Looking for the best trails around Plymouth?

Explore the best rated trails in Plymouth, 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 73 trails covering 505 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

Shining Sea Bikeway

excellent trail for bike!

September, 2024 by bjlord

I would want to return due to the diversity of trail. From sea to shining sea, says it all.

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.

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.

Accordion

Mass Central Rail Trail

Weston-Waltham section

September, 2024 by msandman1943_tl

This section (8/2024) is about 5 miles long. It goes through woodland and past leafy backyards, but it runs alongside the towers for a high-tension power line. Trees have been clear-cut about 25 feet on both sides of the trail, so there's no shade along this section. But the trail is wide, very straight, and smoothly paved. It has a few small ups and downs and crosses four or five quiet roads before it comes to a traffic signal at the intersection of Routes 126 and 27. Just beyond, the trail turns to crushed stone with a few sandy patches. There's a large supermarket and shopping center adjacent to the trail at that point.

Bruce Freeman Rail Trail

Agree. GREAT Trail!

September, 2024 by 44s9k9tzxm

We parked in West Concord and decided to ride south to Sudbury. Beautiful trail — ends 2 miles from where we parked with a locked gate. BUT… there is more trail on the other side. There is a nice, paved switchback up to a crossing at Powdermill Road. All marked with great signage. The way down on the other side is very steep and not paved—but manageable after dismounting. Trail is just as beautiful on the other side. We didn’t make it quite to the end because I got a construction-based flat at North Road (the Davis Field parking lot). I didn’t notice that they hadn’t paved the transitions at the road crossing and pinched a tire. Oh well. Hopefully, by the time you ride the construction will be complete and you can just enjoy the scenery!

Cape Cod Rail Trail

nicely paved

September, 2024 by daniellefort

Not as scenic as I was hoping for but still a nice ride through the trees. Nice to be on a paved trail too. Many options to pull off the trail for a bite to eat.

Southwest Corridor Park (Pierre Lallement Bike Path)

Enjoyable urban adventure

September, 2024 by douglane

This isn’t one of those trails that you can zip along mindlessly, since it’s stitched together with various public spaces and has quite a few street crossings and pedestrians. But I found it to be a leisurely ride through Boston’s urban landscape. Northeastern University’s campus, Museum of Fine Arts Boston, and the Fenway and Back Bay neighborhoods are all easy off-shoots if you’re up for city streets with bike lanes. The park also has a cool backstory as a planned highway connection between I-95 and Boston that was blocked by community activists in favor of mass transit, public spaces, and a bike trail. I’m sure it’s busy during peak commuting times, though it wasn’t too bad on the Sunday morning I visited.

Blackstone River Greenway

Mile 17-7 going south from Woonsocket the trail is marked. Very enjoyable ride.

September, 2024 by buckley02

Mile 17-7 going south from Woonsocket the trail is marked. Very enjoyable ride.

Hanover Branch Rail Trail

Great for walking most intersections are low traffic areas. Peace and quiet in the middle of town.

September, 2024 by buckley02

Great for walking most intersections are low traffic areas. Peace and quiet in the middle of town.

World War II Veterans Memorial Trail/Norton Rail-Trail

Repairs Needed!!!

August, 2024 by 4z4ww9pcbv

So much of this path is great so it’s unfortunate that the portion of the path nearest Norton is in such a state of disrepair. There are quite literally blocks inserted between the path and the road to fill the gap, but only on one side of the path so if a cyclist chooses the wrong side they will take a lovely concrete spill. Not only that, it’s not always the same side. Sometimes left, sometimes right. I chose poorly and am now the bearer of some lovely watercolor designs all the way up my right side. Had this been temporary, it would be understandable, but a month after the first visit they are still present and repairs are not made. Also, the holes, or planters, or whatever they are, that split the path into right and left are dangerous. After you’ve traversed the gap (maybe you’ve chosen the side with the block and didn’t fall in!), you will then be required to navigate around a water-filled pit. If you’re teetering from choosing the side without a filler block, hope you don’t fall in! (Just fill that in. They’re dangerous and unnecessary. It’s. Bike path, not an English garden.)

Neponset River Greenway

not great for children

August, 2024 by shanna.spellman

This trail was mostly on high traffic streets with many intersections to cross. It was not a favorite for my children. We started in Milton at Blue Hills Parking Lot (which only has about 8 spots) and turned around in Mattapan.

Medfield Rail Trail

pleasant, easy walk

August, 2024 by drinkredwine749

Easy walk from Medfield to Dover. Much of the path is paved, but into Dover, it still has rr ties; there is a cool, (1/4m?) tree tunnel.

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Accordion

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