Event Info


Event Date – June 30, 2018

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 each gap—savor them for a moment before you speed downhill.

Paper Registration Form DOWNLOAD HERE.

Four ride options:

  • The Gran, Medio Difficile & Piccolo routes will cover stretches of iconic Vermont dirt roads (approximately 10%), which are hard-packed and easily navigable. The Medio Facile covers only 1 mile of dirt, all at the start.
  • Gran Fondo: 114 miles,  10.7k feet of climbing (Appalachian Gap (west to east), Lincoln Gap (east to west), Brandon Gap (west to east), Middlebury Gap (east to west).
  • Medio Difficile: 67 miles, 7k feet of climbing (Appalachian Gap & Lincoln Gap)
  • Medio Facile: 62 miles, 4.6k feet of climbing (Brandon Gap & Middlebury Gap)
  • Piccolo Fondo: 38 miles, 2.8k feet of climbing

Start times:

Registration/packet pickup/start/finish at Woodchuck Cider House, located at 1321 Exchange Street, Middlebury

  • 8:00 am Gran & Medio Difficile riders will start
  • 10:00 am Medio Facile & Piccolo groups will start – Full Schedule Here
  • Riders must depart as a group–the intersection of Exchange Street and Route 7 will be controlled by police–dangerous to cross on your own.


  • Online closes on Thursday, June 28, 5:00 pm. Click here to register.
  • In person:
    • Friday, June 29: 12:00 noon to 6:00 pm at Frog Hollow Bikes, 74 Main Street, Middlebury
    • Saturday, July 1: Gran & Medio Difficile – 6:00 to 7:30 am, Piccolo & Medio Facile – 6:00 to 9:30 am at Woodchuck Cider House, 1321 Exchange Street, Middlebury


  • Four amazingly scenic, challenging and well-marked routes
  • Professional ride day photography—unlimited downloads post-event—no additional fees. Provided by Pat Hendrick Photograpy.
  • A cool swag item–we’ve offered caps, t-shirts, socks, cups in past years
  • Apes party with savory options from quality food trucks and ice cream from Lu Lu Ice Cream, family & friends welcome
  • Discounts at local hotels for the weekend
  • Route signage marking every turn, cue sheets, route maps at each rest stop, and course marshals to guide you
  • Rest stops atop every gap with the foods you expect at endurance cycling events (PBJ, Hammer Fuels and Fluids, an assortment of fresh fruits), plus a variety of specialty treats
  • SAG support and mechanical support along the course
  • Insurance coverage included in registration
  • Knowing that event proceeds will benefit bicycling initiatives in Addison County

Hill Climb Challenge: King and Queen of the Mountain

Riders seeking a bit of competition can empty the tank through our Gran Fondo Mountain Challenge. Upload your climb times (for any or all of the four gaps) via Garmin or iPhone to Strava and the fastest male and female riders each gap will earn recognition as “King and Queen of the Mountain.” They’ll each win a unique KOM trophy, a custom printed 32oz Klean Kanteen growler. GRAN DISTANCE ONLY PLEASE!

Driving Directions:

All of the weekend’s activities are centered on Exchange Street, Middlebury, just off of Route 7, and approximately 1.5 miles north of downtown Middlebury. Click here for directions.


There are three parking lots, all within easy walking or riding distance to the registration area and start.

  • 1330 Exchange Street
  • 1321 Exchange Street, Woodchuck Cider House
  • 1197 Exchange Street, Vermont Coffee Company & Stonecutter Spirits