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 Cross Vermont Trail and South Barre Bike Path . 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

Bobby Woodman Rail Trail

Could be even nicer

March, 2025 by fssn0wsh0e7

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!).

Sugar River Trail

A great ride

March, 2025 by fssn0wsh0e7

Last ride of 2024 and was it super! I have a gravel bike so no real issues with the multi-use aspect of the trail as it was in pretty good shape though you could expect to have a difficult time with skinny tires or after a prolonged dry spell. Very scenic, perhaps the most scenic trail I have ridden on in NH. I tacked on the portion into Claremont to get in the mileage and the part that closely parallels the highway is a bit sketchy.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

hazardous obstacle course

October, 2024 by bikerdoc

My wife and I are both injured(fortunately not serious) after both of us thrown off our bikes simultaneously on a small poorly surfaced wooden bridge just north of Keene NH. The wooden boards were uneven and some rotted causing our bikes to wedge in a step-off causing us both to fall off our bikes. The trail had several road crossings just outside of the town of Keene which are very dangerous. There are tiny stop sign markings on the trail and no large or blinking light warnings on the crossing roads which have poor visibility in both directions due to curving of the road. I would not recommend this trail for transient travelers trying a new RT on vacation. This is for locals only who know the trail well in my opinion.

Accordion

Sugar River Trail

Not for bicycles!

October, 2024 by jimblackjim7

The scenery is very nice which is why I gave it more than one star. The surface is sand. Sometimes pretty well packed. Other times quite loose. It was doable with our hybrid bikes, but a lot of work and not much fun. Add to this a steady stream of dirt bikes and 4x4s kicking up dust and spewing fumes! Just not our kind of cycling.

Ammonoosuc Rail Trail

No Longer a trail for bicycles

October, 2024 by gjerstak

We road 5 miles of the trail starting in Littleton.
But after 5 miles we turned back because ATV's have torn-up the trail.
This trail is OK for walking, but no longer OK for bicycles.
It is sad. It would be a nice trail if the ATV's had not destroyed it.

Ammonoosuc Rail Trail

Trail is outstanding!

September, 2024 by ponttichuck

Whatever the previous people experienced has been taken care of … the only obstacles are the barriers you go around preventing atvs from using the trail … it’s not a paved trail but it is very smooth for a natural trail… its absolutely gorgeous from Littleton to the nh border… today I am biking with my sister and brother in law and look forward to exploring the wonders of nature and enjoying every minute of it!

Winnipesaukee River Trail

well maintained with beautiful views of the river

August, 2024 by brenda.viglienzoni

This trail was lovely. I did the entire trail both ways in a couple of hours. Mostly flat and well maintained. Began in Tilton on Rt 140 and road to the end in Franklin. Many nice places to stop along the way. Took some great pictures. It was a bit confusing when the trail ends and you are routed down Main Street in Tilton. I almost turned around at this point. Honestly It’s really not that far through town. Just be careful of cars backing out of parking spots. The vistas are worth it, keep going. Looking forward to checking out another trail.

Northern Rail Trail

great trail

August, 2024 by mflayhan

One of the best biking trails smooth great steady cruiser trail loved it

Concord-Lake Sunapee Rail Trail

so much to do

June, 2024 by carmen347

I have been waiting to try this route for several years. Always hearing that it wasn’t close to being finished. I was very disappointed to see firsthand that virtually nothing has been done for those years. The first mile from Concord is covered with packed cinder, but beyond that the trail is still raw and rough with exposed rocks and roots. Not sure why this project has stalled but I will not be riding it or supporting it until domething more is done to show progress. tiding it ir supporting it until I see something

Delaware and Hudson Rail-Trail

We biked the entire northern half of the D&H Rail Trail to the NY state line. Was pleasantly surprised to find no ruts. Trail was mostly made up of crushed stone. It's mostly a scenic ride, I would recommend this Rail Trail.

June, 2024 by mdnkcn

We biked the entire northern half of the D&H Rail Trail to the NY state line. Was pleasantly surprised to find no ruts. Trail was mostly made up of crushed stone. It's mostly a scenic ride, I would recommend this Rail Trail.

Northern Rail Trail

Rode from Lebanon to Grafton, beautiful trail, especially for a gravel bike. There some single track sections, but that added to experience. Loved the fact that it crossed the river many times thus many bridges and several tunnels.

June, 2024 by klracicot

Rode from Lebanon to Grafton, beautiful trail, especially for a gravel bike. There some single track sections, but that added to experience. Loved the fact that it crossed the river many times thus many bridges and several tunnels.

Sugar River Trail

amazing Trail

April, 2024 by nariipr

We had a great time on this trail, which was easy to navigate. It was our first outing this season since we acquired an ATV for my wife and we enjoyed spending time together while exploring nature. We encountered people walking their dogs and bikers along the way. The trail was well-maintained and clean. We made sure to slow down and say hello to everyone we met. We will definitely be back on this trail again!

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