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100-Mile Road Ride

Start: 7:00 AM
Registration: 5:30—6:30 AM
Start/finish line: The base of Mount Ascutney
Fee: $95

Free preregistration barbecue the day before from 5:30—7:30 PM



Event Day - The FAQs

Enjoy a light breakfast at registration, where you will receive your cue sheet, a bib number to wear on the back of your jersey, and an event t-shirt. If you purchased a jersey, you will receive it at registration as well. Please be ready by 6:45 AM for a riders meeting prior to departure.

Have questions about the ride? Click below to read our FAQ sheet, which we hope will offer all the answers you need.

View FAQs

100-Mile Road Ride Description

  • This year 100-mile riders will enjoy an updated course that combines some of our favorite sections from previous years with new roads. This ride offers a fresh perspective of the area, locally known as the Ascutney Basin, and brings riders through a variety of scenic and historic landscapes.

  • Riders will start with the well-known “Hartland-Brownsville climb” before a fast rushing descent into the plains of Hartland, bringing them to the first aid station 10 miles in. After a quiet back road (paved) ride, you'll reach Quechee—home of our friends at Skinny Pancake, who are hosting the second rest stop. Make sure to fuel up here; the longest stretch between aid stations comes next.

  • Old Quechee Road winds north to the White River, which riders will cross to meet Route 14 North. This highway will follow the mighty White all the way through the Village of Sharon, and on to South Royalton and rest stop 3. Picturesque South Royalton is home to Vermont Law School. Here, 100-mile veterans will be back on familiar roads as they head onward through Bethel and onto Route 12 South.

  • In Barnard, Silver Lake beckons swimmers and paddlers to unwind in its crystal-clear waters. But 100-mile riders will find the next rest stop, just beyond, at Barnard Academy. Wide glacial valleys follow as the ride continues into Woodstock, one of the most beautiful towns in America, according to some. Just past the green, Woodstock Elementary School is host to the next rest stop.

  • Riders will continue south on Route 106, hitting another well-stocked and welcoming rest stop in the crossroads settlement of Hammondsville. Don’t turn at the Route 44 intersection this year, there’s more in store! The course continues south, past the cliffs of Little Ascutney Mountain, and turns east onto Route 131. Our friends in Weathersfield will have a rest stop here. Then enjoy the views of Mt. Ascutney’s south face, all the way to the New Hampshire border.

  • The final stretch encompasses some great scenery and history. The course crosses the Connecticut River and turns left onto Route 12A. There will be a final rest stop here to give riders the fuel to finish. 12A parallels the Connecticut River, affording sweeping views of the Ascutney Basin. Watch for the train tracks, around mile 93.5, which cross the road at a dangerous angle and have been known to eat wheels!

  • The Cornish-Windsor covered bridge brings riders back to Vermont. This 150-year old bridge is the longest wooden covered bridge in the country and is a special point of interest along the route. Use caution crossing as the span is narrow and open to two-way traffic!

  • After crossing the bridge, spin through historic Windsor and out Route 44 West back to Ascutney Trails.

  • Click here for a map of the route.

You don't have to hit the road alone. Create a team and bring your friends! Registering with a team is easy and fun!

Rest Stops and Cutoff Times

All rest stops will offer water, electrolyte drinks, and energy food. In order to manage the operations of the ride, cyclists must enter the rest stops prior to the cutoff time. If you're having a slow day or struggling through any sections of the course, the SAG wagon will pick you up and jump you ahead to the next rest stop to ensure you can complete the ride in time and enjoy the P2P Festival. You will be asked to agree to these terms when registering.

Riders must finish by 5:00 PM.

Rest Stop #1
Rest Stop #1

Mile 9.5 in Hartland Rec Center
Cutoff time: 8:30 AM

Rest Stop #2
Rest Stop #2

Hosted by The Skinny Pancake
Mile 17.3 in Quechee
Cutoff time: 9:15 AM

Rest Stop #3
Rest Stop #3

Mile 39.6 in South Royalton
Cutoff time: 11:30 AM

Rest Stop #4
Rest Stop #4

Mile 54.9 at Barnard Academy
Cutoff time: 1:15 PM

Rest Stop #5
Rest Stop #5

Mile 65.3 at Woodstock Elementary
Cutoff time: 2:30 PM

Rest Stop #6
Rest Stop #6

Mile 76.1 at Keeper's Restaurant
Cutoff time: 3:30 PM


Rest Stop #7

Mile 83.2 at Downer's Corners
Cutoff time: 4:00 PM

Rest Stop #8
Mile 91.5 at Pearl's Pies
Cutoff time: 4:30 PM