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 Northern Rail Trail and Warner Rail Trail and Bagley Rail Trail . With more than 75 trails covering 465 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

Garrison Trail

DOGS NEED TO BE ON A LEASH

April, 2024 by inluvwsl

The trail itself is excellent. A great place for a leisurely walk, bike or skate between Newburyport and Amesbury with options to continue/connect to the rail trail for a longer trek. But while the trail is awesome, I don’t understand why people feel entitled to let their dogs roam off leash along the trail? This makes it not only uncomfortable for those walking, but dangerous for those biking or skating that don’t want to be chased by a dog, friendly or not, that can be the cause of an accident. It’s really not the dogs fault… it’s the owners ignorance and disrespect for anyone that shouldn’t have to alter what they are doing in order to be deal with your dog. If you want to walk your dog off leash, there are numerous other places nearby that can accommodate you.

Bruce Freeman Rail Trail

Great for training half and full marathon

April, 2024 by trishle9

There’s tons of long stretches of trail that doesn’t require you to wait for pedestrians signals. And not many major intersections stops. Trail is mostly flat with a few rolling inclines and declines.

Boxford Rail Trail

Nice extension to the Topsfield/ Danvers trail

April, 2024 by antiquecaddy

This is a nice trail. It can be a bit hard to ride with road tires, much easier with a hybrid. You often run in to walkers, the people who use this trail are always friendly. It is a Part of the East Coast Greenway and a nice extension to the Topsfield / Danvers trail. I have run into "through riders" doing some part of the East Coast Greenway.

Accordion

Sugar River Trail

amazing Trail

April, 2024 by nariipr

We had a great time on this trail, which was easy to navigate. It was our first outing this season since we acquired an ATV for my wife and we enjoyed spending time together while exploring nature. We encountered people walking their dogs and bikers along the way. The trail was well-maintained and clean. We made sure to slow down and say hello to everyone we met. We will definitely be back on this trail again!

Garrison Trail

Nice Trail

April, 2024 by dvcummingsii

We did the first two miles from Park n Ride in Newburyport up until the intersection in Salisbury before returning back for the two mile trek back. Crossing over the Merrimack River 95 Bridge was beautiful. Recommend for all bikers but especially first time riders as it’s a smooth ride.

South Manchester Rail Trail

Nice trail

December, 2023 by andtun1

I live in the area & have walked my dog using the section from S. Beech to Gold Street for years. A new section from Gold to Perimeter Road is finally completed as well. I can't wait to try the new section in the summer when I can ride my bike or rollerblade.

Nashua River Rail Trail

Nashua River Rail Trail

November, 2023 by thejake91739

I traveled all the way from California with high expectations for this trail and I wasn't let down (except for the repairs being made on the damaged portion of the trail). It's all good. I made it work.

What an awesome trail for a mid October bike ride!
- The colors of the trees reflected upon the numerous ponds and lakes.
- The pleasant chirping and squawking of active birds.
- Leaves fluttering gently to the ground.
- A wide, smooth path carpeted in golden brown leaves.
- Historic buildings.
- Industrious squirrels.
- Old, historic stone walls.
- Deep, dark woods.
- Rolling, grass covered hills.
- Harvested pumpkins on a farm being sorted into bins.
- Goats, horses, and the friendliest trail users you could ever hope to cross paths with!

I took a leisurely four hours out and back and over 200 photos and video to capture my wonderful memories of this trail. Thank you Massachusetts and New Hampshire!

Eastern Trail

Eastern Trail - Biddeford to Kennebunk

November, 2023 by thejake91739

Imagine having a country estate in the woods of Maine and being afforded the opportunity for long, leisurely strolls down your own private lane. That's the feel of the Eastern Trail experience from Biddeford to Kennebunk.

I did it on a bike rather than on foot, but most of the friendly locals I encountered were walking or jogging to take advantage of the ideal weather and perfectly flat, smooth trail for a mid October afternoon outing.

Because of the natural trail surface and the spectacular fall color, I chose to take it nice and slow in order to savor my time there. I can't imagine doing this trail any other way since I found myself carefully peering into the woods on both sides taking in the sights.

My memories of this trail are of simplicity and peacefulness: a beaver pond here, a small creek winding through the woods there, the crossing of the Kennebunk River, a single track muddy path up to Alewive Road in Kennebunk after crossing over busy Highway 95, conversing with friendly local bicyclists, and of course the wooden rail fences lining much of the leaf carpeted trail through the gloriously colored woodlands.

Cotton Valley Rail-Trail

Beautiful fun trail

October, 2023 by bob150

My wife and I love this trail. We ride trails throughout NE and in NY and PA. This one is right up there among the best. The first leg from the Sanbornville roundabout has some rough sections that can be easily avoided by starting at the next parking area. ( where there is a spotless rent-a potty). From there the trail is smooth dirt surface. It is one lane wide either along side of the old tracks or between. Although it doesn’t make for good side by side riding it gives the trail an intimate charming feel. It crosses inside and outside the tracks often which is easy and makes it more interesting. The views constantly amaze and a f

Cotton Valley Rail-Trail

Beautiful

October, 2023 by virginia.gambrell

One of the most beautiful rail trails in NH. In the fall it is breathtaking. It is quite narrow though, so passing requires one to step off the trail. The trail crosses over the tracks every mile or two and there's been mats or planks placed there to make crossing easier with bike tires. However for the most part the mats have been worn down so much they're mostly useless. There are also many spots where the chip and sand have eroded away so dismounting is necessary.

Stevens Rail Trail

This was a great ride in both directions. After talking with Tim at the Warner Fall Foliage Festival we found out they were adding more trail on the other side of the bridge starting next week.

October, 2023 by imaginetravelsgd

This was a great ride in both directions. After talking with Tim at the Warner Fall Foliage Festival we found out they were adding more trail on the other side of the bridge starting next week.

Rockingham Recreational Rail Trail (Portsmouth Branch)

Smoother ride from Newfields end

October, 2023 by rf0595

My brother and I had no problem riding this beautiful trail on e-bikes with 1 5/8 inch tires on a weekday in Sept. 2021 and again in August 2023. Both times we rode west from Newfield and noted that the trail has noticeably more rocks as we headed west of Raymond. We were glad we had front suspension forks. Dearborn Forest just past Onway Lake was our turnaround point at about 17 miles. At Route 125 (Main St.) in Epping, be sure to take the right trail at the fork to continue on the Portsmouth branch. The left trail is the Fremont Branch where you may find yourself riding with ATV's.
At Freetown Road (Route 102) in Raymond, McDonalds is just south of the trail. If you are looking for a tastier burger and have more time, go north one block on Route 102 to Route 27 (Hannaford on your right), then go left one block to Tuckaway Tavern & Butchery (featured on Guy Fieri's "Diners, Drive-Ins and Dives" television series).

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