Looking for the best trails around Medfield?

Explore the best rated trails in Medfield, MA, whether you're looking for an easy walking trail or a bike trail like the Southern New England Trunkline Trail and Swampscott Rail Trail . With more than 116 trails covering 682 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

Southern New England Trunkline Trail

A gravel riding sampler trail.

November, 2024 by walkinator007

This trail is a mixed bag. I mean literally you can expect to see everything from nice paved road, to chunky, rocky eroded sand, and everything in between. A fair amount of light gravel and packed clay and dirt for fast gravel riding. some sandy parts where you’d benefit from a wider tire. some chunky rocks and eroded sections. If you’re doing the whole thing, gravel or hybrid bike at the least. Wider tires and suspension are recommended. I did this on a gravel bike with relatively narrow all terrain tires and it was great most of the time but definitely not optimal for the roughest sections. overall this ia great trail to learn gravel riding and test your bike’s capabilities.

Nashua River Rail Trail

Long and fast trail

November, 2024 by georgerisktaker

Very long for a paved trail and the few road crossings do not have much traffic. There are no more roots coming through the pavement than one would expect, and they all are painted white where they exist. A fast trail. There are towns in both the northern and southern part of the trail to grab food and/or drink. The trail is mostly in Massachusetts.

East Bay Bike Path (RI)

easily makes the top 4 bike trails in the state.

November, 2024 by walkinator007

This path passes through a state park, is shaded, there's quite a decent hill climb and windy section on the north end, but the rest of it is easy.

Accordion

Washington Secondary Bike Path

Quite the good climb going south

November, 2024 by walkinator007

as of october 2024 this path is paved and quite nice.

Blackstone River Greenway

Wonderful trail

November, 2024 by walkinator007

This is my favorite trail in the state, very scenic along the river. best part is from woonsocket to lincoln. Some parts of this trail through the city are poorly marked and you need to share the road with cars.

Salem Bike-Ped Corridor

The north is a great RT and the south funs along a major shopping highway

November, 2024 by georgerisktaker

Trail connects seamlessly to Windham RT and Methuen RT and these two trails have connections to Derry RT and Spicket River Greenway for a total of 18.75 miles of connected trail.

The northern part of trail is like Windham (excellent), but southern part of trail (1-mile) runs along highway 28 and is not good hardpack (a black dirt gravel).  The trail is wide and protected from vehicles but there are lots of stops to let cars depart from stores along the route (lots of button pushing at traffic lights).

Windham Rail Trail

The best of three connected trails

November, 2024 by georgerisktaker

Part of an excellent run of connected trails including Derry and Salem Bike-Ped. Wide trail with great scenery including water.

Londonderry Rail Trail

One of the best!

November, 2024 by georgerisktaker

Excellent paved trail. Like Derry it can have lots of people.  Go during non-peak hours. Too bad it doesn't connect to another trail.  We went ¼ mile south of paved trail which was not bad (could only average 8-10 mph and reversed course at a rutted bridge.  One of the best finds of October (we did 24 trails).

Derry Rail Trail

Part of a great run of connected trails

November, 2024 by georgerisktaker

Excellent and scenic trail. It starts just north of town.  Great connection to Windham Rail Trail.  Avoid peek exercise times as many visit this trail.

Brookline Rail Trail

Brookline Rail Trail

November, 2024 by georgerisktaker

Rustic dirt trail that is like Granite Town RT (is a little easier) as it is dirt and connects with it.  We quit at the Teva section as signs were posted "Private Property," even though camp was not in session. 

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

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.

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Accordion

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