Find the top rated horseback riding trails in Massachusetts, 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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I would want to return due to the diversity of trail. From sea to shining sea, says it all.
I'm in love with this trail. Much of the trail path is dirt, but there is a new area with fine gravel. I find this such a peaceful trail and consider it to be in good maintenance. Thanks to everyone that maintains the trails.
Wellington Greenway Trail is good place to ride my bike underpass the MBTA purple and orange line trains. Ducks walk by the river pond. I have seen yacht boats there.
This section (8/2024) is about 5 miles long. It goes through woodland and past leafy backyards, but it runs alongside the towers for a high-tension power line. Trees have been clear-cut about 25 feet on both sides of the trail, so there's no shade along this section. But the trail is wide, very straight, and smoothly paved. It has a few small ups and downs and crosses four or five quiet roads before it comes to a traffic signal at the intersection of Routes 126 and 27. Just beyond, the trail turns to crushed stone with a few sandy patches. There's a large supermarket and shopping center adjacent to the trail at that point.
We started going north on Copper Hill Rd East Granby Ct parking area and finished the trail in Westfield MA. Trail was all asphalt and in good shape. Most of the trail was scenic farmland but toward the north end going toward Westfield was some residential and city though still was plesent to the eye. Next time we plan to take the trail south at the Copper Hill Parking and take the trail to where it hopefully meets the Farmington River Trail
We parked in West Concord and decided to ride south to Sudbury. Beautiful trail — ends 2 miles from where we parked with a locked gate. BUT… there is more trail on the other side. There is a nice, paved switchback up to a crossing at Powdermill Road. All marked with great signage. The way down on the other side is very steep and not paved—but manageable after dismounting. Trail is just as beautiful on the other side. We didn’t make it quite to the end because I got a construction-based flat at North Road (the Davis Field parking lot). I didn’t notice that they hadn’t paved the transitions at the road crossing and pinched a tire. Oh well. Hopefully, by the time you ride the construction will be complete and you can just enjoy the scenery!
Not as scenic as I was hoping for but still a nice ride through the trees. Nice to be on a paved trail too. Many options to pull off the trail for a bite to eat.
This isn’t one of those trails that you can zip along mindlessly, since it’s stitched together with various public spaces and has quite a few street crossings and pedestrians. But I found it to be a leisurely ride through Boston’s urban landscape. Northeastern University’s campus, Museum of Fine Arts Boston, and the Fenway and Back Bay neighborhoods are all easy off-shoots if you’re up for city streets with bike lanes. The park also has a cool backstory as a planned highway connection between I-95 and Boston that was blocked by community activists in favor of mass transit, public spaces, and a bike trail. I’m sure it’s busy during peak commuting times, though it wasn’t too bad on the Sunday morning I visited.
Mile 17-7 going south from Woonsocket the trail is marked. Very enjoyable ride.
Great for walking most intersections are low traffic areas. Peace and quiet in the middle of town.
Unfinished trail. Did not feel safe on portions of the trail.
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