Holyoke, MA Horseback Riding Trails and Maps

1354 Reviews

Looking for the best Horseback Riding trails around Holyoke?

Find the top rated horseback riding trails in Holyoke, 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
14 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

60.3 mi
State: CT
Ballast, Crushed Stone, Dirt, Gravel

Blackstone River Greenway

29.9 mi
State: MA, RI
Asphalt, Boardwalk, Crushed Stone, Dirt

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Mass Central Rail Trail

59 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

Quinebaug Valley Rail Trail

5.7 mi
State: MA
Ballast, Cinder, Dirt, Grass

West River Trail (Windham County)

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand

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

Fort Hill Recreational Rail Trail

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

Grand Trunk Trail

6.8 mi
State: MA
Crushed Stone, Dirt, Gravel

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Southern New England Trunkline Trail

22 mi
State: MA
Asphalt, Ballast, Crushed Stone

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt
Trail Image Trail Name States Length Surface Rating
Overview The Air Line State Park Trail winds 60.3 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway...
CT 60.3 mi Ballast, Crushed Stone, Dirt, Gravel
Throughout history, the Blackstone River has been an important waterway, from its use by American Indians who fished its once-abundant salmon to its role as a major artery for the transportation of...
MA, RI 29.9 mi Asphalt, Boardwalk, Crushed Stone, Dirt
It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail-trail dive through steep rock cuts...
CT 20 mi Crushed Stone
The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 60 miles from Boston to Northampton...
MA 59 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
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 Quinebaug Valley Rail Trail runs on the corridor once occupied by the Southbridge & Blackstone line of the Providence & Worcester Railroad, transforming a corridor once designed to link rural...
MA 5.7 mi Ballast, Cinder, Dirt, Grass
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
Closure Notice: Due to flooding, the Ashuelot Recreational Rail Trail is closed from Pine Street to Sawyer's Crossing Road in Swanzey. Please see NH State Parks for more up-to-date information. The...
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
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
The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. Currently, two sections of the trail are...
MA 6.8 mi Crushed Stone, Dirt, Gravel
The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind...
CT 1.7 mi Asphalt, Dirt, Grass
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 22 mi Asphalt, Ballast, Crushed Stone
The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts...
NY 3.8 mi Dirt

Recent Trail Reviews

CTfastrak Multi-Use Trail

Trail starts downtown New Britian, easy to find. Trail was clean, well marked except when you hit the main road for a little distance. Not a lot of people on 5/25/24. There's not a lot to look at but a nice 4.4 Mile trail.

May, 2024 by carlosccalhoun

Trail starts downtown New Britian, easy to find. Trail was clean, well marked except when you hit the main road for a little distance. Not a lot of people on 5/25/24. There's not a lot to look at but a nice 4.4 Mile trail.

Blackstone River Greenway

Woonsocket to Valley Falls area

May, 2024 by andrix

A very nice paved 10 mile (one way) trip with plenty of birds & turtles. Park at Rivers Edge Parking to get started. Along the way the posted history is interesting, there are 3 large dams to check out and on this beautiful sunny day lots of wildlife. Once you get to Valley Falls area the trail ends and on-street begins. We continued on for maybe 2 miles but the signs were not consistent and the traffic was troublesome enough we turned back. Our rating only applies to the paved 10 mile section.

Harlem Valley Rail Trail

Harlem River Trail

May, 2024 by johnecarl

This is a great trail. Great scenery and well paved. The northern part is partially under repair and new pavement so you have may to go to a starting point a little further south

Accordion

Farmington Canal Heritage Trail

Farmington/Heritage

May, 2024 by blujeepin76

Over run with cyclists. Many very inconsiderate. They don’t ring their bell until right behind you. Should be a biking speed limit. Many older people can’t move out of the way when there are pairs of cyclists that stay side by side. Extremely inconsiderate. Not all but too many are.

Canalside Rail Trail

Alongside the canal, an easy ride

May, 2024 by davidcareyvermont

I took my bike over the Canalside Rail Trail while my wife shopped at BJ's, and it was a perfect opportunity to check out this lovely short trail. For the 22nd April 2024, the weather was really good yet there were only few other walkers on the trail at the same time. I was able to park at the southern, McClelland Farm Road, end of the trail where there are only half a dozen spots, but there are many more parking spaces at the northern end.
The trail was in more than satisfactory condition and the signage was also nicely in place, not that it was really needed. I didn't have time to stop in at the Discovery Centre Museum but I did return to BJ's in plenty of time to pay for my wife's shopping that day. I had a lovely time so much so that I plan to take my wife on the same trail whenever I get my old tandem up and running.

Harlem Valley Rail Trail

Perfection in imperfection

May, 2024 by john9mcnulty

Several sections of the trail are currently closed between Copake and Millerton. Although I wouldn't recommend them to everyone, I considered them very rideable or walkable. I'd probably start a few stops down next time, but only to avoid rerouting if they were actually doing maintenance and wouldn't let me pass though. When I wasn't considering alternative routes I was overtaken by the scenery between Copake and Milerton. The wildlife and landscapes were seldom disappointing, but the countless bugs were distracting. Milerton to Wassaic was underwhelming if you've drove along 22 before. Strangely, it was in worse condition than the closed sections. Scattered frost heaves sent cyclist darting around the trail or shot out of their saddle and skateboards trying to break their fall. Knowing this made it easier on the way back, but also way slower.

Cannot say this enough. I rode into more bugs in 4h on this trail than I have in over 4000 miles anywhere else.

TLDR:
This trail is currently "closed" for several miles. The trail is full of stunning scenery, bumps, and bugs. Well worth visiting, but keep expectations in check. Would give 3.75 if it was an option.

Litchfield Community Greenway

Great Trail!

April, 2024 by edupont88

Great trail through White Memorial Wildlife Preserve. Bantam section not complete yet, but still worth an out-and-back ride. Lunch in Litchfield, ice cream in Bantam.

Blackstone River Greenway

We walked along the towpath section in Uxbridge and it was lovely. My daughter is in a wheelchair and it was doable, if not perfect. Park and enter from the Visitors' Center, and watch for the rocks and roots.

March, 2024 by wdncnu

We walked along the towpath section in Uxbridge and it was lovely. My daughter is in a wheelchair and it was doable, if not perfect. Park and enter from the Visitors' Center, and watch for the rocks and roots.

Canalside Rail Trail

You can expand your ride…..

March, 2024 by basil1986

I love this trail! Rode it on 3/14/24 when weather was 62 degrees. This trail is short but can be expanded if you cross the metal bridge by the brewery and take the road to the left leading to the Fish Research Hatchery on the opposite side of the canal. If you meander through the little neighborhood on that side as well you can extend it further and get another view of the old mill complexes. I get 20 miles out of the ride. Bring a lunch there are picnic tables on both sides!

Columbia Greenway Rail Trail

A gem of Westfield and the region

March, 2024 by jmchatton

The Columbia Greenway Rail Trail is a beautiful rail trail that has a little of everything. City views, farmland, rivers, and tree cover in just 3 miles. The bridges are also a feature that make this trail unique. I love that it connects to trails that go much further south into CT, so whether you are just going for a short walk or a long ride you can do it here! Plenty of access points too (including 4 in downtown Westfield alone) make it easy to get on the trail from nearby neighborhoods or get off to shop and eat at downtown businesses.

Southern New England Trunkline Trail

I went on this trail today it was a beautiful walk but very muddy

February, 2024 by rfurbish26

I went on this trail today it was a beautiful walk but very muddy

Ashuwillticook Rail Trail

Not ADA compliant

February, 2024 by ljt trike rider

It looked very nice from the parking area, but could not get through the barricades with a recumbent trike. Drove over an hour and gates were shut and would have had to lift trike over gates. Disgusted with Massachusetts and whomever designed the barricades. Has anyone heard of the ADA?

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Accordion

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