Explore the best rated trails in Westborough, MA, whether you're looking for an easy walking trail or a bike trail like the East Bay Bike Path (RI) and Mystic River Greenway . With more than 112 trails covering 741 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.
Nice short trail with beautiful views and an interesting history. If you’re biking, keep your mouth closed or you might ingest a fly in some spots.
This is a multi use bike trail for everyone to enjoy.
Was visiting the area and am so happy I got my gravel bike out to do this trail. As others have mentioned, it is very, very well maintained and quite smooth, enabling fast riding (I rode the entire trail as listed). As a former rail, this trail has nice and gradual elevation changes and has cool features like the tunnels and bridges. I'd highly recommend and hope to be back for another spin soon.
We started at Walpole after searching for the trailhead parking lot finally parked our car thanks to the locals at the Irving station. We almost didn’t recognize the trail because it was grass. There were no markings and we found ourselves initially at the river at the boat launch because we didn’t realize that was the trail we were following. After backtracking, we followed the other grass trail toward Keene. Although there were portions that were dirt and gravel, the 9 mile ride that we managed to cover at 6 miles an hour with primarily grass. After an hour and a half, we realize we are only halfway to our destination of Keene and we turned back.. I recommendation would be not to start in Wall Paul, but to start and keen where the trail is paved
We went there today! What a super fast fun trail! Lots to see and do ! Bring a picnic lunch and spend the day!!!
Salem to Derry - entirely paved Awesome trail will do it again!
Started at Salem Depot and went north to Derry…awesome ride Entire path is pavement
June 6th 2025
The Mrs and I rode this beautiful trail from North Hampton to just short of Belchertown, and back.
The weather was great and the trail is mostly shaded, so the ride was superb.
I'd have no objection to doing it again.
1st time we went south to combine with Methuen trail, some crossing lights were not working, a part of trail is hard packed dirt so a wider tire made it easier
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