Looking for the best trails around Wilmington?

Explore the best rated trails in Wilmington, 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 110 trails covering 699 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

Cheshire Rail Trail (Cheshire Branch Rail Trail)

hazardous obstacle course

October, 2024 by bikerdoc

My wife and I are both injured(fortunately not serious) after both of us thrown off our bikes simultaneously on a small poorly surfaced wooden bridge just north of Keene NH. The wooden boards were uneven and some rotted causing our bikes to wedge in a step-off causing us both to fall off our bikes. The trail had several road crossings just outside of the town of Keene which are very dangerous. There are tiny stop sign markings on the trail and no large or blinking light warnings on the crossing roads which have poor visibility in both directions due to curving of the road. I would not recommend this trail for transient travelers trying a new RT on vacation. This is for locals only who know the trail well in my opinion.

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

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.

Accordion

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.

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!

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.)

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Accordion

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