Explore the best rated trails in East Brookfield, MA, whether you're looking for an easy walking trail or a bike trail like the Southern New England Trunkline Trail and Common Pathway . With more than 92 trails covering 719 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.
A delightful paved trail in excellent condition. Relatively flat with some pretty views of the lake. There is a side spur to Speen Street that connects to the Natick Mall. Great for a quick and easy ride.
I took a ride on a gravel bike from Putnam to Willimantic and back yesterday. I crossed the bridge in Putnam from Kennedy Drive (a nice paved path there along the north shore of the river!) to pick up the Air Line, which my map app shows as starting there. Though there were some short bits of various trails there, none of them went anywhere. I ended up back on roads and made my way to Town Farm road where the Air Line commenced, with signage. However, the next several miles were very rough, and I would not recommend riding there except with a balloon tire mountain bike with front and back suspension. But from the Pomfret Station on to Willimantic, it was either beautiful, or at least fine, except for some road crossing s with very steep and rocky ramps on both sides. For most riders, those ramps have to be negotiated off the bike. But overall, I had a great experience!
I’ve skated every inch of this path dozens of times over many years. There’s a badly done asphalt patch at mile nine plus 100 yards (from the south end) that has a sharp lip that can face plant you. There are a fair number of root heaves that need your attention but can be skated or stepped over. There’s a public bathroom in the lobby of the Warren police station 150 feet from the trail (around mile 4 from the south end). Walk up the stone stairs from Joyce St.
Haven't ridden the trail since 2023. Rode from Cheshire down to New Haven, Saturday July 19th. Absolutely awful; entire section needs repaving and upkeep. Constant cracks in pavement and much debris on surface; plus glass and homeless down by the Wharf. Connecticut should take notice from Mass and NY on trail up keep. Both states's trail are far superior to CT. Also, difficult to navigate at trail end in New Haven if you don't know the city; poor signage.
July 19 2025
Just rode from Pomfret west to the Rt6 overpass. Most of the trail is good riding except for some rocky sections, but the overgrowth is starting to close off the trail in sections. It is down to just one lane. It would be nice if the state could mow the weeds.
We are stayin at Pine Lake RV resort and wanted to do a paved bike ride. The gravel road reviews made me uncertain. But it was great. Some small inclines but nice ride to the Westville Dam. Very nice destination for a bike ride. Took road back on other side of dam. Much more mountain bike ride but still easy enough. So glad the parking lot was marked well. We almost drove 30 miles for another ride.
Thoroughly enjoyable, three hour ride, passing chest at the beach, through neighborhoods, wildlife conservation areas, and over bridges. The Bristol parking lot is being redone and cannot be used, but we found parking on the streets. There were at least two detours in Barrington, but that made it only more exciting. only nice people on the trail and drivers stopped very politely at every of the many intersections. Overall, this ride was a pleasure and worth the 1 Hour drive to get there.
What a perfect ride on a Monday afternoon. Delighted to stop at Plant City for refreshments before we turned around and headed back to Bristol.
Trail is nicely shaded, paved and fun scenery. Yes, 6 mile round trip is indeed quite short for us - and hence the rating of 4. We combined this with the Blackstone River Greenway (20 mile R/T), one of our favorites. Around a 30 minute car drive between the two. This trail does have rest facilities about half way at a public park. The Blackstone has none.
Easy walk but the trail is not paved on the Medfield side; perfect if you want to minimize the impact on your knees
I have ridden this trail from one end to the other! Parts are wonderful and parts washed out and muddy!
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