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Vermont Challenge Logo

Our Roads Are Calling

We are excited to announce our all-new plan for the 2022 edition of the Vermont Challenge with two new, intimate tours.
The Shires: August 18-21
Northeast Kingdom, Averill Lake: September 10-12
Vermont Scene
Vermont Challenge Logo

Our Roads Are Calling

We are excited to announce our all-new plan for the 2022 edition of the Vermont Challenge with two new, intimate tours.
The Shires: August 18-21
Northeast Kingdom, Averill Lake: September 10-12
Vermont Scene
Vermont Challenge Logo

Our Roads Are Calling

We are excited to announce our all-new plan for the 2022 edition of the Vermont Challenge with two new, intimate tours.
The Shires: August 18-21
Northeast Kingdom, Averill Lake: September 10-12
Vermont Scene

Tours of the Vermont Challenge

Manchester, VT Manchester, VT

The Shires

The Shires tour is located in the southwest corner and in the Green Mountains of Vermont and is similar to our traditional Vermont Challenge. This tour will take place over 4 days, but it's now a relaxed tour allowing riders to enjoy our corner of Vermont at a casual pace. The tour includes all lunches and dinners. Limited to 35 riders.
Averill Lake Averill Lake

Northeast Kingdom

This new tour is located in northern Vermont just below of the Canadian border and just west of the New Hampshire line. The lodging (shared) for this tour is a large home right on Averill Lake in the most beautiful part of rural Vermont. Our host is our very own Barrack Evans of Battenkill Bikes. You'll enjoy an all-inclusive 3 days of relaxed touring, which includes all meals prepared by our chef. Enjoy afternoons right on the lake for swimming or kayaking. Rides will take us in and out of Canada, so a Passport (passeports requis) is a MUST. Limited to 25 riders.
Vermont Valley View

Profiles of the Tours

In the Reimagining of the Vermont Challenge, it was perhaps the word "challenge" where we decided to focus our attention. Rather than conveying the notion of competitive cycling with insurmountable climbs and no opportunity for considering the beautiful surroundings of Vermont, we decided to apply the brakes (no pun intended) and create a Tour that specifically meets the needs of those wishing to see and enjoy Vermont – all from the saddle of their bikes. A strong social element was important to add to the new, 2022 reimagined Tours and so emphasis on a much smaller, intimate group was decided upon.

Setting Expectations

Each days' rides will be led by seasoned ride leaders who will shepherd you through the hills and valleys of Vermont. These rides are planned to be casual scenic tours where the actual "challenge" will be determining which country store is the most quaint or which vista is the most beautiful. It's important to know that these two tours will be ridden at a much slower pace than in the past in order to accommodate our riders expecting a true biking tour.

The Shires Tour
  • 4 consecutive days of riding
  • Limit total registrations to 35 riders
  • Route lengths/pace – two lengths to choose from: Mid 30's and mid 50's lengths daily, broken into two average paces
  • Each rider will receive a Specialized water bottle, an exclusive gender specific tech polo top and a Vermont Challenge pint beer glass
  • We will offer all lunches and dinners (locations to be announced)
  • Tours offer support/refueling vehicle
  • Will provide a list of all services on all routes. These files should be uploaded to your phone
  • We'll stop at key locations like Country Stores etc.
Vermont Farm

The Shires Tour
  • 4 consecutive days of riding
  • Limit total registrations to 35 riders
  • Route lengths/pace – two lengths to choose from: Mid 30's and mid 50's lengths daily, broken into two average paces
  • Each rider will receive a Specialized water bottle, an exclusive gender specific tech polo top and a Vermont Challenge pint beer glass
  • We will offer all lunches and dinners (locations to be announced)
  • Tours offer support/refueling vehicle
  • Will provide a list of all services on all routes. These files should be uploaded to your phone
  • We'll stop at key locations like Country Stores etc.
Vermont Farm

The Shires Tour
  • 4 consecutive days of riding
  • Limit total registrations to 35 riders
  • Route lengths/pace – two lengths to choose from: Mid 30's and mid 50's lengths daily, broken into two average paces
  • Each rider will receive a Specialized water bottle, an exclusive gender specific tech polo top and a Vermont Challenge pint beer glass
  • We will offer all lunches and dinners (locations to be announced)
  • Tours offer support/refueling vehicle
  • Will provide a list of all services on all routes. These files should be uploaded to your phone
  • We'll stop at key locations like Country Stores etc.
Vermont Farm

Shires Tour Pricing

The Shires

4-day tour August 18-21 – $699
Includes all lunches and dinners
Excludes lodging*
*Suggested lodging below

The Northeast Kingdom Tour
  • 3 consecutive days of riding
  • Includes 4 nights of shared lodging
  • Includes 3 meals per day
  • Limit total registrations to 25 riders
  • Route lengths/pace – two lengths to choose from: Mid 30's and mid 50's lengths daily, broken into two average paces
  • Riders MUST have a passport (passeports requis) as we'll be riding in and out of Canada
  • Each rider will receive a Specialized water bottle, an exclusive gender specific tech polo top and a Vermont Challenge pint beer glass
  • Tours offer support/refueling vehicle
  • Will provide a list of all services on all routes. These files should be uploaded to your phone
  • We'll stop at key locations like Country Stores etc.
Averill Lake

The Northeast Kingdom Tour
  • 3 consecutive days of riding
  • Includes 4 nights of shared lodging
  • Includes 3 meals per day
  • Limit total registrations to 25 riders
  • Route lengths/pace – two lengths to choose from: Mid 30's and mid 50's lengths daily, broken into two average paces
  • Riders MUST have a passport (passeports requis) as we'll be riding in and out of Canada
  • Each rider will receive a Specialized water bottle, an exclusive gender specific tech polo top and a Vermont Challenge pint beer glass
  • Tours offer support/refueling vehicle
  • Will provide a list of all services on all routes. These files should be uploaded to your phone
  • We'll stop at key locations like Country Stores etc.
Averill Lake

The Northeast Kingdom Tour
  • 3 consecutive days of riding
  • Includes 4 nights of shared lodging
  • Includes 3 meals per day
  • Limit total registrations to 25 riders
  • Route lengths/pace – two lengths to choose from: Mid 30's and mid 50's lengths daily, broken into two average paces
  • Riders MUST have a passport (passeports requis) as we'll be riding in and out of Canada
  • Each rider will receive a Specialized water bottle, an exclusive gender specific tech polo top and a Vermont Challenge pint beer glass
  • Tours offer support/refueling vehicle
  • Will provide a list of all services on all routes. These files should be uploaded to your phone
  • We'll stop at key locations like Country Stores etc.
Averill Lake

Northeast Kingdom Tour Pricing

The Northeast Kingdom

3-day tour September 10-12 – $899
Includes 3 meals per day
Includes 4 nights of shared lodging

Lodging

In keeping with the bucolic areas we will find ourselves touring in Northern Vermont and New Hampshire and Quebec, Canada, lodging accommodations will be what you should expect of a rural home built in the 1920s.
Rooms and bathrooms will be shared and based on tour attendees, room assignments will be selected accordingly. If you have any questions, please contact us at info@vtchallenge.com.

What the Press is Saying

Take some time to read what they are saying. Just click on the magazine covers or links below.

Stratton MagazineAdventure Cyclists Magazine

Vermont SKI+RIDE, Vermont's Mountain Sports & Life named the Vermont Challenge one of its "8 Rides of Your Life." Read about it here:


VT SKI+RIDE Logo
VT SKI+RIDE Menu
VT SKI+RIDE Photo
VT SKI+RIDE Headline
The way up and the way down are not, just not, one and the same.
That's all I can think as I push/pull/cajole the wheels into one more rotation, then another. I stand, putting my full weight on the pedals. Think positive, I coach myself. I'm grateful .. grunt.. for the cool green tunnel of hardwoods shading the road. Grateful ..groan..for the packet of maple syrup from the last aid station, liquid energy. I'm grateful for the six guys who let me draft for the last 10 miles. Grateful for the swimming hole ahead that's going to be deliciously cool.
Then, the trees open up. There is light. The road crests at the gap. Below, a toy landscape of farms with red barns spreads out. Patches of green fields are dotted with miniature black and white cows. A white spire rises through trees in the distance. I pause to take a swig of water, shift into my largest gear and then let go, screaming down the other side, taking the S turns like a ski racer on a GS course.
By far the best way to see Vermont, I'm convinced, is on a century ride or organized group ride. In the past few years, a host of new rides have sprung up with events such as the Vermont Challenge, Farm to Fork Fondo, and the Vermont Gran Fondo, making the national Top 10 lists. Others, like the Tour De Kingdom, are lesser-known gems that will show you roads you never knew existed.
Yes, you pay an entry fee but you get a sag wagon, in case you have a mechanical issue. And then there are the aid stations. Since this is Vermont, instead of GU and Budweiser, there might be PB&J sandwiches on slabs of homemade bread (Vermont Challenge) or woodfired pizza with farm-fresh toppings (Farm to Fork Fondo). After parties? In Vermont, you don't bring the beer to the party, you take the party to the beer. Three rides start and finish at Harpoon Brewery, Long Trail Brewery and Woodchuck Hard Cider this year.
There is an organized ride somewhere in the state nearly every week, here is one of our favorite loops, in August.
VT SKI+RIDE Headline
Heading out from Stratton on Day 3 of the Vermont Challenge. Photo by Hubert Schriebl

The Vermont Challenge: Stratton to Okemo and back, Aug. 17-20
If you took the best aspects of a multi-day guided bike tour (sag wagons, lunch stops, dinners sharing stories of the day over a craft brew) and combined it with four days of the semi-competitive (read: bragging rights only) fun of a century ride, you'd get the Vermont Challenge.
Stratton skier John Sohikian dreamed up the Vermont Challenge as way to showcase some of the best riding routes in southern Vemont. The four-day event heads along the valley between Manchester to Dorset, before climbing into the mountains around Stratton and sending riders on a 107-mile fondo toward Okemo.
Of course, you don't have to do all four days of rides. You can sign up for shorter routes each day (starting at 23 miles). You can stop where you want (last year's favorite rest stop was at Wilcox Dairy, which makes a killer salted caramel ice cream). You can join in the group kickoff dinners at the Taconic Hotel in Manchester or eat on your own. You can do just the Valley Days (Day 1-2) or just the Mountain Days (Day 3-4). In 2016, the fifth running of the Challenge the ride raised $9,200 for local charities and $10,000 the year before. vtchallenge.com

Sponsors

Battenkill Bicycles LogoHammer Nutrition Logo

The Shires Lodging

As part of the planning of The Shires Tours of the Vermont Challenge, budget concerns were factor into our new format for pricing. The Vermont Challenge lets its Shire riders choose for themselves where they wish to lodge so they can control their own budgets. So there are no lodging fees added into that tour package price. The following are some suggested lodging.
Palmer House Logo
Manchester: Palmer House
5383 Main St, Manchester Center, VT 05255   802-362-3600
Our exclusive Lodging partner in Manchester is the Palmer House. Palmer House is centrally located with access to all Vermont Challenge starting points.
Stratton Logo
Stratton Mountain Resort: Black Bear Lodge
Black Bear Lodge offers reasonable rates and is located within reasonable access to all Vermont Challenge starting points.
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Manchester Area Hotel Guide
You're going to need somewhere to put all your bags while you're touring around The Shires - check out some of our favorite places to stay in the Manchester, Vermont area. Explore a variety of Manchester lodging accommodations in the Green Mountains of southwestern Vermont, whether you need a small room for just a few nights night at a Manchester hotel or many rooms for an extended stay with your friends. Click here or on the Vermont logo above to see the guide.
info@vtchallenge.com
460 Stratton Gate Rd
PO Box 203, Jamaica VT 05343
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