Explore the best rated trails in Southborough, MA, whether you're looking for an easy walking trail or a bike trail like the Southern New England Trunkline Trail and Heritage Trail (NH) . With more than 120 trails covering 758 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
I use this trail as a connection after I get off Bradford rail trail take Salem st to this trail. Ride it until the end. Then your on the Border to Boston trail.
Super well Maintained gravel. Nice views in south side of trail, but the view on northern side is kind of industrial. Trees are gorgeous in the fall. Hope they extend this soon!
We did this trail with e-bikes with 2.1" tires. This all-dirt trail is very rustic and narrow in parts. From the north, after .5 miles you will start to feel the presence of tree roots which at times are very dense - so dense that they are difficult to ride over at any speed. From about .8 to 1.2 miles the trail goes up and down a hill which is all rocks and anything other than a mountain bike will need to be walked.
My wife and I are both injured(fortunately not serious) after both of us thrown off our bikes simultaneously on a small poorly surfaced wooden bridge just north of Keene NH. The wooden boards were uneven and some rotted causing our bikes to wedge in a step-off causing us both to fall off our bikes. The trail had several road crossings just outside of the town of Keene which are very dangerous. There are tiny stop sign markings on the trail and no large or blinking light warnings on the crossing roads which have poor visibility in both directions due to curving of the road. I would not recommend this trail for transient travelers trying a new RT on vacation. This is for locals only who know the trail well in my opinion.
The trail in Cranston was repaved recently. There weren’t even lines painted yet! It was a smooth ride. There was one detour due to the paving, but it was an easy ride on a side street.
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.
When I attempted this trail in 2022, I called it "the worst ride of my life." I got covered in mud, and the numerous puddles teemed with mosquitos. But what a difference two years made!
The trail has been vastly improved, now offering a highly pleasant ride through Connecticut's Route 14 corridor. It does, however, become rougher shortly after you cross Route 14-A near the Rhode Island state line. I only hope further improvements will be made.
This is a decent trail but there are a few things to note: No parking lot on Marlboro end but I did find parking on a side street. The trail has many street crossings, especially when you are in Hudson. Some of the crossings are busy intersections. The trail ends in Hudson but you can bike along rte 62 for a few miles, then down a side street to pick it up again in stow. That portion of the trail will take you to action. The guide says this is 10 miles but I’m not sure if the Marlboro to Hudson section is 10 miles or if it is 10 miles with the stow to acton portion. Marlboro to Hudson didn’t seem like 10 miles. I wouldn’t go out of my way to do this tri
We had a great ride! 6.6 miles. Beautiful day!
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.
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