Find the top rated horseback riding trails in Weston, 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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Started at veterans memorial parking lot as per many reviewer’s suggestions. What a great ride down to Bristol! A few things to note—there are a lot of street crossings but most are not busy. There were only 2 where I had to wait and push the cross signal. There were no bathrooms on the trail but you could stop in barrington or Warren if needed. There is a bathroom at the end of the trail in Bristol. Bristol is a lovely town to stop and walk around. Colt park is a good option also, but I didn’t do the 4 mile extension. I just rode into the park and out. It was a great fall ride!
The trail map indicates there is parking at the crossing with Pine Hill Road, but it is not really designed as a parking area. There is room for one or two cars to pull off the road. There is a real parking lot with room for maybe a dozen cars at Sweetwater Avenue, the location of the Fawn Lake Conservation Area.
We hoped to do the entire trail by parking in the middle just south of Keene. The signage going through town was minimal and included being on the road quite a bit. The south side noted “road closed” because it’s being paved, but the road dead ended after 2 miles.
Disappointed is an understatement.
This trail has several wonderful, delightful, beautiful sections. But there are a few too many street crossings, and the signs could be better for those who are new.
This trail is very peaceful and few others are using it. The trail has a lot of protruding rocks, uneven surfaces and branches on it. Best for hiking or if you are going to bike, like we did, just go slowly and enjoy the surroundings
A few too many crossings at the Leominster end, but its a fine trail. Last quarter mile or so on the Fitchburg end isnt so much a trail as it is street riding.
We rode from the parking lot at Quidnick St. in West Warwick to the abrupt end of the trail in Summit (Coventry), about 20 mi round trip. Pavement in very good shape. Trail is shaded for much of the way making for a pleasant ride. Lots of views of ponds, lakes, reservoirs and streams. Significant uphill climb to the end of the trail in Coventry but a screaming downhill for much of the way back. We plan to return in the fall, foliage will doubtless be stunning. Trail is paved throughout, and the western part of the trail is shared with equestrians, although sadly we did not see any.
My 6 and 9 year old grandsons rode the 2.5 round trip with maybe 100 feet of walking their 20” mt bikes over rough spots and a couple of logs. The trail is 95% shaded. We parked on Breck Rd and crossed Thacher Rd to the trailhead. Lafayette Rd has a large circle at its end by Pope’s Pond that you clearly can park at.
This rider was going Northeast from Willimantic towards Hampton NOT Southwest from Willimantic to East Hampton. Having ridden both stretches I can say his description is completely wrong about the gorgeous and open riding Southeastern route and not completely wrong but somewhat overly harsh about his route which can get iffy for stretches.
This trail gets better and better as you get closer to downtown Boston. It also gets more crowded. Very scenic with lots of views of the river and such, but as always in Boston, there will be detours here and there due to construction. Probably gets better the more times you ride it and get to know its quirks. Not a trail if you are looking for speedy biking due to the number of pedestrians, runners, and other folks - it is certainly well-loved by Bostonians!
Western end beyond the Galen Bridge to Waltham gets squirrelly with odd and sometimes confusing routing and signage - not recommended unless you've got all day like I did.
Yes, the comments about all the root heaves along the paved trail are true, but otherwise a very attractive ride. The TrailLink description is very accurate. Might be special in foliage season.
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