Rockland Horseback Riding Trails and Maps

922 Reviews

Looking for the best Horseback Riding trails around Rockland?

Find the top rated horseback riding trails in Rockland, 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
Surfaces
Type
17 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

55.9 mi
State: CT
Gravel

Arkwright Riverwalk

0.8 mi
State: RI
Dirt, Woodchips

Barker Road Trail

0.9 mi
State: MA
Dirt, Grass

Bridle Trail

3 mi
State: MA
Dirt, Sand

Cape Cod Rail Trail

22 mi
State: MA
Asphalt

Danvers Rail Trail

5.1 mi
State: MA
Crushed Stone

Haggetts Rail Trail

2 mi
State: MA
Crushed Stone

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

Nashua River Rail Trail

12.3 mi
State: MA, NH
Asphalt

Old Colony Nature Pathway

1.6 mi
State: MA
Dirt, Sand

Province Lands Bike Trail

7.3 mi
State: MA
Asphalt

Southern New England Trunkline Trail

21 mi
State: MA
Asphalt, Ballast, Crushed Stone

Topsfield Linear Common and Wenham Rail-Trail

4.9 mi
State: MA
Cinder, Crushed Stone

Washington Secondary Bike Path

19.2 mi
State: RI
Asphalt

Windham Rail Trail

4.1 mi
State: NH
Asphalt
Trail Image Trail Name States Length Surface Rating
Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...
CT 55.9 mi Gravel
The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...
RI 0.8 mi Dirt, Woodchips
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 Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...
MA 3.5 mi Dirt
The abandoned rail bed is predominantly owned by the Town of Marshfield. Sections of the abandoned rail bed are open to the public and actively used for recreational uses such as walking, running,...
MA 3 mi Dirt, Sand
Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....
MA 22 mi Asphalt
Danvers Rail Trail follows the historic Newburyport Railroad that used to carry goods and passengers between Danvers and Boston in the late 1800s. The abandoned corridor extends just over 5 miles from...
MA 5.1 mi Crushed Stone
The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...
MA 2 mi Crushed Stone
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 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 Nashua River Rail Trail is a beautiful and peaceful rural trail extending through the Massachusetts communities of Ayer, Groton, Pepperell and Dunstable. The trail continues into New Hampshire...
MA, NH 12.3 mi Asphalt
The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...
MA 1.6 mi Dirt, Sand
Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...
MA 7.3 mi Asphalt
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
MA 21 mi Asphalt, Ballast, Crushed Stone
The trail begins in the small town of Boxford, about 25 miles north of Boston. For just shy of 5 miles, the hard-packed gravel and stone dust pathway follows an abandoned rail bed through Topsfield,...
MA 4.9 mi Cinder, Crushed Stone
The Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...
RI 19.2 mi Asphalt
The Windham Rail-Trail occupies a scenic stretch of abandoned rail (Manchester and Lawrence) between Range Road (at Rockingham Rd.) in Salem and Windham Road, about 4 miles to the northwest. At...
NH 4.1 mi Asphalt

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Trails by activity

Cape Cod Rail Trail

MA - 22 miles

Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....

Air Line State Park Trail

CT - 55.9 miles

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...

Nashua River Rail Trail

MA,NH - 12.3 miles

The Nashua River Rail Trail is a beautiful and peaceful rural trail extending through the Massachusetts communities of Ayer, Groton, Pepperell and Dunstable. The trail continues into New Hampshire...

Washington Secondary Bike Path

RI - 19.2 miles

The Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...

Accordion

Haggetts Rail Trail

MA - 2 miles

The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...

Province Lands Bike Trail

MA - 7.3 miles

Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...

Windham Rail Trail

NH - 4.1 miles

The Windham Rail-Trail occupies a scenic stretch of abandoned rail (Manchester and Lawrence) between Range Road (at Rockingham Rd.) in Salem and Windham Road, about 4 miles to the northwest. At...

Topsfield Linear Common and Wenham Rail-Trail

MA - 4.9 miles

The trail begins in the small town of Boxford, about 25 miles north of Boston. For just shy of 5 miles, the hard-packed gravel and stone dust pathway follows an abandoned rail bed through Topsfield,...

Martin H. Burns Wildlife Management Area Trail

MA - 3.4 miles

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...

Nashua River Rail Trail

MA,NH - 12.3 miles

The Nashua River Rail Trail is a beautiful and peaceful rural trail extending through the Massachusetts communities of Ayer, Groton, Pepperell and Dunstable. The trail continues into New Hampshire...

Old Colony Nature Pathway

MA - 1.6 miles

The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...

Blackstone River and Canal Heritage State Park Trail

MA - 3.5 miles

The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...

Accordion

Southern New England Trunkline Trail

MA - 21 miles

The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...

Haggetts Rail Trail

MA - 2 miles

The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...

Topsfield Linear Common and Wenham Rail-Trail

MA - 4.9 miles

The trail begins in the small town of Boxford, about 25 miles north of Boston. For just shy of 5 miles, the hard-packed gravel and stone dust pathway follows an abandoned rail bed through Topsfield,...

Arkwright Riverwalk

RI - 0.8 miles

The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...

Cape Cod Rail Trail

MA - 22 miles

Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....

Danvers Rail Trail

MA - 5.1 miles

Danvers Rail Trail follows the historic Newburyport Railroad that used to carry goods and passengers between Danvers and Boston in the late 1800s. The abandoned corridor extends just over 5 miles from...

Province Lands Bike Trail

MA - 7.3 miles

Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...

Air Line State Park Trail

CT - 55.9 miles

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...

Jay McLaren Memorial Trail

MA - 2 miles

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...

Bridle Trail

MA - 3 miles

The abandoned rail bed is predominantly owned by the Town of Marshfield. Sections of the abandoned rail bed are open to the public and actively used for recreational uses such as walking, running,...

Barker Road Trail

MA - 0.9 miles

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...

Windham Rail Trail

NH - 4.1 miles

The Windham Rail-Trail occupies a scenic stretch of abandoned rail (Manchester and Lawrence) between Range Road (at Rockingham Rd.) in Salem and Windham Road, about 4 miles to the northwest. At...

Washington Secondary Bike Path

RI - 19.2 miles

The Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...

Danvers Rail Trail

MA - 5.1 miles

Danvers Rail Trail follows the historic Newburyport Railroad that used to carry goods and passengers between Danvers and Boston in the late 1800s. The abandoned corridor extends just over 5 miles from...

Bridle Trail

MA - 3 miles

The abandoned rail bed is predominantly owned by the Town of Marshfield. Sections of the abandoned rail bed are open to the public and actively used for recreational uses such as walking, running,...

Southern New England Trunkline Trail

MA - 21 miles

The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...

Nashua River Rail Trail

MA,NH - 12.3 miles

The Nashua River Rail Trail is a beautiful and peaceful rural trail extending through the Massachusetts communities of Ayer, Groton, Pepperell and Dunstable. The trail continues into New Hampshire...

Accordion

Topsfield Linear Common and Wenham Rail-Trail

MA - 4.9 miles

The trail begins in the small town of Boxford, about 25 miles north of Boston. For just shy of 5 miles, the hard-packed gravel and stone dust pathway follows an abandoned rail bed through Topsfield,...

Washington Secondary Bike Path

RI - 19.2 miles

The Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...

Air Line State Park Trail

CT - 55.9 miles

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...

Old Colony Nature Pathway

MA - 1.6 miles

The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...

Province Lands Bike Trail

MA - 7.3 miles

Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...

Martin H. Burns Wildlife Management Area Trail

MA - 3.4 miles

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...

Barker Road Trail

MA - 0.9 miles

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...

Haggetts Rail Trail

MA - 2 miles

The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...

Jay McLaren Memorial Trail

MA - 2 miles

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...

Windham Rail Trail

NH - 4.1 miles

The Windham Rail-Trail occupies a scenic stretch of abandoned rail (Manchester and Lawrence) between Range Road (at Rockingham Rd.) in Salem and Windham Road, about 4 miles to the northwest. At...

Cape Cod Rail Trail

MA - 22 miles

Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....

Arkwright Riverwalk

RI - 0.8 miles

The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...

Blackstone River and Canal Heritage State Park Trail

MA - 3.5 miles

The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...

Recent Trail Reviews

Neponset River Greenway

really hope for some expasion

January, 2018 by graftderf

as i live in this area and bike often as possible to reduce my carbon footprint, i like the newponset riverway but i feel its lacking one trail that could be very beneficial, its an unofficial hidden trail running parallel to President golf course that connects Harriet street to Granite street, currently its very rocky and borderline dangerous but im sure its public access road?..? anyway just my 2cents

i had a vision of a foot/bike bridge over to the Newponset river greenway from that unofficial trail would really sweeten the biking commute from east milton to greenway...oh the possibilities

Bay Colony Rail Trail

Map error

December, 2017 by 23rock

This is a delightful section of trail. But, the map does not match the description. The map only shows a piece between Fisher St. and Charles River St. in Needham. But, the trail (as per the description) extends from the Needham / Dover town line at the Charles River, west of Fisher Road, to just west of High Rock St. I particularly like the railroad cross bucks at the street crossings, which have been changed to read "rail trail crossing" and the crosswalk painting which has the cross bars longer to look line cross ties.

Rose Fitzgerald Kennedy Greenway

great walking spot in the city

November, 2017 by rreed3

Great place to walk lots of things to do and see

Accordion

Air Line State Park Trail

Airline Trail - South

November, 2017 by CW4

A note to everyone: The 1 mile section of the Airline Trail From Route 149 in Colchester to the Blackledge River bridge is now resurfaced. The trail is now finished from Alden's Crossing in East Hampton to South Brook Road in Hampton, where a 3.5 mile stretch of rough gravel slows you down, before the trail finishes in Promfret Station at Route 169. Get out and ride!!

Nashua River Rail Trail

Beautiful trail

October, 2017 by grubb.stephanie

This is a great trail to get a few miles in on a bike. The trail is flat and well maintained. There are plenty of pretty spots along the way for taking breaks.

Assabet River Rail Trail

Excellent New Northern Portion

October, 2017 by whpetri

We very much enjoyed riding the almost completed northern potion of the the ARRT. Except for a short,maybe, 400 foot section near Summer Street and Rt. 27, the whole length is usable when construction is not occurring.
You can add on an additional almost 2 miles from the southern end of this new section and ride on gravel to Sudbury Road near Honey Pot Hill Orchards.

Assabet River Rail Trail

Extension underway

October, 2017 by tmileslong

As a Hudson resident this is my home course from Hudson to Marlboro and back. I extend it by riding through downtown Marlborough and picking up route 85, bike friendly width, to Southboro. They are extending the trail to Acton now, with sections paved. From Hudson trailhead, follow 62 north to Sudbury road, past Honey Pot Orchards. Cross Assabet river and gated dirt rd on left, turns to crushed stone after a mile, and paved at White pond rd crossing to Maynard. Ends on 27 towards Acton, and picks up again down 27 on your left. too many unfinished sections to get any speed going, but will be great when finished.

Air Line State Park Trail

Airline Rail Trail South to North

October, 2017 by tbundy_tl

Incredible ride but recommend a hybrid bike. Otherwise I will be back to do this one again and again!!!

Mass Central Rail Trail

Beautiful soft running trail

October, 2017 by alicemark.md

This is a lovely quiet running trail with a smooth, wide, soft dirt surface. Park in the lot off of Thomas Street and then run - it's a slight incline going up that you don't notice until you turn around and come back and are cooking. An absolutely beautiful run through the forest and next to water!! No dogs allowed in some sections so leave the pupper at home.

Mass Central Rail Trail

Dogs Allowed (in spots)

October, 2017 by bolts222

While there are portions of the frail where dogs are not allowed there are other portions where you CAN bring your dog. The area of the trail between Barre and Rutland is dog friendly. From the parking lot off of Rt. 140 in West Boylston you can bring a dog about half way up that portion of the trail. The dog walking portion is about a mile and a half each way.

Nashua River Rail Trail

Great trail

September, 2017 by navas.julio20

Great trail. It's a solid distance with few stop signs. It does need maintenance in some parts as tree roots are making it bumpy but other than that it's solid.

Upper Charles Trail

Trail in good shape

September, 2017 by tangodelta

The improved section of the trail has been extended further at the Holliston end. There is now an nice packed stone dust surface starting across the street from the Sam Placentino school in Holliston and running all the way to the paved portion that starts at the Milford town line.

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