Explore the best rated trails in Danbury, CT. Whether you're looking for an easy walking trail or a bike trail like the Hudson River Brickyard Trail and Walkway Over The Hudson. With more than 84 trails covering 630 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.
I chanced upon this trail on a cycling day from Pennsylvania Terminal in NYC to Amenia, New York and while pedaling I thought of the former freight train engineers gliding through these wonderful environments and having the views all to themselves. Now, we all can enjoy the trailway! The surface is smooth and the journey is peaceful. My trip north from Gotham and return trip south two days later took place on nice days in August, and I imagine that the Maybrook must be terrific in the fall. On its own, the Maybrook is an excellent trail; connect to it via Westchester County's South- and North County Trailways and/or the Putnam Trailway, and the Maybrook becomes one leg of many possible cycling adventures. This summer, I am going back, because I need my Maybrook fix. Thank you, New York State, for investing in premier recreational resources!
Trail is an easy walk with beautiful views. 1.7 miles out and back
This trail connects midtown and the waterfront. Easy ride both ways
Road part of this trail as an out and back in conjunction with the Southwick RT and the Columbia Greenway RT from Avon, CT, to Westfield, MA, an approximately 50 mile round trip (25 on the Farmington Canal Trail).
The trail is in very good condition. The transition to the Southwick Trail at the CT/MA border (with no road crossing) is seamless.
Road crossings decrease as you head north and are well marked with push-button warning signals to alert traffic.
Half Mile Falls Park at the north end of the Columbia Trail in Westfield is definitely worth a stop!
Fantastic ride, very smooth well-maintained. Enjoyed the views and shade with my wife. Recommend for novice bike riders.
I got onto the trail at Southbury. I parked at IBM since there was no parking at the trailhead, and got a nice (?) note from security on my windshield. The first half mile from Southbury is very verdant and marked by nice wild phlox, but the path was so narrow you had to watch your feet instead to try to avoid the poison ivy. It widens out once you get to the rail trail. We saw a heron and a deer. A woman on horseback said the heron is famous for trying to scare the horses, they call it the "Pterodactyl". The trail seems to disappear once you get to some of the cross roads and is hard to find again.
I rode it with my bike it was good ride.I will be doing it again. It was clean and well maintained. A lot of walkers.
I just rode this trail, again. I pleasantly surprise that the trail has been extended about 3/4 mile and now goes up to motor vehicle office in Winsted.
Was not expecting trail to be as nice as it was. Rode from southern trailhead to Millerton about 12 miles one way. Great views of farms / hills / streams/ wetlands all along a nicely paved trail. Planning to go back and complete the remaining 13 miles north of Millerton. And by the way thank you to Millerton for the excellent bathroom facilities!
Has many crossroads with limited sight distance that affects safety for both the user and vehicular traffic. Town needs to clear overgrowth.
Nice cool day to ride from the Chaplin area up to Putnam. Beautiful country with few other folks. 16 miles each way. Trail was in good shape with just a few wet areas. Some nice newer bridges and tunnel for bigger road crossings. A few areas with larger gravel. Easy to go from trial into Putnam for food. Also a nice bike shop in Putnam.
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