Looking for the best trails around East Longmeadow?

Explore the best rated trails in East Longmeadow, MA. Whether you're looking for an easy walking trail or a bike trail like the Mattabassett Trolley Trail and Windsor River Trail . With more than 54 trails covering 463 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

Sue Grossman Still River Greenway

Trail has been extended

May, 2023 by colleen727

I just rode this trail, again. I pleasantly surprise that the trail has been extended about 3/4 mile and now goes up to motor vehicle office in Winsted.

Windsor River Trail

Really liked this well maintained trail. Great views with picnic tables along the route. Wish is was longer.

May, 2023 by a19olsen

Really liked this well maintained trail. Great views with picnic tables along the route. Wish is was longer.

Southern New England Trunkline Trail

Douglas, MA to Thompson, CT

May, 2023 by aplennon

We started in Douglas, MA, at the parking lot on Rt 12/South St and road westward. The SNETT connects to the Airline trail in E Thompson. We finished at a parking lot on Rt 12/Riverside Rd in Thompson, CT, just south of Acme pond. Round trip was 22.5 miles.

The trail in MA is a mix of conditions and needs some grooming. Still some shallow puddles and wet spots, but all rideable. I recommend a gravel bike or mountain bike, something with at least 45mm tires (my bike). My wife road a hard tail mountain bike with 2.20in tires and had no problems. A front shock is a plus, as the trail had occasional rocky stretches, and a shock will help in those parts.

The trail in CT is in good shape, groomed, and smooth. A mountain bike is not needed on this stretch of the trail, but a bike with 30mm tires or less would not be a good idea for the average rider.

Accordion

Washington Secondary Bike Path

Rollerblading? See here....

May, 2023 by mark565

This was my first time at this trail. I took the reviews to heart
and chose to park at the Horgan Elementary School lot (near
some Tennis Courts and the Red Caboose!).

Despite out-of-state plates, I had no challenges parking. No stickers or anything were required and
the parking area felt safe.

I chose to Rollerblade on the trail WEST to the End in Coventry.

The first 2 to 2.5 miles are not-so-pretty. It is very urban...some "small" tent out-croppings
along the right-hand bank of the river -- and very industrial....

I kinda wondered why I was there (though felt safe).

The pavement had some bubbly spots and the wooden bridges are a bit course on Rollerblades (keep your momentum up and you can get right across them...or stop fully and take in the views...)

But after you get past the "urban" areas...the trail West toward Coventry REALLY begins to shine. It does have a gradual upward slope most of the way, but seriously quite doable. The quality of the pavement gets better and better and there was only very minor debris on the path. A VERY good path to Rollerblade!

I chose to Rollerblade on the RIGHT side going in both directions, so as to not have to square off with any fast moving bikes. Everyone on the path was VERY warm and courteous!

The major part of the path through Coventry is truly gorgeous...and well worth the ride!

I confirmed with MANY bikers that the stretch EASTWARD to Cranston is NOT suitable for Rollerbladers...Many of the bikers said that it even stinks for bikes actually!

So, the segment from the Horgan Elementary School to Coventry (sort of going "RIGHT" on the trail if tennis courts are behind you) is the place to go!

Couple more things:

There do appear to be some VERY nice parking areas a bit further into Coventry and one MIGHT be able to skip the first 2-2.5 miles of the trail and park just a tad bit closer toward Coventry....That 2-2.5 miles is kinda "crummy", so you're really not missing anything. I don't know the names of those parking areas -- but did not see any signs saying "Residents Only" or anything.

Also, the GENERAL STORE at the very far end of the trail in Coventry is no longer open...so don't plan on getting water or anything there. There ARE a few gas stations one can see along the trail and the very cute ice-cream shop that many have mentioned, as well!

Lastly -- the trail does end very suddenly, when you reach the end in Coventry and there is a Map/Sign that seems to imply that the trail continues into Connecticut....That apparently is NOT true "yet"...but is being planned.

When you look on the backside of the Granite Mile Markers (heading West), they will IMPLY that that you have like 4 or 5 miles MORE to go, but you will hit the END of the trail at around Mile Marker 4.7 -- so it appears that they FUTURE proofed the Mile Markers and included the distance that WOULD be there if the trail did continue into Connecticut.

Several bikers said that one COULD continue into Connecticut via the very busy looking road. I chose not to, being on Rollerblades.

If you are close to Coventry -- start at the Coventry end and blade/bike/walk/run all the way toward the other end -- and simply stop and turn around when it starts to get "uglier"...the final very, very large wooden bridge may be a place to stop and turn around.

Anyway -- it was a GREAT experience...but that first 2 - 2.5 miles from the Horgan School West toward Coventry is a tragic sort of area...the trail itself is okay, but as you head West, you will see what the 5-Stars are all about!!

Enjoy!

Air Line State Park Trail

Earth Day Tide

April, 2023 by optical21

Nice cool day to ride from the Chaplin area up to Putnam. Beautiful country with few other folks. 16 miles each way. Trail was in good shape with just a few wet areas. Some nice newer bridges and tunnel for bigger road crossings. A few areas with larger gravel. Easy to go from trial into Putnam for food. Also a nice bike shop in Putnam.

Vernon Rails-to-Trails (Hop River State Park Rockville Spur)

Horse poop!

April, 2023 by 74k79v6qcf

Beautiful trail except for the person that doesn’t clean up from horse riding on the trail.

Southwick Rail Trail

please beware

March, 2023 by jillm56

It’s a beautiful trail. BUT, please beware of the yellow post they have installed at all the road crossings to keep motor vehicles off the trail. As I was crossing the road at one of the crossings, as I came back onto the trail my handlebar caught the post and sandwiched me in my bike and the bike and I went down hard. I ended up fracturing my back. So please be careful on this trail through Southwick.

Mass Central Rail Trail

Weston part not the best for rollerblading

February, 2023 by 7q2vdb7mbx

The pavement is decent, but there’s no marked center line. Biggest complaint is that the trail primarily goes downhill as you go east, and primarily uphill as you go west, so you’re going to hate one direction or the other. Decent views. Poor road-to-trail transitions with broken up pavement and sand which is a nightmare for in-line skates. Much prefer the Cochituate rail trail

Windsor Locks Canal State Park Trail

I do my run here a few times a month, It is so beautiful I really like it. It is so green and right next to the CT River the air is so clean. It's good for a long run where you can get up to 10 miles and it's a well maintained trail.

February, 2023 by yikertam

I do my run here a few times a month, It is so beautiful I really like it. It is so green and right next to the CT River the air is so clean. It's good for a long run where you can get up to 10 miles and it's a well maintained trail.

Charter Oak Greenway

Not the best place to ride after 6.5 miles.

January, 2023 by darkstar826

If you ride longboard or inline skate. Get ready for terrible ground. if you start from Bolton State Park.. After 6.5 miles of riding... The ground is so mess up. There is so many cracks on the ground. Just be careful. Beside that, this trails has best downhill and cool turns.

Ware River Rail-Trail

Great if you like exploring, like I do.

January, 2023 by alan113

Rode (7/22) from Winchendon to Baldwinville, and then (skipping the part bisected by Rt. 2) from from Rt. 101 in Templeton to Route 122 in Smithville on the Barre/Oakham line. Lots of wet and rutty sections north of Balwinville but still fun (some walking with 1.5" tires). Some sandy section in the southern piece but still fun. It's slow going of course. Didn't pass a single extra person. Good roadside fried food at Lee's in Baldwinville (it's been there for at least 70 years!)

Grand Trunk Trail

Map Update Grand Trunk Trail - Sturbridge, MA section

January, 2023 by bouvier90

Updates needed for map. Past the Ed Calcutt bridge, the trail spur to River Road is closed as private property. However the main trail has been completed along the river to Farquhar Road, adding about a mile to the existing trail. From the Farquhar Road exit you can take a left on the roadway to reach River Road.

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Accordion

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