Explore the best rated trails in Jacksonville, VT, whether you're looking for an easy walking trail or a bike trail like the Sugar River Trail and Common Pathway . With more than 48 trails covering 729 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.
I have ridden this trail from one end to the other! Parts are wonderful and parts washed out and muddy!
Love the scenery. There are plenty of rest areas.
I rode this trail from the Northern tip south about 10 miles and back. It was very smooth pavement, a well marked trail and delightful views.
Rode it Friday. The views were beautiful, the trail was in great condition, and the road crossings were not a problem at all. I’ll definitely be riding this one again.
This portion of the Cheshire rail trail has almost no incline is completely straight and runs past a former major manufacturing complex, which is now vacant. Other sites include Keene police department and Keene ice and American house.
As of 6/3/25 this trail is still closed south of 11th street.
There is a detour indicated, which we tried to follow, but quickly lost track of.
Found another way to access the trail further south, only to realize that we'd gotten onto the part of the trail that was officially closed.
I'm sure this will warrant a higher rating once it has re-opened, but we were more than a bit disappointed today.
Start at the Peterborough Shopping Plaza parking lot. Stop in the Information Center across the street. It's operated by very nice local volunteers. Make your way north though the center of Peterborough. The surfaces are mostly paved & packed. You don't hit dirt & gravel until the upper half of the trail. Most riders stop at the school bus parking lot on Rt.202. There's a small parking lot there. If you cross the road you can pick up the Powder Mill Pond Rail trail and follow it northeast for another mile or so until it ends at Forest Rd. The trail gets rougher the further north you go but it's VERY manageable for most riders.
Did this trail in the summer of 2024. I agree with some of the previous reviewers that signage could be a little clearer but that's a MINOR concern. The ride was quite pleasant & would make a great lunch hour break for locals. Absolutely no issues with road surfaces and traffic on the nearby highway was very light that day so no competing with cars. Very short trail so make sure you have other activities planned. Visit nearby Hoyt's Landing on the CT river for a nice end of ride picnic :-)
I’m not a trail master so take this with a grain of salt. I thought the trail was pretty good. I wanted a shorter trail with some scenery and this was good for exactly that. It was starting to rain so it cut my walk short however the trail was pretty well maintained with fresh wooden mulch to cover some of the wet areas. Not a lot of wildlife other than some birds, geese and butterflies. It was very peaceful and I will go back again
I rode the entirety of the Southwick Rail Trail coming from the Farmington Canal in CT. The Farmington is in very good condition, the Southwick is in even better condition! There are mile markers every mile, the scenery is very peaceful and the trail is very flat making it an easy ride. I stopped as soon as I hit the Columbia Greenway but it is also a seamless transition to that trail as well.
I didn't notice any places to pull off for food but its a short trail so I don't consider that a negative. The trails that join this one really give you so many options for ride length or to visit the trail towns along the way.
I did this as an extension of a ride down from Newport on the Sugar River Trail. I agree with the comment above about the section along Washington street by all the box stores where you are essentially riding on the verge of the highway. It doesn't seem like it would take much to fix that section up and make for a more seamless connection to the Sugar river trail. It would also be nice at the end of the trail in Claremont to give some indications to local services (food!).
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