Explore the best rated trails in Windsor, 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 18 trails covering 190 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.
started in hancock went 6 miles on rocky dirt road then hit nothing but rocks and impassable biking . no warning signs. please do not attempt
Wife a I ride this rail trail every chance we get. Very easy ride. Always start in Simpson and ride north to the red caboose and loop back to Simpson. Best part there is a downward grade back to Simpson so it's a breeze with some great relaxation.
Throughly enjoyed the trail end of the trail needs some work otherwise an awesome ride !!!
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.
Took out bikes on this trail on a lovely fall day — some nice fall colors. Negative is lack of signage, which caused us to go the wrong way at one intersection. Found it easier to bike the road than on the hill portion of Maple Avenue than on the very tiny strip of bike trail on the hill. Biked the trail in the flatter portion of the the Maple Ave. trail.
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.
I tried this trail starting in two spots. First at the north end off 208. The first few hundred yards are good, but then it becomes overgrown. I went through the brush and mud for another few hundred yards, but turned around at a washed out culvert. Next I drove to the north end of the southern section off S road. This was better. Bumpy with roots across the trail. Foot tall grass in most places, but passable for a half mile or so. After the underpass there are several bridges in degrading condition. I didn't dare ride across, but walked these. There were also downed trees in two spots. A little over a mile in I turned around at another rotting bridge that had 3 large snakes (I believe Northern Water Snakes, but not 100% sure).
I wouldn't waste your time with trying this trail.
Started in Roxbury and fell a couple of miles short of finishing trail but headed back. A lot of mud towards Bloomfield section.Can't say enough about the views. Totally fine for any gravel bike or hybrid .
I am on a quest to complete a lot of the rail trails by bike on this app in the upstate NY area. So far I have completed most of the Rochester and Syracuse trails. This sets the bar high as one of the best trails I have done. It has a lot of diverse surface types and scenery. Rode it on 650b x 47mm road plus tires. I wouldn’t recommend going much smaller in width. Some sections can be a bit bumpy. Excellent trail! Highly recommend
We have been riding the D&H for years, as it is only an hour’s car ride away for us. We find the best parking to be at the Forest City Trailhead. It is paved, large, and has an outhouse.
We recently took a 23-mile ride on our hybrids. The trip started at Forest City, riding south to Carbondale. We turned around and went north, past Forest City, to Union Dale. At Union Dale, we turned to the south and ended the ride at our starting point in Forest City.
The trail is an interesting mix of nature, history, and artwork. For most of the ride you are in an isolated area. We had a white tail deer cross the path in front of us. There are many bridges which provide opportunity to view the stream which is running high this time of the year. In Union Dale, you will find a restored railroad car and remains of a mill. In Forest City and near Carbondale, you will find some interesting artwork.
The trail is in very good shape. It is hard packed with small gravel. At one time there were large stones near the Stillwater Dam, but they are no longer there, greatly improving the ride. While there are no large hills, there is a grade going north and you will have to work. We suggest taking this into consideration as you plan your trip.
As others have mentioned, this is a rough trail. Although somewhat scenic, it requires a lot of vigilance to slog through the gravel and overgrown path. We have hybrid tires, so perhaps mountain bikes would offer a more comfortable ride. The high point of our trip was staying at the Stamford inn and eating at the Millpond Inn.
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