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Aug. 17, 2017 — Aug. 20, 2017

The VeRmont Challenge
THE VERMONT CHALLENGE
The Vermont Challenge offers up to four glorious days of riding with cyclists from across the U.S. and Canada. You’ll ride through the picturesque countryside, cross covered bridges, and into historic villages of south and central Vermont. The Vermont Challenge fits a niche between the many one-day rides and those high-end, seven-day packaged tours. It’s the best of both rolled into one four-day challenge. Of course you can chose to ride less than all four days, but to truly experience the beauty of Vermont and this event, we strongly urge you to ride with us for two or more days.

Register now


In the news


One of the 8 rides of your life
Vermont Ski & Ride just named the Vermont Challenge "One of the 8 rides of your life." Read more.

top 10 must do rides in 2017
Under Armour & MapMyRide include The Vermont Challenge in its TOP 10 MUST DO RIDES in 2017!

  • Time

    All day

  • Location

    Southern Vermont and Stratton Mountain Resort
    5 Village Lodge Rd, South Londonderry, VT 05155

Vermont Challenge Vermont Challenge
daily routes for riders of all levels

Each day, you have a choice of rides with challenging routes for elite recreational cyclists and tamer routes for all riders. The routes traverse southern and central Vermont, and include a signature Gran, Medio and Piccolo Fondo for all riders on Saturday. Those seeking a challenge can complete the only Mountain resort Fondo finish in the eastern U.S. The Saturday (8/19) Vermont Challenge 107 mile Fondo finishes with a climb to the 2,100 foot base of Stratton Mountain, southern Vermont’s highest peak, in the true tradition of Europe's grand tours.

Learn More
Long Trail Lodge Long Trail Lodge
Save up to 30% off Stratton lodging

Stratton Mountain offers a wide selection of lodging choices throughout the resort. The Vermont Challenge participants save 20% off a three night stay or save 30% off four nights or more. Choose from a variety options suitable to suit every style, including hotel and condo accommodations.

Learn More

read the buzz on the vermont challenge

Adventure Cyclist
February, 2017
"But grind up that climb I did, passing another radar detector just a few hundred feet from the finish. Though my lungs were stripped of breath, I couldn’t help laughing out loud as the thing blinked a paltry '5' in big red lights. There was no threat of a speeding ticket as I crossed the finish line to the sound of ringing cowbells." Read more.

Stratton Magazine
Summer 2016
"The roads are fantastic compared to where I live," says Justin Karbel, an elite rider from Connecticut. "The accommodations are wonderful and the people are all so nice."

"All you have to do really is show up in your bike shorts and you're surrounded by instant best friends." Read more.