Explore the best rated trails in Milford, MA, whether you're looking for an easy walking trail or a bike trail like the Swampscott Rail Trail and Spicket River Greenway . With more than 108 trails covering 687 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.
There’s tons of long stretches of trail that doesn’t require you to wait for pedestrians signals. And not many major intersections stops. Trail is mostly flat with a few rolling inclines and declines.
This is a nice trail. It can be a bit hard to ride with road tires, much easier with a hybrid. You often run in to walkers, the people who use this trail are always friendly. It is a Part of the East Coast Greenway and a nice extension to the Topsfield / Danvers trail. I have run into "through riders" doing some part of the East Coast Greenway.
We walked along the towpath section in Uxbridge and it was lovely. My daughter is in a wheelchair and it was doable, if not perfect. Park and enter from the Visitors' Center, and watch for the rocks and roots.
I went on this trail today it was a beautiful walk but very muddy
One of our favorite trails! Several locations to hop on or off the trail, whether you’re looking for a short walk or a more lengthy adventure. The swamp walk shouldn’t be missed. Enjoy ambling along the boardwalk through the swamp where you may see beavers, turtles, snakes or a great blue heron or two. I recommend parking at Choate Farm and following the well-marked wooded path through the woods to the rail trail. Kids love it!
This bike path between Bristol and India Park in Providence was just what I had hoped for: picturesque views, charming towns and homes, beautiful foliage, and friendly people of all ages!
In addition, there were a few surprises. I discovered that this path is a definite paradise for bird lovers. It even passes right by an Audubon Nature Center accessible by the path! There were also many interesting historical aspects such as the Pomham Rocks Lighthouse, remnants of the old railroad, and the Squantum Association mansion. The best surprise and highlight for me was the Spooky Bottom Scenic Dock. Don't skip or miss this! I barely noticed the small sign for it. It's not spooky, and it's not a dock. It's a pier that will take you out into the bay for awesome views of the causeway, bay, and the Providence skyline including the state capital's green dome!
This path is obviously extremely popular with the community: walkers, joggers, bikers, dog walkers, and many parents pushing strollers. Also, I have never seen so many students on their way to school utilizing a path like this on their bikes. I must have seen at least thirty. That's a testament to the safety of the surrounding neighborhood and community!
I drove all the way from California to experience this trail, and I'm so glad I did. I've ridden my bike in forty-nine of our fifty states, and I definitely put this Hall of Fame trail in my top five favorites! A+, state of Rhode Island!
I traveled all the way from California with high expectations for this trail and I wasn't let down (except for the repairs being made on the damaged portion of the trail). It's all good. I made it work.
What an awesome trail for a mid October bike ride!
- The colors of the trees reflected upon the numerous ponds and lakes.
- The pleasant chirping and squawking of active birds.
- Leaves fluttering gently to the ground.
- A wide, smooth path carpeted in golden brown leaves.
- Historic buildings.
- Industrious squirrels.
- Old, historic stone walls.
- Deep, dark woods.
- Rolling, grass covered hills.
- Harvested pumpkins on a farm being sorted into bins.
- Goats, horses, and the friendliest trail users you could ever hope to cross paths with!
I took a leisurely four hours out and back and over 200 photos and video to capture my wonderful memories of this trail. Thank you Massachusetts and New Hampshire!
We love biking the Airline and have used non electric hybrid bikes as well as e-bikes. Both work well. On 10/28/2023 we biked the section from Willimantic parking at the Connecticut Eastern Railroad Museum area and pedaled to Rt. 207 Lebanon Rd, Amston, CT. FYI, we're in our 60s and encountered no difficulties with the terrain.
Contrary to the symbol on the map, parking is NOT available at the Fresh Pond end, even on Sundays, unless you live in Cambridge, and even then, "Permit Required". I drove almost two hours to get there and back, and never got to walk it.
The path is nice and cool in the summer due to lots of shade. Much of it has large sections of big tree roots, though.
Cheshire Trail South. Rode north from State Line Circle toward Kenne. We are experienced road cyclists, now riding gravel bikes. We are looking for reasonably surfaced longer trails and hoped this would be one of them. Sadly, we found this trail to be rocky, rutted, with lots of roots, and uncleared blowdown. The vigilance required to remain upright made it difficult to enjoy the beauty all around. The suddenly occurring steep inclines to roads seemed borderline dangerous. If we lived closer it would be a great trail to walk with the dogs
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