Explore the best rated trails in Windham, CT, whether you're looking for an easy walking trail or a bike trail like the Windsor River Trail and Stillwater Scenic Walkway . With more than 60 trails covering 478 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.
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.
The Columbia Greenway Rail Trail is a beautiful rail trail that has a little of everything. City views, farmland, rivers, and tree cover in just 3 miles. The bridges are also a feature that make this trail unique. I love that it connects to trails that go much further south into CT, so whether you are just going for a short walk or a long ride you can do it here! Plenty of access points too (including 4 in downtown Westfield alone) make it easy to get on the trail from nearby neighborhoods or get off to shop and eat at downtown businesses.
I stopped on Wednesday on my way home to walk my dog. Very quiet during the week and a lovely walk if you like to listen to the water from the Connecticut river flowing by. You can see where the river has flooded, read the various historical statue plaques.
A sidepath has been constructed adjacent to Route 189 to Main St in Tariffville. Trail is now about 3 miles long. It will be designated as part of the East Coast Greenway and is visible on Google Street View.
After reading many of the mixed reviews for this trail on TrailLink, I decided to keep my ride short but sweet by restricting it to what seemed to be the most picturesque - the portion between the historic Unionville train depot and the Riverside Nursery and Garden Center in Collinsville.
This part of the trail contains breathtaking views of the officially deemed wild and scenic Farmington River. In addition, since I did this in mid October, the river was a perfect reflecting glass for the amazing fall colors.
My ride was only a total of twelve miles out and back, but I now have the most perfect photos, videos, and memories of this Connecticut treasure!
The bike ride is easy and mostly flat with lots of locals getting their steps in and exercising their dogs. Surprisingly, I only encountered two other bicyclists on my early weekday morning ride.
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!
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.
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.
Nice quiet ride to take time to enjoy these beautiful days.
This trail is pretty much abandoned and mislabeled in the site description.
I went here expecting it to be asphalt like it says in the description, I intended to rollerblade it. Instead, I decided to walk it. The path is dirt and very much abandoned. It would be a very nice path after some updates and repair. It still gave a very nice view of the waterfall at the end of the path.
Gorgeous and very well kept trail. Very shady! We started at the Amtrak Station. Beautiful ride all the way to the end. Took the left at the end down to The Towers and Narragansett Beach. We had wonderful lunch at the Coast Guard House. Great view! Helps to have a reservation but we were able to get in.
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