Find the top rated inline skating trails in Hillsborough, 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.
Paved. Runs through Lebanon. This trail is a must if you are going to do the Northern Rail Trail.
Longest trail in State and is deservedly well rated by most. It is a consistently groomed crushed stone trail with few roots and rocks. Not many places to stop and sit which on a long ride can be helpful. Make sure to ride to the statue at the southern trail head.
Great views and we enjoyed the changes in grade and the turns, but a very short trail. Must be combined with Winni Trail, but that is also short.
Most of the trip is paved and runs through the town of Laconia. There appear to be homeless people (campers at least) on one portion of the trail. Short trail that must be combined with the WOW trail for a longer ride (still short).
June 6th 2025
The Mrs and I rode this beautiful trail from North Hampton to just short of Belchertown, and back.
The weather was great and the trail is mostly shaded, so the ride was superb.
I'd have no objection to doing it again.
We started at the south end and rode ten miles before turning around. We would have gone further except it was getting late. The trail over all is in good condition. There hasn’t been a lot of rainfall recently so the trail was dry. We ride ebikes with four inch off road tires. On the day we rode the condition of the trail was good enough for most riders but we don’t recommend road bikes.
1st time we went south to combine with Methuen trail, some crossing lights were not working, a part of trail is hard packed dirt so a wider tire made it easier
rode 7-30-25 parked at Symmes Dr in bus depot lot - no directions for where to park. Mile markers are facing the trail, instead of perpendicular , so they can't be easily read while riding - missed a few along the way. Also signage at entrance areas should include direction and milage to either end. Thought we could hook up to the Derry trail, but that didn't happen - couldn't find it - again, signs would help !
Rode on 7-26-25 Needs mile markers at Windham end. Slight incline from Salem to Windham. The Windham trail is paved, but turns to dirt when you reach the Salem trail. Turned around and rode back to Windham.
the Windham trail is paved, but turns to dirt when you reach the Salem trail.
Turned around and rode back to Windham.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
Map Search
