Explore the best rated trails in Darien, CT. Whether you're looking for an easy walking trail or a bike trail like the Walkway Over The Hudson and Norwalk River Valley Trail. With more than 83 trails covering 534 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.
NYS State Law prohibits E-Bikes from riding on the trail but it seems no one is obeying or enforcing the law. It will be an issue when someone gets hurt. There is no difference between an E-bike and a motorcycle except for the way it is powered. I'm not sure this will be an issue when someone gets hurt.
I’ve completed the Wilton trails in Lovers Lane, Entrance near Orem’s Dinner and Mathews Park. All are great. My favorites are the Wilton Trails, you enter and your engulfed in nature. Absolutely beautiful. I also love walking In Mathews park although that is more of a city trail to me not as much nature as these are concrete paved and you pass near traffic and such. So grateful to all the hard work put into to providing these trails thank you!
Beautiful bike trail to enjoy the fall colors. Love it so much. Highly recommend.
This trail is well marked and is a great combination of climbing steep rocky sections and walking flat sections with decent views. For someone out of shape, this hike is a great workout with plenty of resting spots.
This trail is great despite the middle aged men speeding past you at 90 mph on their LeMonds. I’m not sure if they are bike messengers or just “has beens” trying to live out their dreams of being in the Tour De France, but their speed and shrill shouts of “Left, Left, Left!” piercing the crisp fall air can really ruin what is otherwise a beautiful and relaxing family outing.
Nice trail for running, and it wasn’t too crowded. There were a few scenic areas but I was expecting more. Also if hilly around the start. And decent parking.
Although it's an easy, beautiful, and relatively flat trail overall, the Naugatuck-to-western-outskirts-of-Naugatuck part of the Larkin Bridle trail is a little more challenging, isolated, and wild, whereas the west-of-Naugatuck to Southbury part of Larkin Bridle is wider, flatter, and more accessible.
Personally, I am not big on technical/single track bike riding, so I experimented with Larkin Bridle until I found just the right section to become my regular ride. For me, that's definitely the flatter, wider, less technical portion. These coordinates (41.474814, -73.117086) will take you to a very quiet, non-residential road with a turnout that allows for three or four cars to park in front of the wide gate that marks the path. (There's a marshy pond nearby where you might hear ducks quacking.) This is the point on Larkin Bridle where it become an excellent trail not only for comfort-minded fitness bike riders like me, but also a great walking path, especially for my dad, who is older.
From the coordinates above to Southbury it is about 5.5 miles, one way. You'll be on a wide path with a mix of hard pack dirt and gravel. Very easy and flat, unless it's been raining for a few days, in which case some parts can get a bit muddy. Overall, this part of the path is shady and well maintained with beautiful, tall trees, occasional bodies of water, and interesting rock formations. Just gorgeous! On this part of the trail, you can relax and pass people easily. Would be wonderful for a post-Thanksgiving dinner walk or a ramble with the dog. The Naugatuck-to-western-outskirts of Naugatuck portion of Larkin Bridle, by contrast, while still very doable on a bike, is much more weedy, woodsy, and rocky, with brief portions that have very steep ups-and-downs near road crossings. For a more relaxing experience, I recommend the west-of-Naugatuck to Southbury portion, starting at the coordinates above and heading toward Southbury.
Rode Plainville CT to CT/MA border. Northern section. I like that you go through many towns on the lower half then out in the country from Simsbury north. Beautiful scenery. Paved the whole way, some sections with roots coming through.
Paved trail, it’s clean, 10+ miles long. Well maintained. Great views and you may see turkeys, deer and ground hogs/ gofer not sure what they were. There are bugs out that will hit you in the face and stick to your body will riding
There are too many street crossings to safely take a bike on this trail.
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