Find the top rated bike trails in Hillsborough, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.







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The Canalside rail trail is fully open and the paved trail is very well maintained. While it is only 7.2 miles round trip, it’s worth it! Plenty of parking at both ends and the town of Turners Falls has a nice selection of restaurants and shops.
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.
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.
We rode the trail in early September on a Thursday and Friday. Thursday we started at Webster Lake and headed south (east?). Friday we rode from Webster Lake to the covered bridge. This second part of the trail was better riding than the other direction, which had more sand and was sometimes a slight bit challenging on our hybrid bikes (but maybe a better work out). We saw riders and walkers, but it was not crowded at all. Mostly we had this beautiful place to ourselves. We'll return for sure. (We camped at Granite State Campground about 30 min from where we began our rides.)
Really nice accessible trail for people of all abilities. Wheelchair friendly and just shy of all the requirements to be classified as a Universal Access Trail. Very well thought out trail, Bravo!!
From Massabesic Lake parking lot to Raymond and back. Beautiful ride. Keep an eye on rocks on the trail. Otherwise, well marked and excellent ride in nature to pretty much all to yourself. Enjoy!
Mixed feelings about this trail. I’m a new rider so more experience may make me rate higher in the future. The location is beautiful but the in and out of riding between the former rails can be stressful. You have to approach at proper angle or you will wipe out which I did just a mile shy of the end of the trail. Banged myself and my bike up pretty good. Pretty much impossible to pass along the trail. If someone is coming in the other direction better for one of you to pull off. I had to each time as I came close to hitting handlebars of passing bike a couple times. I would love to try it later in the fall but would be concerned if mats get covered by leaves.
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