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Vermont Challenge:

Our roads are calling.

Learn More About the New Vermont Challenge

Our all new ride-led tour format offers consistent rollout times of 8:30 with two ride leaders for each of 3 routes. Each leader is well versed in route details for snack/drink stops, places of interest and picture taking. You will not only enjoy your tours, you'll also receive many special perks like two group dinners, jersey and shorts, tee shirt, water bottle, a goodie bag, shopping and dining discounts and much more – all compliments of the Vermont Challenge.

Tour Info

What’s Included For 2019

Vermont Challenge Cycling Kit
All riders will receive a
2019 full kit.

Vermont Challenge T-shirt
Not the typical cotton T-tech. Moisture
wicking fabric.

Vermont Challenge Water Bottle
performance bottle.

Vermont Challenge Lunch
Farm to Table lunches each day after the ride.

Vermont Challenge Dinner
Two sumptuous dinners on Wednesday
and Friday.

Vermont Challenge Goodie Bag
The best fully stocked draw string goodie bag.

Vermont Challenge Shopping
Dining and shopping discounts in Manchester
and Stratton.

Vermont Challenge Tech Support
Tech support
at each start.


As part of the planning of the Tours of the Vermont Challenge, budget concerns were factor into our new format for pricing. Unlike other tour packages, where participants lodge together, The Vermont Challenge lets its rider choose for themselves where they wish to lodge so they can control their own budgets. So there are no lodging fees added into our tour package price. Manchester and Stratton offer numerous lodging choices depending on your needs and desires but here are Sponsor hotels and our recommendation:

Stratton's Black Bear Lodge is offering a terrific lodging package for all Vermont Challenge riders.

There's also the beautiful Taconic and Palmer House Hotels right in Manchester, and The Lodge at Bromley, which is situated 8 miles between Stratton and Manchester offering great rates.

Vermont Challenge Sponsor Motels/Hotels include:

Black Bear Lodge and other properties Stratton Mountain
Website: click here. Call 800-787-2886 for reservations)

Taconic Hotel, Manchester
Website: click here. Guests may also call our central reservations line at 844-861-5510 and say they are with the Vermont Challenge Room Block or by giving this code: PVC

Palmer House, Manchester Call of reservations: 802-362-3600

Lodge at Bromley, Peru Call for reservations & say your with the Vermont Challenge to get our special rates: 802-824-6941


Day 1 of the Vermont Challenge.


The Vermont Challenge mission is to provide the ultimate riding experience while striking a balance between the touring rider and the more serious cyclist. Offering a variety of scenic destinations that provide an authentic Vermont experience is our number one goal.

460 Stratton Gate Rd
PO Box 203, Jamaica VT 05343

Copyright © 2019 The Vermont Challenge LLC. All rights reserved.