Looking for the best trails around Woodstock?

Explore the best rated trails in Woodstock, VT, whether you're looking for an easy walking trail or a bike trail like the Warren to East Haverhill Railroad Grade Trail and Blackmount Rail Trail . With more than 31 trails covering 388 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

West River Trail (Windham County)

Lovely birthday ride

September, 2025 by diatom1

We rode to the end of the trail, then continued on Rice Farm Rd. to the dangerous intersection. we missed the entrance to the trail on the way back, so got a good workout on some hilly spots on the road.
On the packed sand patches, keep an eye out for roots that can be a bit dicey. In some spots along the gravel sections, the gravel can be a bit loose, so pay attention to the trail.

Northern Rail Trail

Beautiful Trail, hard pack for easy riding

September, 2025 by brenda.viglienzoni

Beautiful trail. Enjoyed the sites, sounds and smells. It runs along the river. I got on at the Depot Rd parking lot in Boscawen. Very easy access and plenty of parking. I Road 15 miles. The trail is fairly level with very little incline.

Ashuelot Recreational Rail Trail

Awesome Trail!

September, 2025 by mtheis.45

First time and loved it! I rode the entire route, starting at the south end parking lot. (42.758592, -72.471175) This trail has some unique features and the scenery is beautiful as you ride next to the river and through the woods. As a former rail, this trail has nice and gradual elevation changes and has fun bridges, which all seem to be maintained well.

At the time of my ride (end of Aug, '25) there were a couple of detours around mile 14 and 16 (heading north) but they have good (not great) detour signs listed to continue the route with a short road detour. As some folks mentioned, there are a few areas that look like they would be pretty wet during the wet season, but I had no issues with any area of the trail and never had to stop for downed trees in the way.

I rode my gravel setup (no suspension, 35mm tires) and had a blast! I'd highly recommend the trail and hope to be back for another spin soon.

Accordion

Delaware and Hudson Rail-Trail

Southern Portion

August, 2025 by n22dknvqnt

We biked from Granville to Rupert, 11 miles one way. It was an excellent ride! The trail is in great shape and parking on Water St. by the Slate Valley Museum was very convenient. I believe the trail continues another 2 miles into West Rupert. If you like gravel rides, I highly recommend this one!

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Not what we expected

August, 2025 by rmitera36

We started at Walpole after searching for the trailhead parking lot finally parked our car thanks to the locals at the Irving station. We almost didn’t recognize the trail because it was grass. There were no markings and we found ourselves initially at the river at the boat launch because we didn’t realize that was the trail we were following. After backtracking, we followed the other grass trail toward Keene. Although there were portions that were dirt and gravel, the 9 mile ride that we managed to cover at 6 miles an hour with primarily grass. After an hour and a half, we realize we are only halfway to our destination of Keene and we turned back.. I recommendation would be not to start in Wall Paul, but to start and keen where the trail is paved

Warren to East Haverhill Railroad Grade Trail

ride the rocket from Warren to East Haverill

August, 2025 by pnelson4

Starting at the rocket site in Warren there was heavy ATV traffic kicking up enough dust to make the bike ride less enjoyable than it would be w/o them. The section from GlenCliff to E.Haverill where ATVs are not allowed is heavily overgrown and could really use a fully groomed makeover. We ride gravel bikes not mountain bikes and bailed out onto Rt 118 partway along due to poor trail conditions. Scenic corridor with untapped potential if given some tender love and care.

Mascoma River Greenway

Short but fun

August, 2025 by georgerisktaker

Paved. Runs through Lebanon. This trail is a must if you are going to do the Northern Rail Trail.

Northern Rail Trail

Long ride - sore bottom

August, 2025 by georgerisktaker

Longest trail in State and is deservedly well rated by most. It is a consistently groomed crushed stone trail with few roots and rocks. Not many places to stop and sit which on a long ride can be helpful. Make sure to ride to the statue at the southern trail head.

Winnipesaukee River Trail

Worthy trail

August, 2025 by georgerisktaker

Most of the trip is a rail trail of good quality. The ride through Tilton is on the road and can be tricky at one intersection. The "About this Route" provides a good description. The Tilton end of the trail by MacDonalds and Super 8 is not for trail parking. Use the address shown which is within 1 mile of the end of the trail. Franklin is a great town to visit.

Ashuelot Recreational Rail Trail

Nice ride.

August, 2025 by cgtaylor328

We started at the south end and rode ten miles before turning around. We would have gone further except it was getting late. The trail over all is in good condition. There hasn’t been a lot of rainfall recently so the trail was dry. We ride ebikes with four inch off road tires. On the day we rode the condition of the trail was good enough for most riders but we don’t recommend road bikes.

Ammonoosuc Rail Trail

A Great Ride!

August, 2025 by jjjtmills

After reading most of the recent reviews, I was not expecting much from this trail. But I figured that at worst, I'd ride a few miles and get breakfast. To make a long story short, I rode 17 miles before deciding that I'd better head back for the car.

To be sure, this is not a trail for casual biking or road bikes. The surface is really irregular and you do have to watch where you are going. But with a gravel or mountain bike, it is doable and 100% enjoyable. And though all of the ORV drivers were polite, and there weren't many the day I rode, I'll admit that it would have been even more pleasant without them.

I'm old and have only been riding for a couple of months. So if I can enjoy it, anyone should be able to.

Sugar River Trail

Beautiful & surprisingly peaceful

August, 2025 by ktrenaud

Visited this trail 8/2/25. It rained the previous day which helped with the dust and packing the loose sections. NOT for skinny tires!! I was fine with my gravel bike but had it been dryer it would have been tougher but doable. There were a few ATV's & dirt bikes but they were VERY respectful and always gave us plenty of room on the trail. The river is gorgeous with plenty of access points to get your feet wet. If you're starting out on the Claremont side I'd recommend parking at the Home Depot just down the road from the trailhead. It's slightly uphill all the way to Newport which makes for a very easy ride coming back. Spoke to a local police officer parked at the trailhead and he said they're going to start patrolling the trail very soon to nab speeding ATV's which I consider a bonus.

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