail

16 mi
State: VT
Gravel, Sand

Winnipesaukee River Trail

5.1 mi
State: NH
Crushed Stone, Dirt
Trail Image Trail Name States Length Surface Rating
The Ammonoosuc Rail Trail is open to ATVs and snowmobiles. The trail is rough is many places, making for even difficult mountain biking in some segments. Trail users will find diversions in the...
NH 19 mi Ballast, Dirt, Gravel, Sand
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
In Woodsville the trail starts across from the Subway Restaurant across from the the Oceans Job Lot Store and next to the Woodsville Machine Shop and YES Yankee Electrical Supply up and down a short...
NH 5 mi Cinder, Gravel, Woodchips
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 Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...
NH 21 mi Ballast, Gravel
On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...
NH 8.1 mi Crushed Stone
The Cross Vermont Trail (CVT) is a statewide route that links a number of Vermont trails and includes on-road sections. As of January 2016, 87 miles of trail are built and scattered across the state....
VT 87.4 mi Asphalt, Concrete, Crushed Stone, Dirt, Grass, Gravel
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
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 Montpelier & Wells River Trail occupies the former right-of-way of the old Montpelier & Wells River Railroad, which originally ran for 45 miles across northeast Vermont. Called the "Granite Train"...
VT 21.8 mi Ballast, Dirt, Gravel, Sand
The New Boston Rail Trail follows the old railroad line of the same name, running along the Piscataquog River between the Hillsborough County Youth Center in New Boston and Route 114, about 4 miles to...
NH 3.9 mi Dirt
At 58 miles, the Northern Rail Trail spans Grafton and Merrimack counties and is the longest rail-trail in New Hampshire. Along with grass, the surface is dirt, crushed gravel, and cinders in Grafton...
NH 58 mi Cinder, Crushed Stone, Dirt, Grass, Gravel
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
NH 1.3 mi Dirt, Gravel
Also known as the Sugar River Recreational Trail, this picturesque 9.8-mile path stretches from Newport to the southeastern edge of Claremont along the banks of the Sugar River. To reach Claremont...
NH 9.8 mi Ballast, Cinder, Sand
The Warren Recreational Rail Trail starts from an interesting landmark: a Redstone missile brought to Warren by a resident who served in the Army in Alabama in 1970. He found some obsolete missiles in...
NH 10.7 mi Dirt
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
The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be...
NH 5.1 mi Crushed Stone, Dirt

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Trails by activity

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...

Stevens Rail Trail

NH - 1.3 miles

About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

Blackmount Rail Trail

NH - 5 miles

In Woodsville the trail starts across from the Subway Restaurant across from the the Oceans Job Lot Store and next to the Woodsville Machine Shop and YES Yankee Electrical Supply up and down a short...

Accordion

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...

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...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be...

Northern Rail Trail

NH - 58 miles

At 58 miles, the Northern Rail Trail spans Grafton and Merrimack counties and is the longest rail-trail in New Hampshire. Along with grass, the surface is dirt, crushed gravel, and cinders in Grafton...

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...

New Boston Rail Trail

NH - 3.9 miles

The New Boston Rail Trail follows the old railroad line of the same name, running along the Piscataquog River between the Hillsborough County Youth Center in New Boston and Route 114, about 4 miles to...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

Accordion

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

Sugar River Trail

NH - 9.8 miles

Also known as the Sugar River Recreational Trail, this picturesque 9.8-mile path stretches from Newport to the southeastern edge of Claremont along the banks of the Sugar River. To reach Claremont...

Stevens Rail Trail

NH - 1.3 miles

About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...

Warren Recreational Rail Trail

NH - 10.7 miles

The Warren Recreational Rail Trail starts from an interesting landmark: a Redstone missile brought to Warren by a resident who served in the Army in Alabama in 1970. He found some obsolete missiles in...

Ammonoosuc Rail Trail

NH - 19 miles

The Ammonoosuc Rail Trail is open to ATVs and snowmobiles. The trail is rough is many places, making for even difficult mountain biking in some segments. Trail users will find diversions in the...

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...

Montpelier & Wells River Trail

VT - 21.8 miles

The Montpelier & Wells River Trail occupies the former right-of-way of the old Montpelier & Wells River Railroad, which originally ran for 45 miles across northeast Vermont. Called the "Granite Train"...

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...

Cross Vermont Trail

VT - 87.4 miles

The Cross Vermont Trail (CVT) is a statewide route that links a number of Vermont trails and includes on-road sections. As of January 2016, 87 miles of trail are built and scattered across the state....

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...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be...

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...

Blackmount Rail Trail

NH - 5 miles

In Woodsville the trail starts across from the Subway Restaurant across from the the Oceans Job Lot Store and next to the Woodsville Machine Shop and YES Yankee Electrical Supply up and down a short...

Blackmount Rail Trail

NH - 5 miles

In Woodsville the trail starts across from the Subway Restaurant across from the the Oceans Job Lot Store and next to the Woodsville Machine Shop and YES Yankee Electrical Supply up and down a short...

Ammonoosuc Rail Trail

NH - 19 miles

The Ammonoosuc Rail Trail is open to ATVs and snowmobiles. The trail is rough is many places, making for even difficult mountain biking in some segments. Trail users will find diversions in the...

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...

Sugar River Trail

NH - 9.8 miles

Also known as the Sugar River Recreational Trail, this picturesque 9.8-mile path stretches from Newport to the southeastern edge of Claremont along the banks of the Sugar River. To reach Claremont...

Accordion

Stevens Rail Trail

NH - 1.3 miles

About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be...

Cross Vermont Trail

VT - 87.4 miles

The Cross Vermont Trail (CVT) is a statewide route that links a number of Vermont trails and includes on-road sections. As of January 2016, 87 miles of trail are built and scattered across the state....

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger 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...

Northern Rail Trail

NH - 58 miles

At 58 miles, the Northern Rail Trail spans Grafton and Merrimack counties and is the longest rail-trail in New Hampshire. Along with grass, the surface is dirt, crushed gravel, and cinders in Grafton...

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...

Warren Recreational Rail Trail

NH - 10.7 miles

The Warren Recreational Rail Trail starts from an interesting landmark: a Redstone missile brought to Warren by a resident who served in the Army in Alabama in 1970. He found some obsolete missiles in...

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...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

New Boston Rail Trail

NH - 3.9 miles

The New Boston Rail Trail follows the old railroad line of the same name, running along the Piscataquog River between the Hillsborough County Youth Center in New Boston and Route 114, about 4 miles to...

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...

Montpelier & Wells River Trail

VT - 21.8 miles

The Montpelier & Wells River Trail occupies the former right-of-way of the old Montpelier & Wells River Railroad, which originally ran for 45 miles across northeast Vermont. Called the "Granite Train"...

Recent Trail Reviews

Northern Rail Trail

Connection of 2 bike trails

October, 2017 by mtyblueballs

Couple of week ago I took the Winnipesaukee River Trail from my house in Northfield to Franklin and while biking route 3 I came across the Northern Rail Trail going southbound to Concord, then biked back. It was a nice 40 mile bike ride round trip. Next year I would like to bike northbound from the Winnipesaukee River Trail to the North Rail Trail northbound to West Lebanon NH. My only concern is where to connect onto this trail so I am not back tracking too far. I have driven route 11 beside the trail to find the best access to get on after getting off the Winnipesaukee River Trail. Any suggestions or best route would be great. Love both trails and plan to bike them more next season.

Cotton Valley Rail-Trail

Trail is finished! :)

October, 2017 by equinox43

The gap in the map can be closed. It is now possible to run, bike, walk, etc. from Turntable Park in Sanbornville to the Wolfeboro Depot. Just use caution when crossing Route 16 (White Mountain Highway) at the Miss Wakefield diner, Route 109 (Governor Wentworth Highway) at Fernald Station, and Route 28 in Wolfeboro.

The section from Clark Road out to Cotton Valley was completed during late summer and early fall of 2017. From Cotton Valley to about the Brookfield town line (the old W8/S4 mile marker post) is mostly between the rails (although there are a few sections beside the rails). From Cotton Valley, about the first mile is slightly downhill. From there it is fairly flat to Clark Road.

From the Brookfield line to Clark Road is mostly outside the rails.

Out near the W9/S3/B100 mile post there are a couple of picnic tables next to the trail.

In the late spring and early summer, the deer flies in the section from Cotton Valley to Clark Road can be very thick.

Get out and enjoy the completed trail!

Hillsborough Recreational Rail Trail

Bennington rail trail

October, 2017 by k8sl

Abominable surface, where you can pass, is very narrow and obstructed. A real waste of time and a disappointment.

Accordion

Hillsborough Recreational Rail Trail

bennington rail trail

October, 2017 by k8sl

Terrible for bikes. Lots of dead fall, trash and railroad ties. 1/2 mile from "trailhead" there is a huge locked gate (chain link) which means you back track and ride through town to get to the other side of the river

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.

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!

Cheshire Rail Trail (Cheshire Branch Rail Trail)

changing terrain

October, 2017 by bicycle67

Biked Cheshire and Ashuelot late Sept 2017. Parts were in good, not great condition, some mud, rocks, narrow grassy trail. huge mud puddle about 9 miles into Cheshire trail. Its Access point at NH-MA line impossible to find. Had to go to Keene to find trails.

Cotton Valley Rail-Trail

September 2017

September, 2017 by sc302

The gap in the trail map can now be closed. The trail is open all the way to Rt 16 and beyond. We road from Wolfeboro to Rt 16 where the trail comes out near the Ms. Wakefield Diner. A beautiful ride from start to finish. There is some history to explore in the new section such as a family cemetery and a gorgeous stone wall that once was part of a dam and the remnants of the old barn behind it. Have fun riding and exploring the beauty of this trail.

Cotton Valley Rail-Trail

rode the trail today, 9/12

September, 2017 by andy4wind

great trail, workers were just about done with improvements near clark rd. couple of days and the whole trail is done. one correction to the trail
description should be made. the Wolfeboro end of the trail does not have horseback riding listed as an approved activity on the trail signs. not sure as to the east end.

Northern Rail Trail

Great on a fatbike

September, 2017 by bostonbruinsfanforlife

Views were fantastic of the lakes, rivers, and streams. Wildlife was limited to birds, squirrels, and chipmunks but still quite respectable. Practically no one on the trail before Danbury. It actually felt like the trail was mine alone until then. Rode about 80 miles from Boston, Ma before hitting the trail all the way into Lebanon. Finished with an awesome 142 miles total. Well worth it. Also heard that there were plans to pave the whole trail. Glad I got to ride the dirt and gravel before they make it smooth.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

State Line to Troy

August, 2017 by ryoung_tl

This portion of the trail is well maintained and is a pleasure to ride. The slightly (2% grade) uphill run north was of benefit for the obviously downhill ride back to State Line - a ride of just over 20 miles.

This portion of the Cheshire is of interest historically, because it is over this railroad that Henry David Thoreau and companions (as well as R.W. Emerson and many other Concord, Ma residents) used to reach their beloved Mt. Monadnock. Thoreau traveled the rails in 1952, 1858, and in 1860. And the Troy Depot, now a historical museum, is a delight. Call ahead for an appointment.

Lake Winnisquam Scenic Trail

Superb Trail!

August, 2017 by kc691588

Great trail with some fun up and down hills and curves. Excellent view of lake. Nice smooth paved surface. Excellent view of railroad tracks in several spots. Three parking spots available on the southern end at the Agway, as well as some on-street parking on Rt. 3A there nearby.

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