Rockingham Horseback Riding Trails and Maps

328 Reviews

Looking for the best Horseback Riding trails around Rockingham?

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

Ashuelot Recreational Rail Trail

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

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Cross Vermont Trail

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

Delaware and Hudson Rail-Trail

25.8 mi
State: NY, VT
Asphalt, Cinder, Dirt, Grass, Gravel

Fort Hill Recreational Rail Trail

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

Granite Town Rail-Trail

3 mi
State: NH
Ballast, Cinder, Dirt, Grass, Gravel, Sand

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

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 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
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 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 Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
NH 3 mi Ballast, Cinder, Dirt, Grass, 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 Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
NH 6.7 mi Ballast, Gravel, Sand
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
NH 7.5 mi Asphalt, Gravel
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
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

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...

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...

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 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...

Accordion

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

Granite Town Rail-Trail

NH - 3 miles

Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...

Granite Town Rail-Trail

NH - 3 miles

Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...

Delaware and Hudson Rail-Trail

NY,VT - 25.8 miles

The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...

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...

Mason Railroad Trail

NH - 6.7 miles

The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...

Accordion

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...

Monadnock Recreational Rail Trail

NH - 7.5 miles

The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...

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...

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....

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...

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...

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...

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

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...

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,...

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...

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...

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...

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...

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...

Granite Town Rail-Trail

NH - 3 miles

Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...

Accordion

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,...

Delaware and Hudson Rail-Trail

NY,VT - 25.8 miles

The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...

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....

Monadnock Recreational Rail Trail

NH - 7.5 miles

The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...

Mason Railroad Trail

NH - 6.7 miles

The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...

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...

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...

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

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...

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...

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...

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

Northern Rail Trail

What I Needed

June, 2018 by jjr1956

I've been a hiker for about 20 years. For some reason I'm not into it that much anymore, so I bought my Trek D-3. This trail is perfect for smooth hard dirt riding. I only did about 8 miles round trip from the Webster Beach area. I'm new to biking and noticed I'm using different muscles then hiking. But I am retired and try to get out every day. Soon 8 miles will be nothing. That should be coming up and I'm going to go back to this rail trail. It's very shady and relaxing. I plan on doubling that mileage on my next visit here.

Ashuelot Recreational Rail Trail

Over-Grown

June, 2018 by jjr1956

Hi Guys!
I started this ride at the Hinsdale trail-head. Big mistake! The trail is poor and the vegetation is overgrown. It had to be over 2 feet high. There is a very small area to ride that's about a foot wide. Otherwise, it's very hard to ride and stay out of the vegetation. It was also very, very buggy for some reason. I know it's summer and bugs are out there, but it was unusually buggy. I used a lot of bug spray, but it didn't matter. The little suckers wanted me and got me. It is a very pretty area of the state, but I wouldn't go back until the fall, or maybe starting from the northern start point. I'm new to biking and can not do the whole length of this trail yet.

Ashuwillticook Rail Trail

Worth a long drive

June, 2018 by lughnerson

Yup. August 2017, hot summer day.
Riding along the lakes or reservoirs, it is nice and flat, paved well. A good trip.

Accordion

West River Trail

Appears to be alot of conflict with landowners

June, 2018 by gregswild

The trail definitely has some potential if there was more participation from landowners, some of whom appear to be quite hostile to the idea. It appears that the trail did or attempted to cross through private land on the Townsend section northward towards a connection with the Jamaica section but you soon run into a labyrinth of blocked trail and more No Trespassing and Posted signs than I have ever seen in one spot anywhere in my life. They did dissuade me that day and I turned around which is most unfortunate. Laws being what they are in Vermont, there is nothing illegal about this of course. In many states, including Texas surprisingly there is a law against closing off a certain amount of shoreline areas to passersby and swimmers etc. in order to promote this activity which is ultimately beneficial to all, locals and visitors alike.

North Central Pathway

Awesome Adventure!

June, 2018 by aoleary3

We took the scouts from Rte 140 (just past Stone St) north to the end by the Winchendon YMCA - 13.9 miles round trip - this was our first time ever on this trail, though we drive past it all the time on the way to camp.

Mostly paved, the short unpaved stretch added to the "Wicked Coolness" for the kids/adults with mountain-bike-type tires. The dad with skinny tires rode around on Old Gahdnah Rd.

There's a tire pump setup alongside the path about 1/4 mile in. Another awesome surprise was the little dirt path that leads to the back of Little Anthony's for Ice Cream &Clam Chowdah!

ps bring bug spray!

Mason Railroad Trail

Lovely hike from Abbot Hill Rd.

May, 2018 by jimtylerwall

Don't bother with the trailhead behind the restaurant in Greenville (currently the King House) marked on the map---it's a dead end about 1/4 to 1/2 mile in. Someone has piled Jersey Barriers, concrete blocks and old storm drains to block the trail behind Pilgrim Plastic. That and the numerous NO TRESPASSING signs make it pretty clear that they don't want people hiking, biking or anything else up there.

Start from Adams Hill Road where it crosses the trail, it's a nice hike from there. There isn't a lot of parking available there, but I've never seen it too crowded. The day we went we didn't see anyone on the trail and once we got away from the road noise of Rte. 31 it was birdsong and peepers to accompany our hike.

One other thing---bring bug spray! We were swarmed by mosquito's and blackflies for most of the hike. I was glad I wore a long sleeve shirt and long hiking pants, so all I had to defend was my head and neck (yes, I forgot bug spray!)

Cheshire Rail Trail (Cheshire Branch Rail Trail)

North End - Walpole trail head

May, 2018 by ryoung_tl

Clear sunny day in May. Excellent conditions with sunshine and a gentle breeze to keep away the bugs. No ticks encountered. Walked 3.5 miles from the Blackjack Crossing trailhead.

Trail is in great shape although the first .25 mile (going north to the very end from the parking area at the end of Blackjack Crossing) is overgrown and a bit muddy. The first .25 mile stretch going south is the same, but then the surface is very good with crushed rock. There are muddy spots as you pass through the deep cut areas, but other wise, excellent. We walked but mountain bikes would fare very well. Road bikes NOT recommended.

Goffstown Rail Trail

not for children who dont have years of bike riding

May, 2018 by can8dns

Great trail but not for younger children around Goffstown part of the trail. Hope they can add railings to the trail near the lake as there is around a 30 foot drop in several areas.

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.

Mason Railroad Trail

Autumn Trail Ride

October, 2017 by ryoung_tl

10/27/2017
Easy to locate by following directions on the trail page.
Park on Rt 23, Mason Rd.- dirt lot on the left. It is a half mi to trailhead on Morse Rd. The orange barrier is about 100 yards in from the road on the left, so if the leaves have not yet fallen, it may be difficult to see, but it should be rather obvious that the trail is there. A very short section also goes further south towards Townsend.
10.4 miles to the Mason Village depot. Average grade 2.8% going northbound. Therefore, you are going up hill, but you hardly notice. The road surface of crushed gravel, as a base, is very flat. With each crossing of a motor vehicle roadway, there are barriers and signs to warn you.
The trail is in excellent shape with some water across the trail, probably collecting in depressions caused by ATVs. This occurs beyond Pratt Pond at the top of the hook, but not so difficult that one cannot get around them. It was probably more obvious due to severe rain over the past 48 hrs.
Nice vistas and scenery along the way. At approximately 4 miles from the trailhead, there is a granite quarry loop on the left. I did not take it, so can offer no report.
At the end of the trail (9 miles), you will encounter a barricade that marks the intersection with Rt. 31. You should walk down to the highway and then you can ride on Rt 31 (take a left) to reach Old Wilton Road on your right. There is a bridge to cross. It is one more mile to the old depot in the center of town. Be careful on Rt. 31. Large trucks go very fast.
This trail is historically significant in that Henry David Thoreau, on September 6, 1852, rode this line (Peterboro’ & Shirley Railroad) from Ayer (Groton Junction at the time) [after riding the Fitchburg line from Concord to Ayer]. Reaching Mason Village (Greenville), he walked to Peterborough, stayed the night and continued on to the summit of Grand Monadnock, on foot. Later in the day, he descended to Troy, NH, and returned the same day to Concord, via the Cheshire RR, and, at Fitchburg, the Fitchburg RR.

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.

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

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