Explore the best rated trails in Winchendon, MA, whether you're looking for an easy walking trail or a bike trail like the Mystic River Greenway and Air Line State Park Trail . With more than 97 trails covering 753 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.
Went north out of Keene on the trail, and was quickly in a lovely wooded area, then soon at a side trail to Stonewall Farm, where visitors are welcome to wander. The birds were singing happily! We did 6.5 miles out before turning around but there was plenty more trail to explore. If you are expecting a super flat trail and a packed surface this may not be your kind of fun. If you don’t mind dismounting for a rickety bridge, or adventuring on side trails, then check this trail Out ,
The trail is now wide asphalt in excellent condition, with clean, well groomed sides. Most of it is very close to the river, so, while foliage may obscure panoramic cross river views, it's still pleasant for a downtown trail.
We’ve biked this many times. It quickly takes you from Lowell, with its National Park, etc to countryside and the center of small towns along smooth, paved, well-maintained trail. Nice to swim in Hart Pond, too, in season, on return trip to Lowell. Trail keeps getting better and better, great facilities along the way as trail is extended.
We started at the marina restaurant at the south end of the trail and rode 3.5 miles on the rail trail section, with another 2 miles on Rice Farm & Quarries roads. Beautiful vistas of the river, rock formations, changing leaves. Esp impressive was the overhead highway bridge built with long tapering multicolored stone supports, representing tree branches. Under the arched stone supports is a picnic table & patio area. A few protruding stones/tree roots need to be managed but biking is very possible on this trail and should be included in the list of options for use.
Well, used multiple vehicle vehicles. Maintenance vehicle working on trail . Good views. Will ride again.
The trail is sandy for approximately the first one and a half miles on the Newport end. So what. If you fall off your bike, it will hurt less. The rest of the trail more than makes up for it. You get to ride across two railroad covered bridges - name another bike trail in New England that has that. There is also a microbrewery backed right up to the trail, and they are open early on Fridays so you can do 3/4 of the out and back ride and then grab a slice and a beer before finishing in Newport. Very scenic - saw several turkeys and a heron in back to back years.
Short trail that is very much an extension of Sugar River trail, but without much scenery, other than the last .5 mile. The first portion of the trail that runs along the road is safe and wide, but its surface is a little soft. If you ride the Sugar River Trail, you should ride this trail as it is short, it adds to the exercise and the road portion is unique. I applaud and support all trail extensions.
This is one of the prettiest trails in the state. It runs along the Sugar River almost the entire ride and there are numerous bridges, including two covered rail bridges. I rode and e-bike with 2.1" tires. I agree with the other reviews concerning bikes, sandy but rideable. I left from Newport, and the sand was only an issue during the first 1.5 miles and then sporadically thereafter. I found the best way to deal with the back tire sliding out in the sand was to use higher levels of assist than I would normally have used. This trail can easily be top rated if it had a firmer surface. I passed 2-ATVs and 2-motorcycles and all four were exceptionally courteous. I did the Bobby Woodman trail too as part of my ride as the two trails are seamless.
This is a good trail, but if you start in Milford and do the entire checkmark there are a lot of street crossings. The pretty parts of the trail are nice and shady and wooded, but there is a fair amount of commercial areas that you have to get through. It’s nice and flat and there are lots of parking areas along the way. My gps did not take me to a parking lot but when I put the trail into AllTrails I got accurate directions.
Rode 2.5 miles from Wilmington north on mountain tire bikes and it is doable but rough with roots and rocks. Nice bridges but missing signage in some areas, others well marked. No washout areas close to Wilmington.
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