Looking for the best trails around Maynard?

Explore the best rated trails in Maynard, 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 124 trails covering 775 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

East Bay Bike Path (RI)

Great trail to do...

May, 2025 by jcenh

We just got back from doing this trail yesterday.
We started at the north end at the Fort Hill Parking area.
There were plenty of spots to park when we arrived.

Being a very nice day, there were LOTS of people out enjoying the trail.
We only went as far as Police Cove Park where the trail was closed.
There was a detour route that continued but we decided that was enough for the day and headed back.

We did take the side trail out to the carousel, which we knew would be closed from checking on the web.

We were a little surprised that a trail so nice didn't have ANY restroom facilities. It wasn't easy to go into the woods between lots of poison ivy and people on the trail.

We'll go back and go from south to north and enjoy the rest of the trail

East Bay Bike Path (RI)

Update to my 2024 review

May, 2025 by andrix

Just rode this trail today 5/27/25. My previous 5* review (2024) still stands with two additional comments. 1. There are virtually no port-a-potties on the trail. However, right near the southern end in Bristol there are some nice benches and just across Thames St is a very nice town facility. 2. The north end parking (India Point) is very busy and biking the first mile getting to the East Bay Path is involved with some unpleasant street portions. Use GPS to locate the parking at 66 Veterans Memorial Pkwy, East Providence. A much better option - in my opinion.

Rockingham Recreational Rail Trail (Fremont Branch)

It's about summer OHRV

May, 2025 by fssn0wsh0e7

I've managed to ride portions of the trail between Fremont and Derry where it's open to summer OHRV on my hybrid bike (40mm gravel tires). It's not really pleasant as the trail is very sandy in sections to the point where I have had to walk my bike through sections. This is unfortunate because it's a great connector to the RT corridor that runs between Methuen, MA and Londonderry with the Rockingham Recreational trail from Manchester to Newfields. I get that summer OHRV use south of the North Woods is a scarce resource and that bikes do have the option of riding on the pavement. Except the shoulders of the roads are awful narrow. I could go on about the short sightedness of State and Local government but...

Accordion

New Hampshire Seacoast Greenway

Great Trail

May, 2025 by jhqr_stone

Great trail to ride on, well maintained crushed stone path. We got on at mile 13.4 in Portsmouth and rode to mile 6.8 then turned around and headed back. A lot of tree coverage which is nice for shade but not much variation in scenery. Not sure if there is more to see further south on the trail. That being said, it’s still a great place to get outside and exercise!

New Hampshire Seacoast Greenway

Smooth cider trail all bikes, well signed, 3 road crossings well marked, full canopy not a lot to see except Hampton Airfield. Recommend stopping at Airfield after riding at restaurant and watch small planes.

May, 2025 by steve80

Smooth cider trail all bikes, well signed, 3 road crossings well marked, full canopy not a lot to see except Hampton Airfield. Recommend stopping at Airfield after riding at restaurant and watch small planes.

Rockingham Recreational Rail Trail (Portsmouth Branch)

Smooth level no hills, cider trail, good signage, full canopy. Recommend starting at South End near or at Hampton Airfield and at end of ride watch small planes and have lunch

May, 2025 by steve80

Smooth level no hills, cider trail, good signage, full canopy. Recommend starting at South End near or at Hampton Airfield and at end of ride watch small planes and have lunch

Southern New England Trunkline Trail

Correction

May, 2025 by arno911

...we rode the western part... (is there a tool to edit a review?)

Southern New England Trunkline Trail

Partly very rough ride

May, 2025 by arno911

We rode the eastern part of the trail today, starting at the CT/MA border towards Douglas. The first 6-8 mls are well maintained and a good ride even with a street bike. Nice scenery, too. But then things get worse around Douglas. Rough surface with crushed stone, sand and deep puddles after a rainfall (like today). Looks like the track has not been maintained in a while and detoriates. A mountain bike is a big plus and highly recommended in some parts of the trail. Was a good ride though but do not expect a smooth one.

Rockingham Recreational Rail Trail (Fremont Branch)

Lovely for e-bikes

May, 2025 by alaskacantors

We are bike-packing across the country with e-bikes. A good rail trail is such a nice escape from the road traffic - this one was a delight. Mostly solid packed surface, smooth, a few muddy spots. Very scenic with a mix of woods and wetlands. Watch your head on the tunnels. Highly recommend!

Blackstone River Greenway

Stanley Woolen Mill in Uxbridge going North to Church Street

May, 2025 by andrix

This is described as a 3.5 mile section but we only went about half way to the dam from the Stanley Mill. It is passable on bikes but has roots and larger stones along the stone path. It's really more a walking trail. The farm mentioned in the description was an interesting side visit and had very nice bath & water facilities. However, for a great biking experience the 10 mile section starting at Woonsocket is paved and a far more pleasant ride.

Assabet River Rail Trail

glorious

May, 2025 by robertschless60

Just rode the trail south to the Sudbury line. The east west trail is finished to the west for another 8 miles. It connects to the Hudson Trail at the end.

Squannacook River Rail Trail

Flat trail perfect for running

March, 2025 by heather.kyte

Ran on this trail in the winter and was great! Very comfortable for running :)

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Accordion

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