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Welcome to the Challenge

The 2016 edition: August 11–14.

The Vermont Challenge has become the "must ride" cycling tour of New England in four short years. The Vermont Challenge fits a niche between the many one-day rides and the high end week long packaged tours. It's the best of both rolled into 4-day tour. 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 2 or more days. Join us for our very special 5th year anniversary and some new twists and turns.

The Vermont Challenge offers daily routes that are both challenging routes for elite recreational cyclists as well as tamer routes for all riders. The routes traverse Southern and Central Vermont over four days including a signature Gran, Medio and Piccolo Fondo for all riders on Saturday.

Video Introduction

Experience the Vermont Challenge through the lens of one of last year's riders and then come ride with us in 2016!

The Buzz

Here's what riders have said about the Vermont Challenge:

"Just a well-run event, great volunteers, well stocked rest stops, real food at the end, nice countryside, and good ride support. Nice job – the effort you put into it shows."
                  – Haverford, PA

"The routes were gorgeous, covering some of the most beautiful territory of the great state of Vermont. The food stops were fully stocked with smiling and friendly volunteers who encouraged and cheered us on. The volunteers were moved from one location to the next so we often got to see the same faces multiple times, which was fun! The meals, cookouts, etc. were also impeccably planned. It was obvious how much upfront work goes into the event – as well as during and after. It seemed like they had four times the volunteers they actually did!"
                  – Stamford, CT

"This was the best tour I have ever ridden. Food, routes, people. The volunteers were great"
                  – Foxboro, MA

"The CHALLENGE was the best part! I had butterflies in my stomach until I got to the top of Brandon Pass, worrying I'd bonk – but WHAT a feeling of accomplishment! There was impeccable logistical organization and a terrific choice of roads. It was really an outstanding event from start to finish. Kudos to all who organized and volunteered!"
                  – Cobourg, ON, Canada

"The Vermont Challenge has one overwhelming advantage: It offers a beautiful countryside on quiet roads."
                  – Hartsdale, NY

"A GREAT event! A good time was had by all... Looking forward to next year. KUDOS to everyone who worked hard to make this such an enjoyable event!"
                  – New Britain, CT

"Thanks so much for the VT Challenge – truly an awesome event for an important cause. I must say this was one of the BEST organized and professionally produced events I have ever been involved with. I have been cycling at a high level for a long time and you hit it out of the park to say the least. I very much look forward to next year's VT Challenge and I will be sure to pull in additional riders."
                  – Tinton Falls, NJ

The Photos

Take the opportunity to view the photography shot during this past Vermont Challenge. You can make selections and will have an opportunity to purchase the shots you like. To get started, click here.

Benefactor & Sponsors

Click on any of the logos below to visit their website.