Explore the best rated trails in Pittsfield, NH, whether you're looking for an easy walking trail or a bike trail like the Border to Boston Trail and Topsfield Linear Common . With more than 79 trails covering 500 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.
This trail is a 4-mile (round trip) trail in Belmont. Although short, it is clean, well cared for, and packed with treasures and great views. The trail has plenty of parking and includes a book trail for kids, two covered bridges, a cornfield, small water views, seating options, and fields of flowers. Although I found the four gates to be part of the adventure of checking out a trail for the first time, some people may not appreciate having to get off and on their bike. However, the trail does go through a private farm, so be respectful and enjoy the views as you navigate each gate.
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.
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.
Pretty nice, short portion of paved trail. I parked at IHOP to check it out, lots of parking. Methuen did a good job with their section, now is time for Lawrence and Salem to pave their sections to connect with Windham and Derry. With just this one section finished it is likely only locals that currently use it but it will be great when it is part of the larger network.
I have ridden the Methuen/Salem/Windham/Derry links of this former rail line and today did this section. It is flat, nicely paved with good parking options, traveling through some suburban and commercial stretches, a few wooded areas, even past a former reservoir but is mostly uninteresting. However, when the missing pieces are connected, and the embarrassingly poor Salem section is finally paved it will be great to travel all the way from the Lawrence, MA line to at least Manchester airport and then hopefully on to Lebanon some day.
I haven't been on this trail for a few years so was disappointed to find there is still an issue with bumps from tree roots and small sink holes. I did not do the entire trail because of this. It is too bad because it is a nice trail.
Rode this trail today (7/17/26) in combination with several other adjacent trails. Smooth, well-paved, lots of rest stops, beautiful marsh lands, continued onto the Clipper City trail at the southern end in Newburyport. One of the nicest trails I've ridden.
Outstanding trail wandering through Newburyport, great mix of quiet woods and urban setting. The Trail has been completed to include the piece from the cemetery to the train station, making the entire route complete. Wonderful experience today!
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.
Pleasant ride on this crushed stone surface, using my hybrid. Very short section that still has rails and ties and requests that bikes go around on the sidewalk, but easily joins back up to the actual trail after about 100 yards. The eastern end terminates in the Squannacook wildlife management area, with walking trails to follow down toward the river. If you are looking for a nice short ride that's under 10 miles total, this is a good one to choose. Stop for a bite at the local diner in Townsend center, or an ice cream.
The trail in the north is 80-90% full sun exposure in the summer. Just be aware if you're going out for a long run. It did start to get shady about 2 miles after the skate park.
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