Find the top rated horseback riding trails in Hopkinton, 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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We rode mountain bikes from Claremont to Newport. Nice easy ride. Only met a few others on the trail. We saw a blue heron, 2 hawks, blue jays, and beautiful mushrooms. There were spots on the trail that had a good bit of gnats. The covered bridges are wonderful.
Pretty nice, short portion of paved trail. I parked at IHOP to check it out, lots of parking. Methuen did a good job with their section, now is time for Lawrence and Salem to pave their sections to connect with Windham and Derry. With just this one section finished it is likely only locals that currently use it but it will be great when it is part of the larger network.
Trail lacked any evidence of maintenance. Rode from Hinsdale to Winchester.
I haven't been on this trail for a few years so was disappointed to find there is still an issue with bumps from tree roots and small sink holes. I did not do the entire trail because of this. It is too bad because it is a nice trail.
Rode this trail today (7/17/26) in combination with several other adjacent trails. Smooth, well-paved, lots of rest stops, beautiful marsh lands, continued onto the Clipper City trail at the southern end in Newburyport. One of the nicest trails I've ridden.
Outstanding trail wandering through Newburyport, great mix of quiet woods and urban setting. The Trail has been completed to include the piece from the cemetery to the train station, making the entire route complete. Wonderful experience today!
2.5 stars. Entered the trail a the far western end on Hancock Rd. near Skatutakee Lake. Biked eastward for several miles. Mixed surface (dirt, cinder, sand & forest floor). This trail is rough and best suited for fat-tire or full-suspension mountain bikes. You could do it with a gravel bike but be ready for a very bumpy ride. Partially buried track ties and roots cover roughly over a 3rd of this segment of the trail. The swamps and brook are absolutely beautiful. There are a few benches for a peaceful stop. The trail has a gentle decline most of the way so be prepared for the uphill on the return trip. Mostly shaded so sunscreen isn't needed but bug spray might be a good idea if stopping for prolonged periods. The bridges are beautiful & well maintained. The signage is discreet & informative. This is a wonderful all season trail that I plan to return to in foliage season. It has a lot of potential but in its current condition it has a LONG way to go to become a destination that will attract tourists & generate $$$ for the local economy.
Pleasant ride on this crushed stone surface, using my hybrid. Very short section that still has rails and ties and requests that bikes go around on the sidewalk, but easily joins back up to the actual trail after about 100 yards. The eastern end terminates in the Squannacook wildlife management area, with walking trails to follow down toward the river. If you are looking for a nice short ride that's under 10 miles total, this is a good one to choose. Stop for a bite at the local diner in Townsend center, or an ice cream.
0.8 miles of this trail now consists of crushed gravel
The trail in the north is 80-90% full sun exposure in the summer. Just be aware if you're going out for a long run. It did start to get shady about 2 miles after the skate park.
There's another couple of miles of mostly paved trail that goes beyond the parking lot in Lebanon. That's an excellent section of the trail. It took us all the way to Glen Road in West Lebanon.
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