Milton, NH Horseback Riding Trails and Maps

651 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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17 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

Northern Rail Trail

57.8 mi
State: NH
Cinder, Crushed Stone

Windham Rail Trail

4.3 mi
State: NH
Asphalt

Concord-Lake Sunapee Rail Trail

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

Conway Branch

21 mi
State: NH
Ballast, Gravel

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

New Boston Rail Trail

3.9 mi
State: NH
Dirt

Rockingham Recreational Rail Trail (Portsmouth Branch)

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

Stevens Rail Trail

1.65 mi
State: NH
Crushed Stone, Gravel

Winnipesaukee River Trail

4.94 mi
State: NH
Asphalt, 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

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

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
Overview 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...
NH 3.6 mi Asphalt
Overview Spanning nearly 58 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less...
NH 57.8 mi Cinder, Crushed Stone
Overview 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...
NH 4.3 mi Asphalt
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 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 rail-trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay Transportation Authority (MBTA) commuter rail station near downtown Newburyport, a coastal...
MA 3.4 mi Dirt, Gravel, Sand
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
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 begins in Manchester, the state’s...
NH 28.1 mi Crushed Stone, Dirt, Grass, Gravel, Sand
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
Overview 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...
NH 4.94 mi Asphalt, 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 Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...
ME 5.9 mi Gravel
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

Head's Pond Trail

Great parking lot off rt3 in Hooksett. Packed gravel trail for the most part. Absolutely beautiful wetlands and woods. A wildlife paradise.

May, 2024 by chefmark.mrg

Great parking lot off rt3 in Hooksett. Packed gravel trail for the most part. Absolutely beautiful wetlands and woods. A wildlife paradise.

WOW Trail

Ok Trail

May, 2024 by justin.c.perry84

This was an OK trail. We enjoyed that it was pretty well marked with the exception of one crossing near some train tracks. Too many road crossing points. Portions of the trail were rough because of roots growing under the pavement. We actually saw a runner take a pretty nasty spill because of the rough surface. It was nice to check it out, but we won’t go out of our way to come back.

South Manchester Rail Trail

Smooth paved rail trail, from start to finish. Park at Walmart, for ez access. Saw some turtles, squirrels, and big fat bunny ¿. Friendly people walking, bike riding, and an elderly lady on a mobility scooter. FUN!!!

May, 2024 by chefmark.mrg

Smooth paved rail trail, from start to finish. Park at Walmart, for ez access. Saw some turtles, squirrels, and big fat bunny ¿. Friendly people walking, bike riding, and an elderly lady on a mobility scooter. FUN!!!

Accordion

Spicket River Greenway

urban trail, easy to follow

April, 2024 by reg13

Trail connects to the Methuen Rail Trail via a confusing ramp (at the north end of the park). It’s narrow and turns a lot so you won’t go fast, but it’s paved and was easy to follow. MBTA commuter rail near the east end. I liked it because you see a bit of the city as get through safely.

Eastern Trail

Kennebunk to Biddeford

April, 2024 by hammer757

Nice section starting from the Kennebunk elementary school parking lot. The trail switches to road riding in Biddeford turn left when the trail ends and you’ll see a Dunkin Donuts. Can you say coffee and pee

Garrison Trail

DOGS NEED TO BE ON A LEASH

April, 2024 by inluvwsl

The trail itself is excellent. A great place for a leisurely walk, bike or skate between Newburyport and Amesbury with options to continue/connect to the rail trail for a longer trek. But while the trail is awesome, I don’t understand why people feel entitled to let their dogs roam off leash along the trail? This makes it not only uncomfortable for those walking, but dangerous for those biking or skating that don’t want to be chased by a dog, friendly or not, that can be the cause of an accident. It’s really not the dogs fault… it’s the owners ignorance and disrespect for anyone that shouldn’t have to alter what they are doing in order to be deal with your dog. If you want to walk your dog off leash, there are numerous other places nearby that can accommodate you.

Boxford Rail Trail

Nice extension to the Topsfield/ Danvers trail

April, 2024 by antiquecaddy

This is a nice trail. It can be a bit hard to ride with road tires, much easier with a hybrid. You often run in to walkers, the people who use this trail are always friendly. It is a Part of the East Coast Greenway and a nice extension to the Topsfield / Danvers trail. I have run into "through riders" doing some part of the East Coast Greenway.

Garrison Trail

Nice Trail

April, 2024 by dvcummingsii

We did the first two miles from Park n Ride in Newburyport up until the intersection in Salisbury before returning back for the two mile trek back. Crossing over the Merrimack River 95 Bridge was beautiful. Recommend for all bikers but especially first time riders as it’s a smooth ride.

South Manchester Rail Trail

Nice trail

December, 2023 by andtun1

I live in the area & have walked my dog using the section from S. Beech to Gold Street for years. A new section from Gold to Perimeter Road is finally completed as well. I can't wait to try the new section in the summer when I can ride my bike or rollerblade.

Eastern Promenade Trail

Eastern Promenade Trail

November, 2023 by thejake91739

At only 2.1 miles, Eastern Promenade Trail packs a great deal of interest into its short length.

Starting near the Highway 295 bridge you'll be blessed with sensational views of the bay. Next, as you make your way past Fish Point, you'll be rewarded with the sight of massive cruise ships, vintage narrow gauge trains, and historic buildings.

What brought the greatest pleasure to me on this October Sunday morning bike ride were the throngs of people walking their dogs! It was like being at the National Dog Show! I had to stop at East End Beach which is essentially a dog park to watch the dogs happily play and cavort. This trail was most heavily populated with the dog walkers, joggers, and other pedestrians. We bicyclists were few and far between.

Be sure to combine this with the Back Cove Trail loop for nearly 8 miles of riding and get more bang for your buck!

(But do not bother combining it with another connecting trail - the Bayside Trail, which doesn't go along a bay and is about as appealing as riding down an alley)

Back Cove Trail

Back Cove Trail

November, 2023 by thejake91739

Back Cove Trail is short, but sweet. The hard packed dirt is perfect for a jog, walk, or quick bike ride.

I started at 8:00 on an exceptionally still, brisk, mid October Sunday morning. The water was like glass and provided a perfect reflection of the downtown Portland skyline.

Other photo ops of the cove, wildlife, and beautiful classic homes were revealed to me as I made my way around the loop.

At only 3.6 miles, be sure to combine this with the also interesting Eastern Promenade Bike Trail for a total of nearly 8 miles between the two.

(Don't bother including the Bayside Trail which also connects to Back Cove and Promenade. It doesn't go by a bay and is about as appealing as riding down an alley)

Eastern Trail

Eastern Trail - Biddeford to Kennebunk

November, 2023 by thejake91739

Imagine having a country estate in the woods of Maine and being afforded the opportunity for long, leisurely strolls down your own private lane. That's the feel of the Eastern Trail experience from Biddeford to Kennebunk.

I did it on a bike rather than on foot, but most of the friendly locals I encountered were walking or jogging to take advantage of the ideal weather and perfectly flat, smooth trail for a mid October afternoon outing.

Because of the natural trail surface and the spectacular fall color, I chose to take it nice and slow in order to savor my time there. I can't imagine doing this trail any other way since I found myself carefully peering into the woods on both sides taking in the sights.

My memories of this trail are of simplicity and peacefulness: a beaver pond here, a small creek winding through the woods there, the crossing of the Kennebunk River, a single track muddy path up to Alewive Road in Kennebunk after crossing over busy Highway 95, conversing with friendly local bicyclists, and of course the wooden rail fences lining much of the leaf carpeted trail through the gloriously colored woodlands.

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