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Explore the best rated trails in Dudley, MA. Whether you're looking for an easy walking trail or a bike trail like the Fresh Pond Bikeway and Upper Charles Trail. With more than 89 trails covering 620 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.
….it’s muddy, uneven, full of potholes, and frankly, sometimes downright dangerous. It’s not exactly family-friendly. Maybe someday it will be connected to the neighboring Minuteman Bikeway? One can only hope.
This park is huge and has a ton of space for any outdoor activity! I go for hikes here all the time, bring my kids and my dogs here, and we all love it! It’s clean and safe and has the longest trails!
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.
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
It’s relatively flat, very smooth, and a quick punchy trail to skate. There are a couple of bigger inclines (particularly a bridge that goes over Cochituate Rd) and a lot of road crossings, so I don’t recommend for first time skaters to do the whole trail. However, I learned to skate on sections of the trail and now do the whole thing in about 12 minutes, so if you take it slow you can use this trail for a long time.
Love riding on it. There’s some odd curves, like near the lumber yard, but the trail will be an even greater asset when the latest extensions are added. There are some amenities along the way, such as portable toilets, and there are coffee shops and convenience stores on the way, too.
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.
Love this rail trail !! Nice easy path , street crossings are easy to get thru. Great job by both cities.
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.
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!)
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.
I rode the Northern section of the trail, (the section north of rt 5 and on the east side of the river) so this review is about that, and how I got there. The trail appears to be nice and well maintained, it is in a larger city so it does have some city issues, but I always felt safe. Views are mostly of the Connecticut river and the rail line, Basketball hall of fame doesn't really look great from the trail, and the park along the trail is less interesting than the river itself. If you like looking at railway infrastructure that is still in use this trail will not disappoint either.
I used the Springfield train station to get food, drinks, and use the restroom, there was enough room to easily get my bike into the bathroom.
I took the Hartford line train from Wallingford CT to get to Springfield and I was really happy about how easy it was to do that, YMMV as CT line staff are being lazy and not opening the bike rack doors on some trains. I did this trail mostly to see how easy it is to take the train to the trail and I was happy with that part of the trip.
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