Explore the best rated trails in Orange, CT. Whether you're looking for an easy walking trail or a bike trail like the Windsor River Trail and Niantic Bay Boardwalk. With more than 66 trails covering 535 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 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.
Really liked this well maintained trail. Great views with picnic tables along the route. Wish is was longer.
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.
4/21. We parked at the Beardley Zoo parking lot and biked only 1 mile until we couldn't go any further. There was flooding and construction was taking place for a new water pipe. So we had to go to our car and start somewhere else. We parked on Trumbull Ave. at the Dept of Parks and Recreation as the parking lot for the trail on Trumbull was closed. We biked about 5 miles to Whitney Ave. and there was another sign that the trail was temporarily closed. The 5 miles we biked were lovely along the river. I'm not sure who you would contact to find out the status of the trail. We were hoping to do 26 miles round trip and got in 13.
I'm slowly checking trails that make up the Empire State Trail off my list so I will compare the Putnam Trailway to its adjacent trails.
Both the North County Trailway and Maybrook Trailway offer a better riding experience in my opinion. They are both slightly longer, are a little less hilly (which could be a positive or a negative) and are in better shape. All three trails provide similar scenery with a good mix of residential, tree cover and a few lakes/revivors.
That being said the Putnam Trailway isn't a bad trail by any means. It is hillier but that breaks up the monotony of a flat trail. Some of the hills are a fair challenge but they are not very long so its a few short climbs followed by a exciting downhill. There are a fair amount of road crossings especially around Baldwin Place but only two or three are busy, the rest were very quiet. I would say the roughest part of the trail is also around Baldwin Place, nothing crazy just a few bumps and cracks. I have a hybrid bike and had no issues with the trail.
The Rail Trails of Rockland county are simply wonderful!
Beautiful trail except for the person that doesn’t clean up from horse riding on the trail.
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 do my run here a few times a month, It is so beautiful I really like it. It is so green and right next to the CT River the air is so clean. It's good for a long run where you can get up to 10 miles and it's a well maintained trail.
If you ride longboard or inline skate. Get ready for terrible ground. if you start from Bolton State Park.. After 6.5 miles of riding... The ground is so mess up. There is so many cracks on the ground. Just be careful. Beside that, this trails has best downhill and cool turns.
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