Rutland Bike Trails and Maps

165 Reviews

Looking for the best Bike trails around Rutland?

Find the top rated bike trails in Rutland, 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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  • Length
Activities
Length
Surfaces
Type
10 Results
Activities
Length
Surfaces
Type

Champlain Canalway Trail: Schuylerville

2 mi
State: NY
Crushed Stone

Fort Hill Recreational Rail Trail

7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Mascoma River Greenway

2.1 mi
State: NH
Asphalt, Gravel

Millstone Hill West Bike Path

2.4 mi
State: VT
Asphalt, Ballast

South Barre Bike Path

1 mi
State: VT
Asphalt

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Valley Trail

9.1 mi
State: VT
Asphalt

Warren County Bikeway

10 mi
State: NY
Asphalt
Trail Image Trail Name States Length Surface Rating
The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 8-mile trail...
NY 9 mi Crushed Stone
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
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
Mascoma River Greenway is a planned 4-mile non-motorized pathway through the heart of Lebanon. The trail is envisioned to link West Lebanon to the 50-mile Northern Rail Trail. In 2013, the first mile...
NH 2.1 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 the North...
VT 1.7 mi Asphalt
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 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
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 Route 100....
VT 9.1 mi Asphalt
This trail is as smart as it is pretty. Signs that detail the area's history and appealing destinations accompany a scenic ride from Glens Falls into the resort town of Lake George, New York....
NY 10 mi Asphalt

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Trails by activity

Valley Trail

VT - 9.1 miles

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 Route 100....

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

Champlain Canalway Trail: Schuylerville

NY - 2 miles

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...

Montpelier Recreation Path (Winooski Path)

VT - 1.7 miles

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 the North...

Accordion

Toonerville Rail-Trail

VT - 3.2 miles

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...

Mascoma River Greenway

NH - 2.1 miles

Mascoma River Greenway is a planned 4-mile non-motorized pathway through the heart of Lebanon. The trail is envisioned to link West Lebanon to the 50-mile Northern Rail Trail. In 2013, the first mile...

Champlain Canalway Trail: Glens Falls Feeder Canal Trail

NY - 9 miles

The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 8-mile trail...

South Barre Bike Path

VT - 1 miles

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...

Warren County Bikeway

NY - 10 miles

This trail is as smart as it is pretty. Signs that detail the area's history and appealing destinations accompany a scenic ride from Glens Falls into the resort town of Lake George, New York....

Millstone Hill West Bike Path

VT - 2.4 miles

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...

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

South Barre Bike Path

VT - 1 miles

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...

Champlain Canalway Trail: Schuylerville

NY - 2 miles

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...

Mascoma River Greenway

NH - 2.1 miles

Mascoma River Greenway is a planned 4-mile non-motorized pathway through the heart of Lebanon. The trail is envisioned to link West Lebanon to the 50-mile Northern Rail Trail. In 2013, the first mile...

Accordion

Millstone Hill West Bike Path

VT - 2.4 miles

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...

Toonerville Rail-Trail

VT - 3.2 miles

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...

Montpelier Recreation Path (Winooski Path)

VT - 1.7 miles

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 the North...

Champlain Canalway Trail: Glens Falls Feeder Canal Trail

NY - 9 miles

The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 8-mile trail...

Valley Trail

VT - 9.1 miles

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 Route 100....

Warren County Bikeway

NY - 10 miles

This trail is as smart as it is pretty. Signs that detail the area's history and appealing destinations accompany a scenic ride from Glens Falls into the resort town of Lake George, New York....

Warren County Bikeway

NY - 10 miles

This trail is as smart as it is pretty. Signs that detail the area's history and appealing destinations accompany a scenic ride from Glens Falls into the resort town of Lake George, New York....

Valley Trail

VT - 9.1 miles

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 Route 100....

Toonerville Rail-Trail

VT - 3.2 miles

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...

Mascoma River Greenway

NH - 2.1 miles

Mascoma River Greenway is a planned 4-mile non-motorized pathway through the heart of Lebanon. The trail is envisioned to link West Lebanon to the 50-mile Northern Rail Trail. In 2013, the first mile...

Accordion

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

South Barre Bike Path

VT - 1 miles

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...

Millstone Hill West Bike Path

VT - 2.4 miles

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...

Champlain Canalway Trail: Glens Falls Feeder Canal Trail

NY - 9 miles

The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 8-mile trail...

Montpelier Recreation Path (Winooski Path)

VT - 1.7 miles

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 the North...

Champlain Canalway Trail: Schuylerville

NY - 2 miles

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...

Recent Trail Reviews

Cheshire Rail Trail (Cheshire Branch Rail Trail)

North End - Walpole trail head

May, 2018 by ryoung_tl

Clear sunny day in May. Excellent conditions with sunshine and a gentle breeze to keep away the bugs. No ticks encountered. Walked 3.5 miles from the Blackjack Crossing trailhead.

Trail is in great shape although the first .25 mile (going north to the very end from the parking area at the end of Blackjack Crossing) is overgrown and a bit muddy. The first .25 mile stretch going south is the same, but then the surface is very good with crushed rock. There are muddy spots as you pass through the deep cut areas, but other wise, excellent. We walked but mountain bikes would fare very well. Road bikes NOT recommended.

Northern Rail Trail

Connection of 2 bike trails

October, 2017 by mtyblueballs

Couple of week ago I took the Winnipesaukee River Trail from my house in Northfield to Franklin and while biking route 3 I came across the Northern Rail Trail going southbound to Concord, then biked back. It was a nice 40 mile bike ride round trip. Next year I would like to bike northbound from the Winnipesaukee River Trail to the North Rail Trail northbound to West Lebanon NH. My only concern is where to connect onto this trail so I am not back tracking too far. I have driven route 11 beside the trail to find the best access to get on after getting off the Winnipesaukee River Trail. Any suggestions or best route would be great. Love both trails and plan to bike them more next season.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Nice ride in the fall

October, 2017 by albern36

Went from the southern end of the trail on the MA border to Troy. The trail seems to be in better shape than some of the other reviewers experienced. There are some roots, loose gravel, rocks, but nothing that any decent mountain bike can't handle. I wouldn't take a hybrid on this trail and forget about a street bike. The view of Monadnock from the Rockwood Pond was stunning and like a postcard with the changing color of the leaves. As far as finding the trail head, that one is easy. Set your GPS to McCallister Road, Fitzwilliam and you can't miss it. You can see the gate and a sign that directs you to the start of the trail. I will continue on the trail from Troy and write a second review.

Accordion

Cheshire Rail Trail (Cheshire Branch Rail Trail)

changing terrain

October, 2017 by bicycle67

Biked Cheshire and Ashuelot late Sept 2017. Parts were in good, not great condition, some mud, rocks, narrow grassy trail. huge mud puddle about 9 miles into Cheshire trail. Its Access point at NH-MA line impossible to find. Had to go to Keene to find trails.

Northern Rail Trail

Great on a fatbike

September, 2017 by bostonbruinsfanforlife

Views were fantastic of the lakes, rivers, and streams. Wildlife was limited to birds, squirrels, and chipmunks but still quite respectable. Practically no one on the trail before Danbury. It actually felt like the trail was mine alone until then. Rode about 80 miles from Boston, Ma before hitting the trail all the way into Lebanon. Finished with an awesome 142 miles total. Well worth it. Also heard that there were plans to pave the whole trail. Glad I got to ride the dirt and gravel before they make it smooth.

Lye Brook Falls Trail

Lye Brook Falls Trail

August, 2017 by sarac7

Very rocky trail. It's labeled moderate but should be moderate/difficult. The trail is through woods with limited views. The Falls are impressively highland nice. I'm glad we went but wouldn't do it again.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

State Line to Troy

August, 2017 by ryoung_tl

This portion of the trail is well maintained and is a pleasure to ride. The slightly (2% grade) uphill run north was of benefit for the obviously downhill ride back to State Line - a ride of just over 20 miles.

This portion of the Cheshire is of interest historically, because it is over this railroad that Henry David Thoreau and companions (as well as R.W. Emerson and many other Concord, Ma residents) used to reach their beloved Mt. Monadnock. Thoreau traveled the rails in 1952, 1858, and in 1860. And the Troy Depot, now a historical museum, is a delight. Call ahead for an appointment.

Northern Rail Trail

July 2017

July, 2017 by scholastica

Rode from Enfield to Lebanon on a weekday. Passed about ten to fifteen people, total. Enjoyed the view of the river several times. Trail was debris-free and well-maintained. It is mostly beneath tree cover. For those of you who are anxious about bathrooms, there is a rec. center right at the end of the trail in Lebanon where you can do your business. It was a relief to me when I discovered this! Nicely convenient.

Lye Brook Falls Trail

Lye Brook Falls Vermont

July, 2017 by rasteidel

Nice 4 plus mile hike for someone 72. Friendly people on the trail and neat falls. Would consider it moderate.

Sugar River Trail

Not bad, considering what I'd heard

July, 2017 by taylorolyat1951

We started on the Newport end at the trail crossing on Oak Street and headed west, feeling that we'd see the most starting here and figuring if we still had ambition on the return, we would do the last portion into Newport at Belknap Ave. The surface varied in hardness, but until we were returning from the Claremont end, slightly uphill most of the way back, we didn't have to walk our bikes. Neither of us are hard-core riders and my wife did the whole ride on a single speed, traditional coaster brake bike, while I've got an inexpensive "mountain" bike, but it is nothing special either. On the return trip, being somewhat tired we did walk a few stretches, but not for any appreciable distance. We saw only two ATV's, both moving at a reasonable speed and both very considerate of our presence. We also encountered several walkers, an older couple and a young family or two, but that was about it. Probably daytime on a midweek day is a good time to do this one if you want relative solitude. The covered bridges alone are worth the trip but the entire experience was enjoyable for us. There is a mix of deep woods, and field or river's edge open areas. When we got back to our starting point, it was late enough and we were tired enough not to do the last portion into Newport, but (aside from no more covered bridges) it looks like we'll come back sometime to finish that last portion. The river is beautiful, we didn't see much wildlife, but the birds provided us with much enjoyment along the way . Some ravens were harassing a hawk at one point, and that was interesting to watch and listen to. Overall, our experience was very favorable and the reviews I had read which made me apprehensive were not fulfilled in our case, although at other times of day or week, or following different weather conditions I can see where anything other reviewers said could easily have been the case. I would say it was a ride well worth the effort.

Northern Rail Trail

Disappointed with Trail Condition

July, 2017 by bill.mason7680

I rode from Andover to Enfield and was very disappointed with the condition of the trail north of Danbury. The description here in Trail Link should mention that the trail is reduced to singletrack in some locations and that maintenance is pretty much non existent in Grafton County in spite of the "friends" organization. I encountered warped deck boards sticking up on bridges, trenches dug across the trail for drainage, muddy sections with poor drainage, narrow sections with no room to pass other users, narrow sections with waist high weeds and grass. I rode with a cargo trailer assuming the trail was at the very least wide enough to accommodate it, since there was no mention otherwise. Locals I met on the trail said it's only maintained for snowmobile use. Those responsible for the Grafton section should take notice of the Merrimack section I encountered between Andover and Danbury. Wide, crushed stone, smooth surface. A true recreation trail for all ages and abilities.

Sugar River Trail

not good for bikes

June, 2017 by vonrich

would be a great trail if closed to motel vehicles. they chew up Sandy stretches making it unusable by bicycles end to end. a lot of money was spent on bridges which are beautiful but not trail surfaces. a real shame ,this could be one great trail.

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