Milton, NH Horseback Riding Trails and Maps

733 Reviews

Looking for the best Horseback Riding trails around Milton?

Find the top rated horseback riding trails in Milton, 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
18 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

Windham Rail Trail

4.3 mi
State: NH
Asphalt

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

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

Barker Road Trail

0.9 mi
State: MA
Dirt, Grass

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 Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. The trail is 4.3 miles...
NH 4.3 mi Asphalt
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
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
Note: This rail-trail is prone to frequent flooding and may be challenging to navigate at times. The rail trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay...
MA 3.4 mi Dirt, Gravel, Sand
Barker Road Trail begins on the town line between North Andover and Boxford in northern Massachusetts, not far from the New Hampshire border. From there, the pathway continues through dense woodlands...
MA 0.9 mi Dirt, Grass
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

Groveland Community Trail

Some not so Good, Mostly very Good

April, 2026 by jim965

Starting at the Town Hall, the first half mile is on busy Route 113. There is a marked bike lane on both sides, but the sidewalk was not good for my recumbent trike and the road twists and turns, so visibility isn't great. I'll skip this part next time. At the half mile, Route 113 turns away and the trail goes along the river on a little traveled one way street. At a little over a mile, it's back on a two way street that has good visibility so it feels reasonably safe. As noted above, at 441 Main Street, the trail turns left onto a railroad roadbed, which is now a power line right of way, and continues southeast for almost two miles, with two road crossings. This is wide asphalt in excellent condition.

Although there are empty woods on the west side for much of the two miles, this is not a wilderness trail. I think there was at least one building in sight for the entire time.

In addition to parking at both ends mentioned above, there is parking at a National Grid facility at 452 Main Street, right at the head of the railroad trail.

Mayor James J. Fiorentini Bradford Rail Trail

Very Good, but too Short

April, 2026 by jim965

The trail is now wide asphalt in excellent condition, with clean, well groomed sides. Most of it is very close to the river, so, while foliage may obscure panoramic cross river views, it's still pleasant for a downtown trail.

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.

Accordion

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!

Salisbury Beach State Reservation Trail

large area lots to see.

October, 2025 by toddburrparts

Perfect place to ride for a beach day/ride. Explore the full state park and triple your mileage. A lot to see. And enjoy the ocean.

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.

Salisbury Point Ghost Trail

Beautiful bike ride!

September, 2025 by acetic.fiat.2m

This route was a continuation from Amesbury’s River Walk Trail which was a bit hard to find because there is no signage pointing you in the right direction. As I continued on it proved to be a well groomed path/ride. Road was in very good condition and weed control was well taken care of. This trail started out paved then turned into well packed crushed stone/dirt. A mountain bike would work well here but it was very manageable with a road bike as well. Beautiful ride through the woods. We continued on to the Ghost Trail from here.

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.

Northern Rail Trail

Beautiful, tree-covered, peaceful trail

September, 2025 by lzarrow_tl

We rode the trail in early September on a Thursday and Friday. Thursday we started at Webster Lake and headed south (east?). Friday we rode from Webster Lake to the covered bridge. This second part of the trail was better riding than the other direction, which had more sand and was sometimes a slight bit challenging on our hybrid bikes (but maybe a better work out). We saw riders and walkers, but it was not crowded at all. Mostly we had this beautiful place to ourselves. We'll return for sure. (We camped at Granite State Campground about 30 min from where we began our rides.)

Merrimack River Greenway Trail

MRGT

September, 2025 by saaigb

Really nice accessible trail for people of all abilities. Wheelchair friendly and just shy of all the requirements to be classified as a Universal Access Trail. Very well thought out trail, Bravo!!

Rockingham Recreational Rail Trail (Portsmouth Branch)

Worth every pedal

September, 2025 by emailforpablo

From Massabesic Lake parking lot to Raymond and back. Beautiful ride. Keep an eye on rocks on the trail. Otherwise, well marked and excellent ride in nature to pretty much all to yourself. Enjoy!

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