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











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Rode the trail from Lebanon till it got too cold. About 5 miles and then turned around and came back. Nice trail for a fat tire E bike. A few bumps but not too bad. Was very busy when we rode, but it was plenty wide enough that it did not cause a problem. Mostly shaded ride. Would have liked to go the entire distance.
We rode from Pittsfield to Adams and back. Very nice trail. 50% shaded. Ate lunch at AJ‘s at Adams. Nice restaurant in an old train depot. Limited parking at the beginning in Pittsfield. Start your ride at the next parking area to the north. Lots of lakes and rivers running next to the trail. Asphalt the entire length of the trail.
We rode the whole trail. It's smooth, scenic, and frequently bathrooms. The leaves are turning, such a beautiful trail. A must ride. It should be a Hall of Fame trail.
Biked end to end on a beautiful summer day. An absolutely beautiful paved trail with lots of water features to see - lakes to the south, river further north, and views of the mountains. Nice trailside pub in Adams and other eateries, including ice cream. Well-loved, with lots of walkers and skaters, as well as riders. Benches and picnic tables aplenty. One of the best trails I've had the privilege to ride. The only way it could possibly be better is if it was longer.
Correction to someone else's review: trail goes gently downhill south to north (not north to south) from Cheshire to Adams.
I was involved with the development of this trail so my review is somewhat biased. The eastern half in Merrimack County (Danbury to Boscawen) is in beautiful shape (due to federal financing) with a nice stone dust surface. The western half (Grafton to Lebanon) is much more scenic but was done mostly by volunteers with some local funding so has a highly variable surface, great in areas and poor in others.
Highlights include the trail in Lebanon as it crisscrosses the Mascoma River, in Enfield where it runs several miles alongside Lake Mascoma and downtown, and all of Merrimack County thanks to its trail surface.
I dearly wanted to give it a 5-star rating but had to admit that it was a bit of a slog going through the central (and high point) towns of Grafton and Orange. Wish the state of New Hampshire would put some resources into this trail, which would truly make it a premiere destination and top-rated trail.
If you are a dedicated mountain biker than this would be a 5 star. Don't do this trail if you don't have a mountain bike or those fat tires. I was on a mountain bike, and my son had a regular bike. The beginning of the trail is easy and lovely. Once you connect with the trail (beautiful water views) the trail becomes mostly rock with some sand. Passed 1.8 miles the trail is impassable with our bikes. Somehow we made it out and back without falls or bike damage. I have biked other ski trails that were more compacted sand and dirt with some rock. This is not that kind of trail.
We rode mountain bikes from Claremont to Newport. Nice easy ride. Only met a few others on the trail. We saw a blue heron, 2 hawks, blue jays, and beautiful mushrooms. There were spots on the trail that had a good bit of gnats. The covered bridges are wonderful.
Awesome trail. Smooth surface and great views. Also lots of different places you can join the trail. We started a little further north to skip the more industrial part of the trail.
Trail lacked any evidence of maintenance. Rode from Hinsdale to Winchester.
I did the entire trail, excepting the on-road portion in New York. Each section (the two in Vermont and the central part in New York) was quite different from the others, so I've broken my review into 3 parts.
The northern Vermont section (Poultney to Castleton) was in good shape and appears to get a lot of use, maybe 3 to 1 walkers to bikers. The surface of quarter inch gravel was not ideal, but enough has been brushed aside over the years that the ride was smooth and comfortable. It is well-maintained, mowed with no washouts or potholes, and just the right number of historical signs. It is generally well-shaded but probably the least scenic of the three sections.
The southern Vermont section (West Pawlet to West Rupert) was much more open and scenic, especially near Rupert, but Vermont's choice of quarter inch gravel surface is still generally in place so slows down the ride. A short detour to the general store in West Rupert for ice cream was a treat, as was a trail-side stream at the southern end to cool off in. The gentle slope made the northbound ride here more enjoyable than the southbound one. The trail was as well maintained as the northern portion. Ratio probably 4 to 1 bikers over walkers/joggers but fewer of both than the northern section.
The middle section in New York (West Pawlet to Middle Granville) was completely different. Parts of the surface were cinder (perfect for riding) while other parts were completely grass covered (and mowed) and as a result felt much like riding on someone's lawn - soft and slow. The scenery was less interesting, but the section in Granville was nice, with a park and B&B right on the trail. I didn't have time to explore the town, though. Despite the sunny Sunday, I saw few others using this part of the trail.
All in all, the trail was OK and has a lot of potential. With a better stone dust surface, I would have given it a 5-star. If the 4-mile break in New York between sections were completed, this would become a destination ride. With fall colors, it would be exceptional.
2.5 stars. Entered the trail a the far western end on Hancock Rd. near Skatutakee Lake. Biked eastward for several miles. Mixed surface (dirt, cinder, sand & forest floor). This trail is rough and best suited for fat-tire or full-suspension mountain bikes. You could do it with a gravel bike but be ready for a very bumpy ride. Partially buried track ties and roots cover roughly over a 3rd of this segment of the trail. The swamps and brook are absolutely beautiful. There are a few benches for a peaceful stop. The trail has a gentle decline most of the way so be prepared for the uphill on the return trip. Mostly shaded so sunscreen isn't needed but bug spray might be a good idea if stopping for prolonged periods. The bridges are beautiful & well maintained. The signage is discreet & informative. This is a wonderful all season trail that I plan to return to in foliage season. It has a lot of potential but in its current condition it has a LONG way to go to become a destination that will attract tourists & generate $$$ for the local economy.
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