Vermont

Vermont Gravel

Vermont’s Northeast Kingdom
  • From $4895
  • Location East Burke, VT
  • Duration 6 Days / 5 Nights
  • Rider Level 2 / 3 / 4 / 5

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Fall colors, endless gravel, and New England charm

It’s no secret that Vermont boasts some of the best fall foliage in the country. Here’s a slightly better-kept secret: Vermont also has some of the best gravel riding around. On this trip, we’ll combine the two, enjoying famous fall colors, pristine roads, and soaking up the signature New England charm that makes this region so unforgettable. With endless quiet roads, Vermont is a dream destination for gravel novices and experts alike.

On this trip, we’ll base out of the Wildflower Inn, a 280-acre property in Vermont’s Northeast Kingdom. This region is known for its mountain biking, but the gravel is just as good. The local enthusiasm for cycling is contagious, and you’ll soon see why. After a day of exploring the Green Mountains and surrounding valleys, it’s hard to wipe the smile off your face. The terrain here is rolling—no big mountain passes, but robust climbing is available to those who want it. We’ll finish our rides with creemees (Vermont’s take on soft-serve ice cream) and spend the afternoons enjoying all that the Wildflower has to offer.

Highlights

  • Daily guided and fully-supported gravel rides
  • Relax at the one-of-a-kind Wildflower Inn 
  • Cruise through pristine roads during peak fall foliage
  • Enjoy chef-prepared meals that utilize fresh, local ingredients
  • Soak up the small town New England charm in East Burke, complete with post-ride maple creemees
  • Optional hiking and swimming in nearby Lake Willoughby

Food

In Vermont, our chefs capitalize on the region’s strong agricultural identity to produce local, seasonal meals that will keep you fueled throughout the week. From local farmstands to fresh cheeses, we are excited to share our favorite Vermont foods with you at every meal, prepared on-site by TCH chefs. Throughout the week, we’ll be sure to stop by our favorite creemee stands, general stores, and craft breweries as well.

Accommodations

The Wildflower Inn occupies a stunning 280 acres in the heart of the Northeast Kingdom. Its location on Darling Hill, just outside of East Burke, makes it a premier spot to enjoy all that fall in Vermont has to offer. A variety of room layouts accommodates singles, couples, and friend groups, while the Burkeview Basecamp suite offers communal indoor and outdoor gathering spaces for our group. At the Wildflower, we’ll relax in the salt-water pool, gather for dinner on our private patio, and watch the sunset from the property’s famous Heaven’s Bench. As one of our guides put it, “it’s one of the most beautiful places I’ve ever been.”

ITINERARIES

Day 1

Day 1: Welcome to Vermont – Arrival Day!

Guests will arrive in Burlington (BTV), and our staff will do airport and hotel pickups. After you register, we will email a list of suggested hotels for guests planning to arrive early. Please email us your arrival/departure plans, including flight numbers.

We will shuttle back to The Wildflower Inn, and everyone will have time to settle in and enjoy our first chef-prepared meal of the week. 

After lunch, our mechanics will work on building guest bikes or fitting people to their rentals. We will depart for an afternoon shakeout spin once all the bikes are ready, and all the guests have arrived.

Day 2

Day 2: Diamond Hill

We’ll begin the day with a home-cooked breakfast at the Wildflower. Then, we’ll depart by bike for our first full day of riding. The Diamond Hill loop takes us south of Burke. You’ll settle into the rhythm of Vermont riding—rolling hills and punchy climbs, but never for more than a few miles at a time. We’ll roll between open field vistas and secluded, wooded roads. 

Those who are hungry for more miles can tackle the optional out-and-back towards Stannard Mountain. Otherwise, we’re headed into nearby Lyndon for maple creemees before tackling the final short climb home to lunch.

Day 3

Day 3: Lake Willoughby

Today we’ll make our way to Lake Willoughby, a fjord-like glacial lake that is one of the gems of the Northeast Kingdom. The climbs will feel steadier than yesterday’s ride, with fun detours onto off-the-beaten path backroads.

Once we reach Lake Willoughby, those who have had their fill of miles can hop in the van for a 20-minute shuttle back to the Wildflower. Those eager for an epic day will ride home to lunch.

Day 4

Day 4: Craftsbury Cruise

After several big days in the saddle, today’s ride is a recovery-focused spin through nearby Greensboro and Craftsbury. We’ll shuttle 40 minutes from the Wildflower to Greensboro. From here, we’ll begin a loop that takes us through the gravel roads around Craftsbury, a renowned cross-country ski destination. The first half of the ride is net downhill, making it easy to get some quick miles under you. Cruising along lakefronts, we’ll come into town for a stop at the Craftsbury General Store.

At Craftsbury, there’s an option to cut the ride short and head straight to lunch, or continue along the main route for the full experience. There are a few climbs between you and lunch, but after a week of Vermont riding, you’ll be more than ready. We’ll finish at the Hill Farmstead Taproom for a picnic lunch and taste of local beers and ciders, before shuttling back to the Wildflower.

Day 5

Day 5: Around the Mountain

Today’s ride may not be crazy mileage, but the circumnavigation of Burke Mountain gives a real sense of accomplishment. We’ll leave from the Wildflower and roll through the town of East Burke. As we begin the loop, we’ll enter a quiet network of roads shaded by changing leaves. As you tackle the day’s climbs, you’ll glimpse the Green Mountains surrounding you. For every climb, you earn a descent: fast dirt and perfect grades for coasting the miles away. 

As we come back into East Burke, we’ll stop for coffee and creemees before the final climb home for lunch and our final fiesta night celebration.

Day 6

Day 6: Adiós - Departure Day

Shuttles will run to the Burlington airport all morning, with the last shuttle leaving at 10 a.m. Please email us your departure times.

DATES & PRICES

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DETAILS

What’s Included

  • 5 nights accommodations (double occupancy)
  • Airport transfers to/from Burlington International Airport (BTV)
  • All meals (breakfast, lunch, dinner)
  • Mechanical support (including bike build and breakdown)
  • Professional trip guides
  • Daily sag support
  • Ride nutrition products
  • High-quality ride photos
  • Stocked bathrooms with shampoo, conditioner, and body wash
  • Yoga Mats, Foam Rollers, Massage Guns, Normatec Compression Boots

What's Not Included

  • Airfare
  • Gratuity for guides
  • Massage therapy
  • Mid-ride café stops
  • Personal shopping
  • Bike rentals +$400 – 5 night / +$350 – 4 night
  • Single room: +$1250 – 5 night
    • *Single rooms subject to availability; requesting single occupancy on your reservation form does NOT GUARANTEE a single room. We will confirm room availability based on your preferences.
    • Our base rooming rate is double occupancy. If you are traveling alone and select double occupancy while booking, we will match you with a roommate. 

Questions?

Have more questions? View our FAQ page or call us at 406-312-5770.
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BIKE OPTIONS

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Rent A Bike

Traveling through the airport with a bike—and paying for it to fly—is not everyone’s idea of a fun way to start a vacation. Fortunately, we offer high-quality, full carbon bikes on all of our trips across the United States and Europe. Want to just show up and ride? Just bring your shoes, pedals, helmet, and saddle (if you want), and rent one of ours.

Available this trip:
Cervelo Aspero Road/Gravel Bike
Manufacturer: Cervelo
Type: Gravel Bike
Cost: $400 / trip
Specialized Creo 2 Comp
Manufacturer: Specialized
Type: Road
Cost: $500 / trip
Specialized Vado SL 4.0 E-Bike
Manufacturer: Specialized
Type: Road
Cost: $500 / trip
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Bring Your Own

Your bike is yours—we get it. Bringing your own bike has obvious advantages in terms of individual comfort. Before your trip, we suggest getting a tune-up at your local bike shop so it’s ready to roll for your week of riding. Once you arrive, we’ll be sure to have our mechanics build it and help with any necessary tweaks. Check out some helpful resources here:

Shipping your bike

Flying with your bike.

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Skip The Bike

If you or your travel partner want to enjoy the trip and explore a new destination without a bike, drop us a line and we’ll discuss options. Some trips are better suited for non-rider participants than others.