Looking for the best trails around Dedham?

Explore the best rated trails in Dedham, MA. Whether you're looking for an easy walking trail or a bike trail like the Spicket River Greenway and Bridge Street Bike Trail. With more than 113 trails covering 596 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

Middleton Rail Trail

nice trail

June, 2023 by louelect

The trail is longer now I use it for my e-bike to go to Supinos Danvers from Middleton

Charles River Bike Path

Nice Ride & Way to Get Into the City

June, 2023 by tbrennan211

Was mostly a road rider in the Boston suburbs until I decided to ride into the city one day. All the stopping & restarting with traffic lights on every block drove me nuts. That's how I found this trail. A very nice way to get into the city, running along the Charles River and providing great views. Although the trail is widely used, you still don't have to stop very often at all and are easily able to get around other joggers, walkers, etc. A worthwhile ride to add to your list of completed trails.

Charles River Bike Path

Nice Ride & Way to Get Into the City

June, 2023 by tbrennan211

Was mostly a road rider in the Boston suburbs until I decided to ride into the city one day. All the stopping & restarting with traffic lights on every block drove me nuts. That's how I found this trail. A very nice way to get into the city, running along the Charles River and providing great views. Although the trail is widely used, you still don't have to stop very often at all and are easily able to get around other joggers, walkers, etc. A worthwhile ride to add to your list of completed trails.

Accordion

Mine Falls Park

Not for Road Bikes but Great for Hybrid or Mountain Biking

June, 2023 by tbrennan211

A very nice park leading from the center of Nashua to the YMCA. Really a nice asset for the community. As very little of the trail is paved, I suspect it would be difficult for road bikes but for anyone with a Hybrid or Mountain Bike, this is a nice get away. It weaves through both woods and along the waterway, providing a nice feeling of getting into nature. Definitely worth checking out for a ride someday.

Minuteman Commuter Bikeway

Nice for Pedestrians but Too Short & Crowded for Cyclists

June, 2023 by tbrennan211

A very nice trail which is well kept. As such, it is quite crowded with walkers, runners and rollerbladers and understandably so. That said, for cyclists, I would recommend looking elsewhere. Not only is the trail on the shorter side but with so many other users, you'll find yourself constantly weaving and even stopping due to congestion.

Rockingham Recreational Rail Trail (Fremont Branch)

Beautiful trail, depending on what you want to do.

May, 2023 by traillink812

Gorgeous trail to ride a gravel bike from Epping to Fremont (5mi). The Fremont to Derry (rt 28) section is heavily utilized by ATV's and trail bikes, resulting in about 13 miles of loose sand (some areas were about 2" deep) with small oasis's of packed dirt, it's doable - but not pleasant. The last mile from rt 28 to the Windham rail trail is lovely to ride. The Sandown train depot looks to be worth checking out (a museum, open on Saturdays), but they were closed when I went by.

Fresh Pond Bikeway

The trail is beautiful and well-maintained. However, the parking area listed (Kingsley Park) in the description is for residents only. It is strictly enforced.

May, 2023 by bridget.t.murphy79

The trail is beautiful and well-maintained. However, the parking area listed (Kingsley Park) in the description is for residents only. It is strictly enforced.

Nashua River Rail Trail

Great Trail, Signage is Strange

May, 2023 by jarekiotalk

As for rail trails go, this one the cream of the crop. It is very flat and paved. People with narrow tire road bikes will do just fine. I believe it is a mile or so longer then what they say it is.

An odd thing about this trail. When you pull into the parking area on the Nashua end, there is no clear signage that it is the Nashua River Trail. Heading out of the parking lot, on the trail, I noticed the back of the signs marking it as the Nashua Rail Trail . It seems the signage should be on the other side of the trail with the writing of the sign being in front of you.

Bruce Freeman Rail Trail

Definitely Worth Checking Out

May, 2023 by tbrennan211

On the Lowell end of the trail, about the last 2 miles or so, you run parallel to route 495 and cross under Route 3 so the traffic noise is noticeable, but otherwise, a VERY nice trail. Mostly through the woods and with a number of bodies of water along the way, including a beach for you to enjoy. What's almost unbelievable is the condition of the trail as it seems like it must have been just paved as there are practically no bumps, frost heaves or potholes. You'll never set a personal best for speed on this trail as there are a number of crossings, often to just 2 or 3 homes on the other side, so while the chance of traffic is minimal, you'll still need to slow down or stop. That said, a thoroughly enjoyable ride of 30 miles, all the way down and back. Definitely worth checking out!

Marblehead Rail-Trail

amazing

May, 2023 by conradasteiner

I do this trail all the time I recommend it¿¿

Haggetts Rail Trail

love

May, 2023 by jring183

Flat, easy, not a ton of parking

Southern New England Trunkline Trail

Douglas, MA to Thompson, CT

May, 2023 by aplennon

We started in Douglas, MA, at the parking lot on Rt 12/South St and road westward. The SNETT connects to the Airline trail in E Thompson. We finished at a parking lot on Rt 12/Riverside Rd in Thompson, CT, just south of Acme pond. Round trip was 22.5 miles.

The trail in MA is a mix of conditions and needs some grooming. Still some shallow puddles and wet spots, but all rideable. I recommend a gravel bike or mountain bike, something with at least 45mm tires (my bike). My wife road a hard tail mountain bike with 2.20in tires and had no problems. A front shock is a plus, as the trail had occasional rocky stretches, and a shock will help in those parts.

The trail in CT is in good shape, groomed, and smooth. A mountain bike is not needed on this stretch of the trail, but a bike with 30mm tires or less would not be a good idea for the average rider.

Find Nearby City trails

Accordion

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