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Aug. 16, 2018 — Aug. 19, 2018

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.

NEW FOR 2018
A brand-new 56-mile route on Sunday August 19, unlike any other in the USA: a road stage that finishes atop the fabled Mount Equinox. Mount Equinox at just under 4000 ft. is highest peak in the Taconic Mountain range and is the longest paved mountain road east of the Mississippi at 5.3 miles. It has an elevation gain of 3,186 ft. with an average grade of 12%. Cyclists riding any of the other new medium or short routes this day will have the opportunity to add this iconic climb to finish their ride.

In the news

The Vermont Challenge announces partnership with THE Gran Fondo National Series

Dedicated to creating the world’s most prestigious multi-day event series for amateur cycling. Read more.

One of the 8 rides of your life

Vermont Ski & Ride has 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

The Vermont Challenge The Vermont Challenge
Are you up for the challenge?

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Are you up for the challenge?

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

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.