Looking for the best trails around Pittsfield?

Explore the best rated trails in Pittsfield, NH, whether you're looking for an easy walking trail or a bike trail like the Warner Rail Trail and Bagley Rail Trail and Sugar River Trail . With more than 79 trails covering 495 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.

Recent Trail Reviews

Londonderry Rail Trail

nice ride.

August, 2025 by dmzast

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 !

Windham Rail Trail

nice ride

August, 2025 by dmzast

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.

Salem Bike-Ped Corridor

not paved.

August, 2025 by dmzast

the Windham trail is paved, but turns to dirt when you reach the Salem trail.
Turned around and rode back to Windham.

Accordion

Sugar River Trail

Beautiful & surprisingly peaceful

August, 2025 by ktrenaud

Visited this trail 8/2/25. It rained the previous day which helped with the dust and packing the loose sections. NOT for skinny tires!! I was fine with my gravel bike but had it been dryer it would have been tougher but doable. There were a few ATV's & dirt bikes but they were VERY respectful and always gave us plenty of room on the trail. The river is gorgeous with plenty of access points to get your feet wet. If you're starting out on the Claremont side I'd recommend parking at the Home Depot just down the road from the trailhead. It's slightly uphill all the way to Newport which makes for a very easy ride coming back. Spoke to a local police officer parked at the trailhead and he said they're going to start patrolling the trail very soon to nab speeding ATV's which I consider a bonus.

Eastern Trail

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

July, 2025 by teammc419

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

Nashua River Rail Trail

Nashua River Rail Trail

July, 2025 by rthomps1963

Rode the trail on Saturday 7/5/25. Liked that it was well shaded, rode by water, not many cross overs where you had to stop for cars and not crowded. I liked the trees on both sides. My only complaint would be you really need to make sure you have front end suspension when riding as there are alot of tree roots growing up under the asphalt- bumpy- outside of that it was a great ride!

Rockingham Recreational Rail Trail (Portsmouth Branch)

RRT Portsmouth Branch

June, 2025 by lynchdrl1951

Great trail. Bad culverts!!!

I bike rode Rockingham Rail Trail, Portsmouth branch for the first time today 6/29/25. Headed from Manchester east out 15 miles and back. Very nice trail, good base and I enjoyed the trail very much. HOWEVER, those underpass culverts 7-8 miles east of Manchester are DOWNRIGHT DANGEROUS!!!!! Very low clearance, terrible visibility, and a deteriorated and uneven riding platform all contribute to a recipe for a terrible accident and injury. I am a good rider, and I crashed today. I was barely creeping along and fortunately I was not seriously Injured. Something needs to be done to make these less dangerous. I do not know who is responsible for maintaining these underpass culverts, but please consider my concerns. I would volunteer to assist in improving these hazards. Reread the description and walking bikes in these culverts was recommended and I would agree. On site signage would be a good idea also. The trail gets 5 stars the culverts get 0 stars.

Nashua River Rail Trail

Awesome exercise route

June, 2025 by yw8km5gp4n

The Nashua River Rail Trail is terrific. It's long, smooth, well-maintained, and beautiful. Since it lies in a relatively rural part of Massachusetts, I find it to be a lower-key ride than its eastern cousin, the Bruce Freeman Rail Trail, but still well-used. There's less to see and do along it, but that might be exactly what you're looking for. Wholeheartedly recommended.

Bruce Freeman Rail Trail

Top-notch in every way

June, 2025 by yw8km5gp4n

Without question, this is one of the best rails trails in Massachusetts -- maybe even New England as a whole.

The northernmost section, closest to Lowell, are clearly older -- it's fairly narrow and the way through the center of Chelmsford isn't super well thought-out. As you head south, it quickly turns into a wide, well-maintained, gorgeous trail with beautiful scenery and a serene vibe. There are places to stop for food; a couple of swimming holes; NARA Park in Acton; the fabulous bridge over Route 2; the convenient access through West Concord, and more as you proceed -- including an intersection with the future crown jewel of Massachusetts rail trails (the Mass Central Rail Trail). The BFRT is now mostly complete as of 2025, and I think the only section still waiting to be built is the southernmost section in Framingham. I love the Bruce Freeman and I bet you will too.

Derry Rail Trail

I ride my bike & walk this trail & downtown Derry is a great bike ride to Salem, 14-miles round trip and always free parking ¿

June, 2025 by n8urelvr67

I ride my bike & walk this trail & downtown Derry is a great bike ride to Salem, 14-miles round trip and always free parking ¿

Allenstown Rail Trail

I enjoy the trail. I've seen cows bunnies and birds.

June, 2025 by two4disney

I enjoy the trail. I've seen cows bunnies and birds.

Roland Bergeron Bike Path

Nice trail, but a little bumpy

June, 2025 by 7v7p9qb8yj

This was my first time on this trail, and I really enjoyed it. The views were amazing but there was one big take away I have for next time. If you can, bring a bike with suspension. I had my road bike and REALLY felt the poor condition of the path. It was still very bike-able though.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.