Looking for the best trails around Chelsea?

Explore the best rated trails in Chelsea, MA, whether you're looking for an easy walking trail or a bike trail like the Southern New England Trunkline Trail and Heritage Trail (NH) . With more than 107 trails covering 668 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

Concord River Greenway

easy walk, cool trail

October, 2024 by brianhagopian1

A little under a mile, this trail meanders and crosses the Concord River twice, providing great views. Not crowded at all with good views of old mill buildings

Rockingham Recreational Rail Trail (Portsmouth Branch)

Nice views

October, 2024 by arlene.deardorff

We started in Manchester and rode east. The first 3 miles the surface was packed gravel with fall leaves but no rocks. We rode another 2 miles and found the path very bumpy with thicker gravel and rocks protruding. We have 2 inch tires but it wasn’t fun for us. We wanted to bike to Raymond but turned around. We have biked on other packed trails in NH without any issues but this path was worse after 3 miles.

Groveland Community Trail

I use this trail as a connection after I get off Bradford rail trail take Salem st to this trail. Ride it until the end. Then your on the Border to Boston trail.

October, 2024 by jhngrgr307

I use this trail as a connection after I get off Bradford rail trail take Salem st to this trail. Ride it until the end. Then your on the Border to Boston trail.

Accordion

Squannacook River Rail Trail

nice path for leisurely ride

October, 2024 by sweetcfortin

Super well Maintained gravel. Nice views in south side of trail, but the view on northern side is kind of industrial. Trees are gorgeous in the fall. Hope they extend this soon!

Nashua River Rail Trail

Beautiful Biking Trail

October, 2024 by wats7park

Rode the entire trail from Ayer, MA to Nashua, NH then back to Ayer on 10/09/24. Paved the entire length and extremely well maintained with frost heaves painted white, although, one should be careful when sections of the trail are leaf strewn, as it was yesterday. Suitable for walkers, joggers, rollerblading and cycling. This is the nicest trail I’ve ridden since moving to Massachusetts 2 years ago

Granite Town Rail-Trail

Rustic and difficult in parts for bikes other than mountain bikes

October, 2024 by georgerisktaker

We did this trail with e-bikes with 2.1" tires. This all-dirt trail is very rustic and narrow in parts. From the north, after .5 miles you will start to feel the presence of tree roots which at times are very dense - so dense that they are difficult to ride over at any speed. From about .8 to 1.2 miles the trail goes up and down a hill which is all rocks and anything other than a mountain bike will need to be walked.

West Foss Farm Trail

Nice easy trail until it crosses the stream then turns into more challenging path. Small elevation changes. Lots of mosquitoes since it goes next to a stream/bog/swamp

September, 2024 by hrradness

Nice easy trail until it crosses the stream then turns into more challenging path. Small elevation changes. Lots of mosquitoes since it goes next to a stream/bog/swamp

Washington Secondary Bike Path

Trail Construction

September, 2024 by nnnkfpw7zq

The trail in Cranston was repaved recently. There weren’t even lines painted yet! It was a smooth ride. There was one detour due to the paving, but it was an easy ride on a side street.

Ashburnham Rail Trail

Very Enjoyable, Much natural beauty

September, 2024 by tammy.bucklew

I'm in love with this trail. Much of the trail path is dirt, but there is a new area with fine gravel. I find this such a peaceful trail and consider it to be in good maintenance. Thanks to everyone that maintains the trails.

Assabet River Rail Trail

not what I expected

September, 2024 by chleary11

This is a decent trail but there are a few things to note: No parking lot on Marlboro end but I did find parking on a side street. The trail has many street crossings, especially when you are in Hudson. Some of the crossings are busy intersections. The trail ends in Hudson but you can bike along rte 62 for a few miles, then down a side street to pick it up again in stow. That portion of the trail will take you to action. The guide says this is 10 miles but I’m not sure if the Marlboro to Hudson section is 10 miles or if it is 10 miles with the stow to acton portion. Marlboro to Hudson didn’t seem like 10 miles. I wouldn’t go out of my way to do this tri

Air Line State Park Trail

We had a great ride! 6.6 miles. Beautiful day!

September, 2024 by susanmazur13

We had a great ride! 6.6 miles. Beautiful day!

Wellington Greenway

Trail by MBTA station

September, 2024 by oneadventureroad

Wellington Greenway Trail is good place to ride my bike underpass the MBTA purple and orange line trains. Ducks walk by the river pond. I have seen yacht boats there.

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Accordion

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