Explore the best rated trails in Callicoon, NY, whether you're looking for an easy walking trail or a bike trail like the Lackawanna River Heritage Trail and Trolley Trail (Lehigh Valley) . With more than 33 trails covering 332 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 have ridden from Lansboro to Steven's Point several times. I'm from the area and can't find the trail from Steven's Point to Starucca. Where can I pick up the trail to Starucca.
A fairly easy ride with wonderful scenery and an abundance of entry points along the trail.
Not a bad ride if you are already riding in the area , not much to see and very short .Not to far up is Port Jervis watershed park area several miles of paved road leading to a look out out the city of Port and various off path trails ( rough terrain )
Great trail a must do . FYI bridge #1,2,3,4 were under construction but are now complete and the trail is open complete . When in Monroe just before overpass there is a good burger and place called Wayback burger . You have to pedal through a gas station lot but it’s next door .
Started 3 miles south of New Paltz & ride all the way to Kingston , plenty of places to eat & drink in New Paltz after that there is a farm brewery on your right going north & a little health food eatery in the middle of nowhere by a campsite on the left going north after that you come to get Rosendsle trestle , the mining caves ( you can feel the cold air mass as you ride by ) Once you get to Kingston you pedal via rroad to the town
Trail is all gravel so be careful ! It starts in the center of town in New Paltz goes into a field of green & a view of a mountain it’s ok but I would not do again .
Started in Simpson and headed north. The first 12 miles is very nice, except for the occasional noise from the ATV trail nearby. The next eight miles is a little rough, but not too bad. Then a mile of the trail was very soft, like they were working on the trail. After that, it becomes VERY rough - riding on balast. Some very nice scenery; has the potential to be a great trail - if they ever finish cindering the full length of the trail.
Nice trail a must do . From Kingston it’s paved at least 5 -6 miles the rest is easy ride great scenery !
Tried this trail with 35mm's but it's really a mountain biking trail. Single track and a bit overgrown in places. I'm sure other parts of it are nice. I wish it was a bit more maintained and wider.
This isn’t the most scenic trail in the world, but it’s in spectacular condition, paved from end to end, busy on weekends but never overcrowded. There are a few nice stops along the trail. Beware: there is a slightly confusing part in Goshen where the trail has a short gap - the signage is not great so you might fumble around to find the next section, but it’s totally worth the trouble.
Wildly inconsistent and discontinuous trail. Has potential, but I sense it will be many, many years before this will rival the trails on the east side of the Catskills. Skip this and just go to the Heritage Trail in Middletown.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!