Find the top rated inline skating trails in Arlington, whether you're looking for an easy short inline skating trail or a long inline skating trail, you'll find what you're looking for. Click on a inline skating trail below to find trail descriptions, trail maps, photos, and reviews.





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Easy access, clean blacktop and nearly unlimited distance in either direction! Outside of the Morgan Park entrance this is the best bet!
Decent walk and view. As of October 2026 bathrooms are not open ever.
We did this trail in two days. We learned that it is not quite complete from Hillsdale to Wassaic. Trail is closed from Black Grocery Road to Orphan Farm Road about 1.5 miles. So be warned that as of Sept 15 you can’t quite go completely through YET. Above Millerton and below are almost two completely different trails so we were happy to be able to stop and explore at our leisure. Above is really farm and marsh lands while below has more towns and historical things to see and do. Millerton, has many places to eat and a great mid stop. The leaves are not turning yet but will be beautiful in the colorful fall. I heartily recommend the ride.
Rode entire trail roundtrip on a sunny August day. It's a great trail with a great paved surface. Scenic, too. The southern trailhead (Wassaic) has a direct train connection to New York City, so it's just a matter of time before it's discovered by folks from the city for a day's ride.
Town of Millerton in center of trail had the best facilities for a mid-ride break. Copake Iron Works Museum at Taconic State Park and close to the trail also well worth a visit.
The trail is primarily shaded with a few places that are not. You are mostly surrounded by trees, with only a couple of bridges or water views. It’s nicely maintained packed gravel. Keep a watch for the signs that tell you where the poison ivy is.
Cute park area, playground for kids, pavilion, picnic tables, grills. Boat launch and museum, although the museum had a sign that it is no longer open. I parked at the visitor center and biked the Heritage Trail. Easy, gravel, a couple of ponds along the way. Ends at 209.
Flat, paved rail trail. Dead ends at almost one mile. Located right in Port Jervis town.
Hubby & I went this morning for a trial run with my new e-bike! It was tons of fun!!!!
Beautiful views, well kept and wide trail. Olive to Boiceville has best views. "Road Bikes" are named to be on the road.
Mostly cinder. Started from access lot off of RT 7. Shared RT Trail with the Town Of new Milford. Parallels an active track. Good variety of terrain and scenery..
We are casual cyclists (no ebikes) and decided to take a short ride on this trail. We parked at the Nassau Lake Trailhead which has about 13 parking spots. We headed towards East Greenbush and cycled about 8 miles before turning around. The 8 mile section of the trail we cycled was paved and very well maintained. There was a slight elevation gain in this section but made for a nice downhill on the way back. There were no amenities on the 8 mile route. The trail had a couple of easy street crossings but was mostly off-road.
On the way back, we continued pass the TH parking for about 3 miles to the Village of Nassau to have a look. There is another TH in town next to a small park and across the street from an ice cream shop. This section of the trail in the village was flat. If we had the time, we would have gone further.
I would recommend this trail.
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