Looking for the best trails around Duxbury?

Explore the best rated trails in Duxbury, MA, whether you're looking for an easy walking trail or a bike trail like the World War II Veterans Memorial Trail/Norton Rail-Trail and Border to Boston Trail . With more than 79 trails covering 552 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

Narrow-Gauge Rail-Trail

Parking info

October, 2026 by jbhostage266

The trail map indicates there is parking at the crossing with Pine Hill Road, but it is not really designed as a parking area. There is room for one or two cars to pull off the road. There is a real parking lot with room for maybe a dozen cars at Sweetwater Avenue, the location of the Fawn Lake Conservation Area.

Cape Cod Rail Trail

map is wrong outside of orleans

September, 2026 by webz_tl

Map shows straight path but you have to take a 1/4 mile jog on the main road. Poor signage.

Cape Cod Canal Bikeway

Cape Cod Canal Road. West side.

September, 2026 by toddburrparts

Excellent surface smooth. September ride perfect weather.. fairly strong headwind Gowing South. But manageable. . Excellent views of the bridges boats and bikers. Highly recommended in the area.

Accordion

Tri-Community Greenway

Great in section, too many road crossings

September, 2026 by robertbgates13

This trail has several wonderful, delightful, beautiful sections. But there are a few too many street crossings, and the signs could be better for those who are new.

Shining Sea Bikeway

amazing trail

August, 2026 by sun.girl72

Once we figured out how to access the trail from the trailhead (hint.. it's tucked in right at the railroad tracks), we proceeded on to enjoy the beauty of this trail. As a first timer to the Cape, this trail showed me all I had hoped to see and experience. From woods, to murals, to water features, the rock beach and then finally the ferry, I was in awe the entire ride. You will find some tree root areas to be aware of and it's a busy path in many places but so worth it.

Cape Cod Rail Trail

decent paved trail

August, 2026 by snlvr

Although not as scenic as I had hoped it would be, it’s a nice enough trail. It can be busy with walker, runners and bicyclists of all ages. Many places that cross over roads but drivers seem to adhere to signs to watch for pedestrian and bike traffic. Trail is well marked as far as signage goes. There is one section that goes on a regular road for a short time but there is a bike lane and good signage to follow. Trail is largely shaded by tree canopies.

Washington Secondary Bike Path

Lovely lovely trail!

August, 2026 by amygallatin

We rode from the parking lot at Quidnick St. in West Warwick to the abrupt end of the trail in Summit (Coventry), about 20 mi round trip. Pavement in very good shape. Trail is shaded for much of the way making for a pleasant ride. Lots of views of ponds, lakes, reservoirs and streams. Significant uphill climb to the end of the trail in Coventry but a screaming downhill for much of the way back. We plan to return in the fall, foliage will doubtless be stunning. Trail is paved throughout, and the western part of the trail is shared with equestrians, although sadly we did not see any.

Pine Tree Brook Path

Good for little kids Mountain Biking

August, 2026 by andrew.magruder

My 6 and 9 year old grandsons rode the 2.5 round trip with maybe 100 feet of walking their 20” mt bikes over rough spots and a couple of logs. The trail is 95% shaded. We parked on Breck Rd and crossed Thacher Rd to the trailhead. Lafayette Rd has a large circle at its end by Pope’s Pond that you clearly can park at.

Charles River Bike Path

Skip the Western End

August, 2026 by trylondm

This trail gets better and better as you get closer to downtown Boston. It also gets more crowded. Very scenic with lots of views of the river and such, but as always in Boston, there will be detours here and there due to construction. Probably gets better the more times you ride it and get to know its quirks. Not a trail if you are looking for speedy biking due to the number of pedestrians, runners, and other folks - it is certainly well-loved by Bostonians!

Western end beyond the Galen Bridge to Waltham gets squirrelly with odd and sometimes confusing routing and signage - not recommended unless you've got all day like I did.

Upper Charles Trail

Tale of Two Trails

August, 2026 by trylondm

Biked end to end today. Best described as two very different rail trails that are joined by a squirrelly connection.

Holliston (eastern) end is beautiful stone dust surface. It can be soft in places but is a terrific, well-maintained trail with excellent historical signage (think Casey at the Bat) and an unusually attractive short tunnel. Trail is long and straight and crosses several swampy water features chock full of flowers and wildlife. Sadly, the trail ends abruptly at the Holliston border with Sherborn with a short connector to a small parking lot.

The Holliston segment changes to pavement at the Milford town line and adds another mile or so to that segment. After that, there are a number of road crossings (some major) and sidewalks to make it to the main Milford rail trail.

The Milford segment is better described as a paved bike path that spends some time on a former railroad bed. The pavement is generally excellent, with only a few root heaves. It too is very attractive and an enjoyable ride as it winds through the woods and beside a lake. After an easier-than-expected crossing of the I-495 corridor, the trail continues north for another mile or so of rail trail until ending at the Hopkinton border.

All in all, each segment gets a 5 rating, each for very different reasons. The connection between the two is less interesting and makes the end-to-end experience less desirable. But credit where credit is due: Massachusetts drivers were invariably polite and respectful of the warning lights at all flashing road crossings. I'm not sure I could say the same about drivers in my home state.

East Bay Bike Path (RI)

Beautiful Views !

August, 2026 by jbromano1963

We rode this August 6th 2026, started at 66 veterans memorial parkway instead of India point park ! SO much better. No porta potty’s anywhere to be seen, stopped at the stop and shop for Bathrooms ! Trails were great, although not used to having Bicycles stay Right and runners and walkers to the left… kind of Chaotic at times even mid week mornings Overall a great day !

Mass Central Rail Trail

Hadley to EastHampton- Norwottuck Rail Trail

August, 2026 by jlwinetrout

Beautiful 1st ride on the Norwottuck Rail Trail. We parked at the Marshalls in Hadley (trail starts right behind the building) and road a little over 10 miles into EastHampton and back. It was a very easy ride (my 1st ride of this length) on asphalt.

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Accordion

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