Best Road Biking in Vermont

This list represents the most popular road biking in Vermont. Use this list to plan your next Vermont road biking trip. Select a state and/or activity below to find even more top trails.

Learn more about Top Trails

#1. Burlington Bike Path: Urban Pedaling at Its Best


Here's a ride that is triply unique in this collection: It's almost entirely on an official bicycle path, it's an urban ride, and isn't a loop. It offers incredible views of Lake Champlain and the Ad…
From the guidebook "Short Bike Rides in Vermont"
Burlington, VT - Road Biking - 13.1 miles Best Trail in vt - Click to view allBestRoad Biking Trail - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#2. Champlain Valley Cruise


This ride rolls over a series of moderate north-south ridges from Middlebury, before leveling out near the shores of the long Lake Champlain; along the way it passes cow pastures, cranberry bogs, a st…
From the guidebook "Best Bike Rides in New England"
Middlebury, VT - Road Biking - 47.5 miles
Published by The Globe Pequot Press

#3. Windsor Bridge: The Longest in the World


It's hard to pass up an opportunity to pedal across the longest wooden bridge in the United States. The Cornish-Windsor Covered Bridge is the centerpiece of this ride, and a very impressive centerpiec…
From the guidebook "Short Bike Rides in Vermont"
Windsor, VT - Road Biking - 11.5 miles
Published by The Globe Pequot Press

#4. Smuggler's Notch Challenge


This ride is a spectacular, exhilarating loop. Just be sure to bring your low gears and climbing legs. You start with a warm-up stretch along the Stowe Recreation path. Broad and smooth, it crisscross…
From the guidebook "Best Bike Rides in New England"
Stowe, VT - Road Biking - 44.3 miles
Published by The Globe Pequot Press

#5. Causeway Park Rail-Trail


Imagine traversing a path built of tons of marble and rock fill, allowing you to bike, walk, or wheelchair several miles onto Lake Champlain. The Causeway Park Rail-Trail is among the most remarkable…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Colchester, VT - Cross-Country Skiing, Fishing, Rail-Trails, Road Biking - 3.2 miles
Published by The Globe Pequot Press

#6. Burlington Waterfront Bikeway


The best of Lake Champlain’s waterfront can be experienced on this bikeway. There are outdoor opportunities for people of all ages. Surface: Asphalt. Location: Chittenden County.…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Burlington, VT - Cross-Country Skiing, Fishing, Rail-Trails, Road Biking - 7.5 miles
Published by The Globe Pequot Press

#7. Bennington: Backroads of the Revolution


This ride is an up-close introduction to Vermont history. The route is relatively short and quite flat. The ride could easily be done in an hour and a half, but most riders will want to take longer. E…
From the guidebook "Short Bike Rides in Vermont"
Bennington, VT - Road Biking - 13.3 miles
Published by The Globe Pequot Press

#8. Bennington to Battenkill River Challenge


This southwestern corner of Vermont, bounded by the Battenkill and Waloomsac Rivers, hides some of the most pastoral land in all of New England. The ride roughly follows the course of these two rivers…
From the guidebook "Best Bike Rides in New England"
North Bennington, VT - Road Biking - 43.1 miles
Published by The Globe Pequot Press

#9. Grande Isle: A Grand Ride


The Champlain Islands are ideal for leisurely biking. This route loops around Grand Isle and offers a fine sampling of the island's scenery, history, and industry. There are lots of turns and side roa…
From the guidebook "Short Bike Rides in Vermont"
Grand Isle, VT - Road Biking - 14.4 miles
Published by The Globe Pequot Press

#10. Tour of Scenic Rural Vermont Classic


Not for the fainthearted, this "vertical" cross-state ride follows the scenic north-south Route 100 northward for just over 100 miles. Terrain is hilly, with two major climbs. Highlights include crui…
From the guidebook "Best Bike Rides in New England"
Waterbury Center, VT - Road Biking - 100 miles
Published by The Globe Pequot Press

#11. Quechee / Pomfret: Across the Watershed and Back


This ride crosses the watershed between the Ottauquechee River and the White River, and then crosses back again to the Ottauquechee. That means up, down, up, down-with lots of picture postcard scenery…
From the guidebook "Short Bike Rides in Vermont"
Quechee, VT - Road Biking - 25.6 miles
Published by The Globe Pequot Press

#12. Stowe: By Emily's Bridge


This short ride has it all: Stowe's award-winning recreation path, a loop through Moscow, an opportunity for fortune hunters to strike it rich, a haunted covered bridge, and a delightful descent into…
From the guidebook "Short Bike Rides in Vermont"
Stowe, VT - Road Biking - 11.2 miles
Published by The Globe Pequot Press

#13. Chester Country Weekend: Saxtons River Cruise


The southeastern corner of Vermont offers some of the finest cycling in New England. The Chester County Weekend explores this countryside of hills, river valleys, and bucolic Vermont villages, with tw…
From the guidebook "Best Bike Rides in New England"
Chester, VT - Road Biking - 45 miles
Published by The Globe Pequot Press

#14. Woodstock / Barnard: To Silver Lake


Our route begins at the parking area of the Billings Farm and Museum on the outskirts of Woodstock. Woodstock is one of the showcases of Vermont. It's known for impeccable restored Federal-style house…
From the guidebook "Short Bike Rides in Vermont"
Woodstock, VT - Road Biking - 19 miles
Published by The Globe Pequot Press

#15. Middlebury / Weybridge: The Otter Creek Tour


Otter Creek is at the center of this ride. Once known as "the Indian Road," it's the longest river in Vermont and was a major south-north travel route for Indians, and for colonists, too, when roads w…
From the guidebook "Short Bike Rides in Vermont"
Middlebury, VT - Road Biking - 16.7 miles
Published by The Globe Pequot Press

#16. Peacham: New England Picture Postcard


Peacham is a strong contender for the title of Vermont's most picturesque village. Even if you've never been to Peacham before, you may find yourself having a déjà vu experience. Where have you seen t…
From the guidebook "Short Bike Rides in Vermont"
Barnet, VT - Road Biking - 19.5 miles
Published by The Globe Pequot Press

#17. Arlington: The Batten Kill Tour


This is an easy pedal along the beautiful valley cut by the Batten Kill River through the Taconic Mountains. You'll be a stone's throw from the river for nearly the whole trip. On a hot day, you'll ce…
From the guidebook "Short Bike Rides in Vermont"
Arlington, VT - Road Biking - 12.1 miles
Published by The Globe Pequot Press

#18. Beebe Spur Rail-Trail


The Beebe Spur Rail-Trail opened in 1999. It parallels Lake Memphremagog and takes its guests through some beautiful Vermont woods. Surface: Packed gravel. Location: Orleans County.…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Newport, VT - Cross-Country Skiing, Fishing, Rail-Trails, Road Biking - 4 miles
Published by The Globe Pequot Press

#19. Salisbury / Lake Dunmore / East Middlebury: Classic Scenery and More


Pleasant back roads and a wonderful mix of classic Vermont scenery-that's a pretty accurate description of this ride. And this route has some bonuses as well. This is a wonderful ride, but it bears…
From the guidebook "Short Bike Rides in Vermont"
East Middlebury, VT - Road Biking - 16 miles
Published by The Globe Pequot Press

#20. Fair Haven / Lake Bomoseen / Glen Lake: A Lakes and Slate Tour


Fair Haven is a typical Vermont community with a lively history and an impressive town green. A founder of the town was "Spitting" Matt Lyon, a radical congressman who was imprisoned because of this c…
From the guidebook "Short Bike Rides in Vermont"
Fair Haven, VT - Road Biking - 12 miles
Published by The Globe Pequot Press