Enfield Horseback Riding Trails and Maps

277 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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
17 Results
Activities
Length
Surfaces
Type

Ammonoosuc Rail Trail

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

Ashuelot Recreational Rail Trail

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

Blackmount Rail Trail

5 mi
State: NH
Cinder, Gravel, Woodchips

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Conway Branch

21 mi
State: NH
Ballast, Gravel

Cotton Valley Rail-Trail

12 mi
State: NH
Gravel

Cross Vermont Trail

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

Cross Vermont Trail (Montpelier & Wells River Trail)

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

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

New Boston Rail Trail

3.9 mi
State: NH
Dirt

Northern Rail Trail

57.6 mi
State: NH
Cinder, Crushed Stone

Stevens Rail Trail

1.3 mi
State: NH
Dirt, Gravel

Sugar River Trail

9.5 mi
State: NH
Ballast, Gravel, Sand

West River Trail

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand

Winnipesaukee River Trail

5.1 mi
State: NH
Asphalt, Crushed Stone, Dirt, Gravel
Trail Image Trail Name States Length Surface Rating
The Ammonoosuc Rail Trail carries its users for 19.2 miles along the scenic river that shares its name and is itself a destination for fishing, kayaking, and canoeing. The trail passes through a...
NH 19.2 mi Ballast, Dirt, Gravel, Sand
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
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
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 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
The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
NH 12 mi Gravel
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
Locals lovingly describe the Cross Vermont Trail as a patchwork quilt that will ultimately form a 90-mile trail from Lake Champlain in the west to the Connecticut River in the east. A component of the...
VT 22.9 mi Ballast, Dirt, Gravel, Sand
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 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
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...
NH 57.6 mi Cinder, Crushed Stone
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
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
Many rail-trails start at a vintage depot, an old caboose, or a rusty locomotive acquired by the local historical society. The Warren to East Haverhill Railroad Grade Trail, however, starts at the...
NH 10.8 mi Dirt
The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...
VT 16.1 mi Asphalt, Dirt, Gravel, Sand
The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...
NH 5.1 mi Asphalt, Crushed Stone, Dirt, Gravel

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 30,000 of trail maps
  • Share your trail photos
  • Save your own favourite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Trails by activity

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...

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...

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...

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...

Accordion

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

Ammonoosuc Rail Trail

NH - 19.2 miles

The Ammonoosuc Rail Trail carries its users for 19.2 miles along the scenic river that shares its name and is itself a destination for fishing, kayaking, and canoeing. The trail passes through a...

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...

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

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 - 32.9 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...

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...

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...

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...

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...

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 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,...

Warren to East Haverhill Railroad Grade Trail

NH - 10.8 miles

Many rail-trails start at a vintage depot, an old caboose, or a rusty locomotive acquired by the local historical society. The Warren to East Haverhill Railroad Grade Trail, however, starts at the...

West River Trail

VT - 16.1 miles

The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...

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...

Cross Vermont Trail (Montpelier & Wells River Trail)

VT - 22.9 miles

Locals lovingly describe the Cross Vermont Trail as a patchwork quilt that will ultimately form a 90-mile trail from Lake Champlain in the west to the Connecticut River in the east. A component of the...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...

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...

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...

Ammonoosuc Rail Trail

NH - 19.2 miles

The Ammonoosuc Rail Trail carries its users for 19.2 miles along the scenic river that shares its name and is itself a destination for fishing, kayaking, and canoeing. The trail passes through a...

Accordion

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...

West River Trail

VT - 16.1 miles

The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...

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...

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

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...

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...

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...

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,...

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...

Cross Vermont Trail (Montpelier & Wells River Trail)

VT - 22.9 miles

Locals lovingly describe the Cross Vermont Trail as a patchwork quilt that will ultimately form a 90-mile trail from Lake Champlain in the west to the Connecticut River in the east. A component 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....

Warren to East Haverhill Railroad Grade Trail

NH - 10.8 miles

Many rail-trails start at a vintage depot, an old caboose, or a rusty locomotive acquired by the local historical society. The Warren to East Haverhill Railroad Grade Trail, however, starts at the...

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...

Recent Trail Reviews

Sugar River Trail

Beautiful scenery

October, 2018 by tmaguire

My husband and I biked this trail in October and it was great! The trail itself has some soft, sandy spots which make it a bit difficult but we did fine with our mountain bikes. Most of the trail is hard-packed. The scenery is absolutely beautiful! We saw only 1 ATV vehicle, a few other cyclists, and a few walkers. Biking along the river, passing through the covered bridges, and enjoying the fall foliage made this a great day trip for us.

Cotton Valley Rail-Trail

Beautiful trail, no problems with crossings

October, 2018 by keithmalcolmmonk

Our family rode the trail from Wolfeboro to around mile marker 4, a while past the Cotton Valley Rail Trail Club on Rt. 109, in October 2018. There were a lot of great water views including a couple stretches with water on both sides, and winding parts through very pretty woods from about 1.5 miles just before Albee Beach onwards. The trail surface was very hard and not bumpy and presented no problem for hybrid-style bikes, basically as good as pavement (or even better than some paved trails I have been on that haven't been resurfaced recently). All of the crossings over the rails were clearly marked with signs instructing to walk your bikes and painted arrows indicating to do so at a right angle. After walking over many of them and them seeming very solid I began to slowly ride over them at 45 degree angles and never had a problem, and none of the several kids in my group did either. The parts of the trail in between the rails are narrow enough that you need to take extra care. If you are looking to go fast I wouldn't recommend this trail but if you are looking for a very scenic and leisurely ride I would highly recommend it. On the return ride I noticed that there were no signs for westbound bikers so this might explain some other peoples' complaints (although I still found the crossings vey obvious and good). I hope to return and ride the eastern portion of the trail another time.

Sawyer River Trail / Sawyer River Road

have a great weekend

October, 2018 by mikerzasa22

It's was a very cool weekend with the boys only see them 2 to 3 times a year ,getting older and family but always look forward to the next adventure, nice view of sawyer pond great big fire pit in front of the lean- to ,about a 2 1\2 hours to get to camp ,one place you should put on your to do list

Accordion

Cotton Valley Rail-Trail

Trail Hazards

September, 2018 by love2yak_bike

I was delighted to read about the Cotton Valley Rail Trail from Wakefield to Wolfeboro. I picked up a copy of Rail-Trails, read up on the route and search Trail-link to read the reviews. I was aware of the switch over crossings on the trail and the dangers from what I read. Starting my ride in Wakefield at the Railroad Turntable I enjoyed a short ride to Route 16 and crossed over. I found the trail to be well maintained and walked over the first switch over crossing, I made a mental note that they might not be marked for hazards and continued riding. I was right! With the forest canopy and sun filtering through I came up on one with little notice and continue to cross and my back tire slipped out and I had crashed. Needless to say that ended my ride and caused an injury. I have ridden on many different surfaces and was shocked by what looked like an easy cross over. Please mark all switch over crossings as Hazards to avoid accidents. I am looking forward to riding this trail again after my recovery. If I had finished my ride I would have rated it a 5 Star, as I have heard it is a beautiful trail with a lot of great historical sites.

Ashuelot Recreational Rail Trail

Difficult Trail through somewhat scenic country

August, 2018 by natwelch

I started the trail in Hinsdale, and found it reasonably rideable (I use a Specialized hybrid) through Winchester and a few miles beyond. However, the trail started to get rougher including some wet areas. I came to a spot where it followed high tension lines and by the time I got to the monadnock speedway, I was done. I went back to Winchester via Rt 10 and then caught the trail back to my car. Not my favorite trail, but if you have the bike and the inclination, it could be fun for you

Ashuelot Recreational Rail Trail

August 2018

August, 2018 by bdrzyzga

We started the trail in Keene. The first 5 miles were nice, but we had to dodge pretty deep chipmunk holes. The trail is very poorly marked and we missed seeing the Sawyer Crossing Covered bridge which could not be seen by the trail. After 7.5 miles we got turned around by heavy mud, water and a downed tree. I would say this trail might be perfect for equestrians and aggressive mountain bikers.

Cotton Valley Rail-Trail

Why don't they fix this trail?

August, 2018 by ellenkillam

Disappointed to read that there is still a hazard on this trail. This could be so easy to fix by putting cement in between the rails or putting mats on the crossings. I will not go on this trail until this is fixed as I took a bad spill due to the rails.

Northern Rail Trail

AUGUST 2018 ADVENTURE

August, 2018 by nielk_tl

I biked the 13.50 mile section from Canaan to Lebanon (and back). The surface is mostly packed gravel. The first three miles (from Canaan) is challenging as the gravel is somewhat looser. However, I had no real problem on my Trek Dual Sport bike. The section along Mascoma Lake is beautiful. I startled a couple of deer along the way.

Cross Vermont Trail (Montpelier & Wells River Trail)

Went the 22.7 miles on Hybrid bikes with my beautiful wife; she's 50 and I'm 55. Great trail but a bit rough for hybrid bikes. Beautiful vistas with ponds, pine trees and mountains in the background.

August, 2018 by garycaisse

Went the 22.7 miles on Hybrid bikes with my beautiful wife; she's 50 and I'm 55. Great trail but a bit rough for hybrid bikes. Beautiful vistas with ponds, pine trees and mountains in the background.

Cotton Valley Rail-Trail

Beautiful trail, slippery track (Aug '18)

August, 2018 by jonathanjcammarato

I drove about half an hour from Rochester to ride this trail on my new hybrid. The trail is compact gravel with beautiful scenery. I read some reviews on here and noticed some people mentioned the hazards crossing the rails, they weren't lying. About 4 miles in I tried to cross the rails almost fully parallel and my wheel slipped out underneath me. I skid into a burm and cut my knee. I chose self-care but could have used 2 or 3 sutures. After another 2 miles my girlfriend picked me up and after a trip to rite-aid for butterfly sutures we enjoyed the rest of the day in Wolfboro.

Along the way another rider gave me a large bandaid and showed me to the nearest road. I didn't get his name but thank you if you're reading this. I will hit the trail in a week or two again when my knee is healed, this time crossing the rails at a 90 degree angle.

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).

Ammonoosuc Rail Trail

Should have ATV in the name

July, 2018 by geoffdoyle

I just completed a 300 plus mile bike packing trip in NH. I hit some pretty rough gravel roads and trails intentionally - but tried out several rail trails as well. I have to say this one was the least user friendly for a cyclist. I rode a from a few miles outside Lisbon to Bath. The ballast stones and underlying washboard was pretty bouncy even on my 40 mm tires with about 30 psi. I did like how uncrowded it was and the location, but otherwise it was pretty miserable riding.

Find Nearby City trails

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews
OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!
OR