Wakefield, NH Horseback Riding Trails and Maps

649 Reviews

Looking for the best Horseback Riding trails around Wakefield?

Find the top rated horseback riding trails in Wakefield, 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
16 Results
Activities
Length
Surfaces
Type

Border to Boston Trail

44.1 mi
State: MA
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt

Derry Rail Trail

3.6 mi
State: NH
Asphalt

New Boston Rail Trail

3.9 mi
State: NH
Dirt

New Hampshire Seacoast Greenway

8 mi
State: NH
Crushed Stone

Northern Rail Trail

59 mi
State: NH
Cinder, Crushed Stone

Conway Branch

21 mi
State: NH
Ballast, Gravel

Rockingham Recreational Rail Trail (Portsmouth Branch)

28 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

Stevens Rail Trail

1.65 mi
State: NH
Crushed Stone, Gravel

Winnipesaukee River Trail

4.94 mi
State: NH
Asphalt, Crushed Stone, Dirt, Gravel

Concord-Lake Sunapee Rail Trail

5.65 mi
State: NH
Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel

Farmington Recreational Rail-Trail

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

Jay McLaren Memorial Trail

2 mi
State: MA
Dirt, Grass, Gravel

Henniker & Hopkinton Rail Trails

6.7 mi
State: NH
Dirt, Grass, Gravel, Sand
Trail Image Trail Name States Length Surface Rating
The Border to Boston Trail is a developing trail network that will stretch 70 miles between the New Hampshire border and Boston—providing a continuous route for a variety of non-motorized uses...
MA 44.1 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt
This exquisitely maintained 3.6-mile paved rail-trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. About the Route Starting at the southern...
NH 3.6 mi Asphalt
The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
NH 3.9 mi Dirt
The New Hampshire Seacoast Greenway is an 8-mile rail-trail with a crushed-stone surface that stretches between Portsmouth and the North Hampton/Hampton border. Following a former Pan Am Railways...
NH 8 mi Crushed Stone
The Northern Rail Trail is New Hampshire’s longest rail-trail conversion, spanning 59 meticulously maintained miles, weaving along corn and hay fields, lakes, wetlands, and numerous historic sites,...
NH 59 mi Cinder, Crushed Stone
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
Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...
NH 18.3 mi Dirt, Sand
The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail trails at just more than 28 miles, and it runs from Manchester, the state’s...
NH 28 mi Crushed Stone, Dirt, Grass, Gravel, Sand
The Sanford-Springvale Rail Trail runs for 5.9 miles between Sanford and Springvale. The gravel trail traverses the woods on either side of Sanford’s scenic Springvale community as it links a shady...
ME 5.9 mi Gravel
The Stevens Rail Trail is part of the Concord-Lake Sunapee Rail Trail, which follows the historic Concord-Claremont Railroad corridor. Located about a dozen miles west of Concord, the Stevens Rail...
NH 1.65 mi Crushed Stone, Gravel
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 Winnipesaukee River Trail runs for nearly 5 miles between the towns of Franklin and Tilton, nestled in the White Mountains of New Hampshire. About the Route The Winnipesaukee River Trail...
NH 4.94 mi Asphalt, Crushed Stone, Dirt, Gravel
Following the historic Concord-Claremont Railroad corridor, the Concord–Lake Sunapee Rail Trail will eventually connect communities from Concord to the southern point of Lake Sunapee via a multiuse...
NH 5.65 mi Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel
The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...
NH 6 mi Ballast, Cinder, Dirt, Gravel, Sand
Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...
MA 2 mi Dirt, Grass, Gravel
The Henniker Rail Trail is an unpaved single-track path that follows a former rail corridor for 2.3 miles. The rail-trail picks up east of the former passenger station. Situated south of the Town of...
NH 6.7 mi Dirt, Grass, Gravel, Sand

Recent Trail Reviews

Northern Rail Trail

Fantastic Trail.

May, 2026 by rwasson

There's another couple of miles of mostly paved trail that goes beyond the parking lot in Lebanon. That's an excellent section of the trail. It took us all the way to Glen Road in West Lebanon.

Heritage Trail (NH)

unsafe

May, 2026 by annbevan23

I parked at the Delta Dental stadium and proceeded south in this trail. I was alone. I saw some unhoused people’s tents by the water. At first I felt fine, I saw another woman walking her dog, but there wee very few people on the path. The a person passed me on a bike and then circled back to me, following me. I felt unsafe. I wanted to keep going, but it was clear to me this person would following me. I had to quickly retreat to my car. I don’t usually feel vulnerable, and I was terrified. Later I told a local friend about my experience and she told me that recently a person had abandoned their baby on this trail, aka it’s not a safe place to walk by yourself, especially as a wow man.

Dover Community Trail

Quiet trail for a morning ride

May, 2026 by bwdowd

I parked on 4th street and headed up stream. Met one dog walker along this stretch. The calm river views were peaceful and the trail mostly wide gravel. Crossing over Whittier St the trail becomes narrower with a challenging set of turns to go under RTE 16. The river becomes more lively and there is a nice view of rapids. The trail widens with more gravel when you reach the parking lot on Watson Road. I met several more dog walkers along this stretch

Accordion

Rockingham Recreational Rail Trail (Portsmouth Branch)

Raymond to Manchester

May, 2026 by eburgess

It’s spring on the Rockingham and everything is in bloom! Lots is rocks blooming in the trail as well, so be careful. The horses have really chewed up the surface just past Chiver’s Pond towards Manchester - really lumpy and washboarded. It makes for some uncomfortable bicycling. All in all still a very pretty trail with lots to see along the way.

Hooksett Riverwalk Trail

Gorgeous walk. We made the mistake of bringing our bikes and missed the no bike sign. Woops. Lessons learned. Great walking path with kids and pups.

April, 2026 by blairdufresne2

Gorgeous walk. We made the mistake of bringing our bikes and missed the no bike sign. Woops. Lessons learned. Great walking path with kids and pups.

Rockingham Recreational Rail Trail (Portsmouth Branch)

The trail needs some maintenance

April, 2026 by fssn0wsh0e7

I'm used to riding on gravel and I have ridden sections of this trail many times so I know what to expect. This last winter and spring have been pretty hard on the trail. Obviously some knuckleheads on bikes and horses have been on the trail when its been wet and soft and in spots its chewed up. There is also a need for some more driveway pack in sections as the larger stones that underlay the wear surface are poking through. The culvert under Hooksett Road is washed out and very rough, some drainage work needs to be done at this location. Not sure who is actually responsible for maintenance.

South Portland Greenbelt Walkway

This is one of my favorite Trails for rollerblading and skating the only thing be careful Crossing in certain places make sure to watch the cars.

April, 2026 by zeitgeister.om

This is one of my favorite Trails for rollerblading and skating the only thing be careful Crossing in certain places make sure to watch the cars.

Eastern Promenade Trail

One of our favorites

March, 2026 by strout511

Our family loves this trail for it's wide, flat route that provides great views of the bay, connections to other trails like the Back Cove Trail and the Bayside Trail, and connections to the Old Port and Eastern Prom (beach, playground, greenspace, etc.).

Cotton Valley Rail Trail

Caution walk your bike over the train rails!

November, 2025 by mwelch67

Started on the Wakefield side off RT 16. I enjoyed the challenge of the rails still in place. Keeps it fun and challenging! Each crossing had a sign saying to walk your bike over the rails, not sure how so many people fall walking there bikes over the rails. The rails can be challenging when passing oncoming people. I’m not ranking the trail lower for this, but some people would only get a one ¿¿ review ¿ Bring a picnic and enjoy the state park!

Franconia Notch Recreation Path

Great trail!

September, 2025 by steve.schwinn

Great ride! Plenty of parking at both ends. As noted in earlier reviews, it is not a rail trail, being hilly with some steep pitches. As an out-and-back it's over 1,500' in elevation gain (easier from north to south if you do it only one way).

Old Eastern Marsh Trail

Beautiful short ride

September, 2025 by acetic.fiat.2m

This section was our continuation from the Ghost Trail. This is a short ride but well worth it. Clean trail, no weeds covering the path and most importantly no surprise potholes. Just a beautiful peaceful shaded ride. When my sister and I reached the northern end we actually decided to go to lunch at Marquis’ Lobster Pool. After lunch we rode back to the trail and headed towards Newburyport. There are no signs from the Ghost Trail pointing you towards that direction.

Amesbury Riverwalk

Amesbury trail needs a bit of attention

September, 2025 by acetic.fiat.2m

Parked in the parking lot on Water St. There are no signs pointing you towards the start of the walking/bike path. Once I found it I was on my way. Then the path went downhill in a bad way. Overgrown weeds and thorns in the paths way and not to mention all those little pot holes and low lying branches. Some areas it was hard to stay on your side of the yellow line. Very poor path maintenance until you get to the back of Stop & Shop. Then again you’re on your own to find the continuation of the route. No signs at all pointing you in the right direction. What a shame. It could’ve been a very enjoyable ride. Hope they clean the area soon.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

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

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.