Rutland, VT Walking Trails and Maps

279 Reviews

Looking for the best Walking trails around Rutland?

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

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
22 Results
Activities
Length
Surfaces
Type

Champlain Canalway Trail: Schuylerville

2 mi
State: NY
Crushed Stone

Mascoma River Greenway

2.78 mi
State: NH
Asphalt, Gravel

Millstone Hill West Bike Path

2.4 mi
State: VT
Asphalt, Ballast

Northern Rail Trail

59 mi
State: NH
Cinder, Crushed Stone

West River Trail (Windham County)

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand

Bobby Woodman Rail Trail

1.7 mi
State: NH
Dirt, Gravel

Champlain Canalway Trail: Fort Ann

1.68 mi
State: NY
Asphalt

Cheshire Rail Trail (Cheshire Branch Rail Trail)

42.4 mi
State: NH
Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Delaware and Hudson Rail-Trail

25.8 mi
State: NY, VT
Asphalt, Cinder, Dirt, Grass, Gravel

Lye Brook Falls Trail

2.2 mi
State: VT
Gravel

Sugar River Trail

9.5 mi
State: NH
Ballast, Gravel, Sand

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Warren County Bikeway

10 mi
State: NY
Asphalt

Cross Vermont Trail

87.4 mi
State: VT
Asphalt, Concrete, Crushed Stone, Dirt, Grass, Gravel

South Barre Bike Path

1 mi
State: VT
Asphalt

Valley Trail

9.1 mi
State: VT
Asphalt, Dirt, Gravel

Battell Woods Trail

5 mi
State: VT
Dirt, Gravel

East Branch Trail (VT)

0.5 mi
State: VT
Gravel
Accordion

Means Woods Trail

0.5 mi
State: VT
Dirt, Gravel

Wright Park Trail

3.8 mi
State: VT
Dirt
Trail Image Trail Name States Length Surface Rating
The Schuylerville segment of the 71-mile Champlain Canalway Trail rail runs between Schuyler House, past Lock 5 of the canal and does a loop around the island (Hudson Crossing Park). As of 2011, only...
NY 2 mi Crushed Stone
The Mascoma River Greenway is a planned 4-mile rail-trail through the heart of Lebanon. The paved, multiuse trail is currently 2.78 miles, offering a pleasant opportunity for both recreation and...
NH 2.78 mi Asphalt, Gravel
The Millstone Hill West Bike Path connects the charming communities of Graniteville and Websterville in central Vermont. The trail is part of the Central Vermont Path, a proposed trail network to...
VT 2.4 mi Asphalt, Ballast
The Montpelier Recreation Path, which follows the Winooski River in downtown Montpelier, is currently divided into two paved pathways: Winooski West and Winooski East on either side of Main Street....
VT 1.94 mi Asphalt
The Northern Rail Trail is New Hampshire’s longest rail-trail conversion, spanning 59 meticulously maintained miles, weaving along corn and hay fields, lakes, wetlands, and numerous historic sites,...
NH 59 mi Cinder, Crushed Stone
The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...
VT 16.1 mi Asphalt, Dirt, Gravel, Sand
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
NH 1.7 mi Dirt, Gravel
Known for its picturesque beauty and rich history, the Town of Fort Ann is part of the Champlain Valley National Heritage Area, a federally designated area stretching between the Hudson Valley and...
NY 1.68 mi Asphalt
The Cheshire Rail Trail connects Fitzwilliam, Troy, Keene, Westmoreland and Walpole. The 42.4-mile trail has a mostly gravel and dirt surface. The rail-trail plays host to a variety of uses,...
NH 42.4 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where there is a 4-mile gap. This border area is known as the...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
The Glens Falls Feeder Canal Trail is a 9-mile trail through Glens Falls, New York. The town is just south of the entrance to the Adirondack Park and Lake George. About the Route The Glens Falls...
NY 9 mi Crushed Stone
The heavily wooded Lye Brook Falls Trail runs for 2 miles through the Lye Brook Wilderness of the Green Mountain National Forest near Manchester. The blue-blazed hiking trail follows the bed of a...
VT 2.2 mi Gravel
The Sugar River Trail runs for 9.5 miles between Claremont and Newport along the old Sugar River Railroad corridor. The 9.5-mile trail crosses its namesake river seven times—twice on covered...
NH 9.5 mi Ballast, Gravel, Sand
The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...
VT 3.2 mi Asphalt
Visitors can expect a couple of easy climbs as they travel on the Warren County Bikeway through the southern Adirondacks for 10 miles between Glens Falls and Lake George. It’s well worth the effort,...
NY 10 mi Asphalt
The Cross Vermont Trail (CVT) is a statewide route that links a number of Vermont trails and includes on-road sections. As of January 2016, 87 miles of trail are built and scattered across the state....
VT 87.4 mi Asphalt, Concrete, Crushed Stone, Dirt, Grass, Gravel
The South Barre Bike Path is a paved trail approximately 1 mile long, running from Bridge Street in south Barre to Fairview Street in Barre City. The path passes the Barre City Elementary and Middle...
VT 1 mi Asphalt
The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing State Route...
VT 9.1 mi Asphalt, Dirt, Gravel
The Battell Woods Trail is a network of loops through the forest preserve, between US 7/SR 125 at the south end and Seminary Street Extension on the north end. The eastern-most segment of the trail...
VT 5 mi Dirt, Gravel
The East Branch Trail is a 0.5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
VT 0.5 mi Gravel
Accordion
The Means Woods Trail is a segment of the Trail Around Middlebury (TAM) and runs between Seminary Street Extension into Means Woods and the Aurora School off Peterson Terrace, east of the downtown...
VT 0.5 mi Dirt, Gravel
Wright Park Trail forms a loop over nearly 4 miles (not all shown on the map) throughout the heavily wooded Wright Park. The White Circle Trail follows Otter Creek River, and along here you'll pass...
VT 3.8 mi Dirt

Recent Trail Reviews

Cross Vermont Trail

This Trail has been all redone we started at Ricker pond and went to Kettle pond was so much fun the views were amazing

October, 2025 by jeanine05851

This Trail has been all redone we started at Ricker pond and went to Kettle pond was so much fun the views were amazing

Sugar River Trail

Just go and do it!

October, 2025 by b24liberatornow

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.

Bobby Woodman Rail Trail

Short Extension to Sugar River Trail

September, 2025 by georgerisktaker

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.

Accordion

Sugar River Trail

One of the prettiest trails in NH, but some difficult soft spots

September, 2025 by georgerisktaker

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.

Valley Trail

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.

September, 2025 by dlonzo

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.

Northern Rail Trail

Beautiful, tree-covered, peaceful trail

September, 2025 by lzarrow_tl

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.)

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.

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

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.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.