Why Ride The Vermont Challenge?
The Vermont Challenge is the only bicycle Challenge that tours Southern and Central Vermont over 3 or 4 days and draws upon the creative energy of local businesses and people of Vermont, key ski resorts, restaurants and farms in each local community that we visit.

New for 2015! We're offering shorter tamer routes so your friends, significant others and club members who ride at 12 mph or faster can join in all the fun! That also means you can stay in the same hotel for the duration of the tour. You'll have access to your cars for the multitude of activities you can enjoy on your own each afternoon. In addition, we'll be creating a Bicycling Festival in conjunction with our title Sponsor Stratton Mountain on Saturday 8/15 at Stratton's village!
Thursday, August 13th
All rides begin at 8 am departing and returning to Dana Thompson Park, 340 Recreation Park Road, Manchester, VT.
Long Route - 63.3 miles
2,484 ft. ascent
Medium Route - 38.8 miles
1,910 ft. ascent
Short Route - 27.6 miles
1,520 ft. ascent
Friday, August 14th
All rides begin at 8 am departing and return to Vermont Country Store, 657 Main St., Weston, VT for a big BBQ and an opportunity to shop in Vermont's premier Country Store.
Long Route - 53.0 miles
3,794 ft. ascent
Medium Route - 33.7 miles
2,416 ft. ascent
Short Route - 25.2 miles
1,227 ft. ascent
Fondo Saturday, August 15th
Vermont Challenge Fondo & Ride-Up Bicycle Festival presented by Stratton Mountain Resort. All rides begin and end at either Stratton Base Lodge: 5 Village Lodge Road, Stratton VT or Bondville Fair Grounds, 30 Route 30 Bondville, VT as noted below.
Gran Fondo - 106.1 miles
7,417 ft. of ascent
Depart 7:30 am Stratton Mountain Base Lodge
Medio Fondo - 66.7 miles
4,625 ft. ascent Stratton Mountain Base Lodge finish
Depart 8:30 am Stratton Mountain Base Lodge
Piccolo Fondo - 26.5 miles
1,685 ft. ascent
Depart 10 am Bondville Fair Grounds
Sunday, August 16th
All rides begin at 8 am departing and returning to Dana Thompson Park, 340 Recreation Park Road, Manchester, VT.
Long Route - 57.3 miles
3,006 ft. ascent
Medium Route - 39.8 miles
2,114 ft. ascent
Short Route - 27.9 miles
950 ft. ascent
Please note:
All climbing feet are approximate and
based on the capabilities of various
mapping software – ride GPX