Find the top rated running trails in Windham, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.
No cracks in the pavement. Just a smooth ride with plenty of roadside stops along the way, and great food options in Bristol.
We enjoyed this short path to cap off the weekend after having ridden in the cape. Loved the train stop building, wish you could go in and read up and see pictures of the history; instead they had picture signs dotting the ride. Also there were some stone benches along the way and a bike shop I’d say at the halfway point. We saw bunnies too.
If the entire trail were like the section in Holliston, I would have given this a 5 star. The Holliston section is the high point of the trail. It's well maintained and does not have too many busy street crossings and has a nice canopy to block the sun. The paved section in Milford has a busy cross by 495 and is a bit weird as you head into downtown. At one point a narrow sidewalk has a painted divider and you also need to head behind a shopping center to catch the trail as it has a small break. The Milford section has its nice spots though, by the lake and the park, but the 495 section isn't a highlight nor the downtown break. Also the map shows the trail ending in Sherborn at a street. If you have a road bike or a hybrid you'll probably end at the Sherborn line, which is in the woods. The last .3 miles of the trail is single track better for mountain bikes that will take you to the road.
I give 1 star as a bike trail rating; 4 as a walk. We did this as a walk and that was good. Biking - I would not recommend. Their is sooo much foot traffic a bike Would be a nuisance. On busy days parking can be filled and there is a fee to go to the beach 2018 at least. Walk it the sights are great. We chose to walk back on the side walk adjacent the road so we could see the shops n restaurants
Tuesday July 09, 2019, 5:30 pm.
Weather 88' F, low humidity, very light clouds.
Great weather for riding this great trail. Massachusetts really sets the bar for bike trails. This one has a line down the middle to help the careless riders better their performance. There are benches near view spots with poems and examples of flora and fauna carved into boulders. There are granite mile markers on both poles and pavement stones at the side of the trail. The pavement was very smooth and there are only some slight inclines. Tunnels and bridges, a variety of scenery, this is both a community trail and a destination trail. I drove 2.5 hours for this one and the much shorter Canalside trail a half hour away in Turner Falls, doing both on the same day with a mid-trip visit to the Bridge of Flowers in Shelburne Falls. All 3 places worth the trip, but now I have to complete the other sections of the Mass Central Greenway. Good job Massachusetts!
Got there early Sunday morning with just a couple of walkers and a jogger or two. Riding my road bike was easy but the gravel section from Holliston soon threw sand into the drivetrain. After 4.25 miles it changed to paved and I washed out the sand. The rest of the ride was easy and most pleasant. The map shows an extension North of Holliston but this did not look inviting so did not go.
I parked at 15 Spring Lake Road in Sterling. A very brief portion is paved, up to the bike overpass, then its mogul after mogul. Great for mountain biking, not so much for hybrid or road biking. Sand, gravel, muddy bits...unkept. Beautiful area, share the trail with dirt bikes and at atvs either direction.
Have been riding this trail before the 7 arch bridge was repaired. Even better now, the ride is longer and very shady. One of my favorite trails in Mass.
very nice 5 mile trail. great for walking. surface is rather bumpy even on my hybrid. can't beat the views. lots of wildlife.
Long Wharf to Yale is partially on-road, busy and tricky. Agreements with landowners have been completed and future construction will eliminate some of the on-road. 2018 trail completions in Cheshire and Southington make the trail continuous for 23 miles.
The remaining section in Southington is scheduled for construction in 2020. The Plainville section is currently in design. Construction could start in 2021. It might be phased, so construction might be complete in 2024 or later. When the Southington section is complete it will be relatively safe to ride on-road across Plainville.
From Northwest Dr on the Plainville/Farmington border the trail goes continuously to Main St Westfield about 34 miles. A few railroad bridges in Westfield have to be rebuilt to complete the trail to the Westfield River
North of the Westfield River the railroad is active. The best on-road routes include hilly and traffic. In Southampton the trail will be on the abandoned railroad right of way, but the right of way has not yet been purchased.
Getting to the trail in Easthampton requires about 10 miles of on-road. The last 7 miles of the trail to Northampton are complete
My wife and I live this ride. It’s easy to do on our 7-speed cruiser and there is much to do on the trip. Pack a lunch and picnic in Fagan Park, enjoy the paved shaded path from the Kingston Train Station and don’t forget to stop at Brickley’s for some homemade ice cream! There are also well kept public restrooms right before RT 1A in Wakefield. Great ride in great shape.
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