The Bike MS Green Mountain Getaway: The routes below include rides for the 2014-2015 two-day event. 100 miles Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files 75 miles Route at RideWithGPS View and print cue sheet View and print mapLog in… Continue reading Burlington, VT-Green Mountain Century
Description from New England Randonneurs: The NEK 300k is a challenging ride through the Northeast Kingdom of Vermont. The route travels along some very nice dirt road, traverses a lakeside rail-trail & passes over several covered bridges. There are several challenging climbs along the way, an interesting section of riding along the international border & great scenery throughout… Continue reading Northeast Kingdom Randonneur 300K
The former CHAD tour combines some of the finest rides in the Lake Champlain basin with challenging climbs in the Adirondacks. The tour begins in Burlington and heads to Plattsburgh via the Lake Champlain Islands, then into the Adirondacks, and back east to Ticonderoga, crossing back into Vermont. The return to Burlington goes north through Vergennes. The total distance is 346 miles.… Continue reading Lake Champlain-Adirondacks Tour
The Darn Tough Ride from Stowe, VT, includes Mt. Mansfield and Smugglers' Notch with their demanding terrain. Century Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files 60 miles Route at RideWithGPS View and print cue sheet View and print mapLog in to… Continue reading Darn Tough Ride, Stowe, VT
Two bridges and four ferry crossings are reasonably spaced along the length of the Lake, creating a number of options for day trips. Bicyclists are discovering some of the finest cycling in North America along a 1,300+ mile network of bicycle routes, known as Lake Champlain Bikeways, in the Lake Champlain Valley of Vermont, New… Continue reading The Lake Champlain Bikeway
The Vermont Challenge offers four days of riding through the picturesque countryside of Vermont. Valley Stages from Dana Thompson Park, Manchester Long Route – 69.4 miles 2,696 ft. ascentMap/Route Medium Route – 39.3 miles 1,851 ft. ascentMap/Route Short Route – 28.2 miles 1,464 ft. ascentMap/Route Mountain Day Long Route – 64.7 miles – 5,163 ft. ascentMap/Route Medium Route – 51.9 miles – 4,004… Continue reading Vermont Challenge
This ride is from Cycling the Kingdom by the Northeastern Vermont Development Association: Fairly level when riding north and south. Bumps and hills east and west. Energetic beginners, make a two-day trip out of this one. Others can do it in a day, given enough time and daylight. Paved roads run the gamut from sometimes… Continue reading Moose Ride from Island Pond, VT
This ride explores both sides of Lake Champlain, first heading south from Chimney Point State Park in Vermont, then crossing the ferry to Ticonderoga, NY. There's an 8-mile climb to the edge of the Adirondacks, then a consistent downhill ride for the remaining 18 miles back, crossing the bridge over Lake Champlain from Port Henry… Continue reading Chimney Point – Ticonderoga Ride
The Onion River Century Ride in the Northeast Kingdom of Vermont rides through maple forests and New England towns. View this ride at http://ridewithgps.com/routes/308270 Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files
Funds raised will support our work on projects to ensure that we can continue to celebrate the beauty of Lake Champlain! Routes of 30, 60, 80, and 100 miles through the Champlain Islands and along the New York shore.
The Tour de Heifer’s 60 and 30-mile challenge routes follow dirt roads with minimal pavement. Both entail significant elevation change — that is, hill-climbing, and lots of it! All of the routes begin and end at Lilac Ridge Farm in West Brattleboro, VT. 2016 routes are shown: 60 miles Route at RideWithGPS View and print cue sheet… Continue reading Tour de Heifer, Brattleboro VT
The Vermont Gran Fondo is a non-competitive ride through Vermont’s Green Mountains. This ride will test your fitness with its challenging climbs. There are amazing views at the top of each gap—savor them for a moment before you speed downhill. This ride will resume in 2027. 2019 location: Bristol Recreation Club, 110 Airport Drive, Bristol,… Continue reading Vermont Gran Fondo, Bristol VT, 2027
Vermont's own Kelly Brush Foundation Farm Ride offers this gorgeous bike ride through the Champlain Valley and ending with delicious local food, cold brews, prizes, and live music. Join us in person at Middlebury College and ride one of our fully supported road routes (10, 20, 50, or 100 miles), or our 32-mile gravel ride.… Continue reading Kelly Brush Ride, Middlebury, Vermont, September 6, 2025
Going the Distance Bike Ride Fundraiser for the Brattleboro Boys and Girls Club, Vermont. This annual bike ride raises much-needed funds to support the Boys & Girls Club of Brattleboro. The road rides are 40, 60, or 75 miles in distance, supported by 2 rest areas (Turners Falls and Greenfield) as well as a support vehicle.… Continue reading Going the Distance Century, Brattleboro VT, October 4, 2025
The goal of the annual event is to enjoy the beauty of Vermont through cycling all while raising funds for the state’s largest nonprofit organization committed to providing sports and recreation to people with disabilities.
The Cross Vermont Trail is a project to build a multi-use, four season path across the width of Vermont; following the Winooski River and Wells River valleys. View the route of the proposed trail by opening the PDF maps below: crossvt-maps-all crossvt-map1 crossvt-map2 crossvt-map3 crossvt-map4 crossvt-map5 crossvt-map6 crossvt-map7 crossvt-map8 crossvt-map9 crossvt-map10 crossvt-map11 crossvt-map12
Rides in Vermont, New Hampshire and Maine, including a couple of week-long cycling tours.
The Hungry Lion Bicycle Tour is part of the Whitingham Fall Foliage Festival, sponsored by Deerfield Valley Velo, the Town of Whitingham, VT, and the Whitingham-Halifax Lions Club. Big Wheel Flyer - 75 Mile Route Farm & River - 50 Mile Route Rocky & Rolling Gravel Grinder - No Road Bikes Rowe Zipster - 35… Continue reading Hungry Lion Bicycle Tour, Whittingham, VT, September 27, 2025
The Richard Tom Foundation was created to honor Richard Tom who lost his life while cycling near his home in Vermont. The Foundation is dedicated to enhancing the health and well-being of cyclists of all ages
The Tour de Slate supports the addiction ending efforts of Adult & Teen Challenge, Vermont. Six different routes (including road, gravel and rails-to-trails) are designed to provide an enjoyable ride no matter what your level of experience. All rides start and finish in Middletown Springs, VT.
Cycling New England 