Classic Vermont Bike Tour
The Heart of New England
Download a Detailed Itinerary
Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:
- A thorough daily itinerary
- Details for exact accommodations
- What to expect
- Travel planning tips
Please provide your contact information so that we can say “benvenuto”. After submitting the form, you will be able to download the itinerary immediately.
Vermont has been called the Ireland of America for its small villages, lush green rolling hills, and relaxed way of life. You’ll enjoy moderate cycling (“Vermont Ain’t Flat” is what the t-shirts say) between the foot of the Green Mountains and the shore of Lake Champlain. Start and end in the Art and Soul village of Vermont, historic Brandon, freshened up by a total restoration and reconstruction of its vibrant downtown. Your other base this week is Middlebury, a cosmopolitan village filled with all the culture and commerce brought by hosting a top-tier liberal arts college. In between, you’ll pedal up and coast down rolling hills through apple orchards, dairy farms, hayfields, and covered bridges, with an end-of-tour change of pace biking around thousand-acre Lake Dunmore in the Green Mountain National Forest. This vintage state park beckons you for a refreshing swim.
Tour Essence
- Pedal through spectacular Vermont pastoral scenery with views of the Adirondack Mountains of New York across Lake Champlain to the west, and Vermont’s own Green Mountain peaks to the east.
- Ride across three covered bridges in the Marble Valley as you pedal along the banks of Otter Creek.
- Visit Middlebury College with its spectacular campus of limestone buildings and views of the surrounding countryside.
- Enjoy riding around beautiful Lake Dunmore near Brandon adjacent to the Moosalamoo National Recreation Area.
- While we’re at Lake Dunmore, stop to take a scenic walk to the beautiful Falls of Llana.
- Wander through the brilliantly restored downtown of the village of Brandon.
- Rice across the futuristic Lake Champlain Bridge to visit historic Crown Point fort on the New York side.
- Sample Vermont’s craft breweries and wineries on our routes or within a short side trip.
What to Expect
Start Location
Brandon, VTEnd Location
Brandon, VTMileage
Average Daily: 32.75 / 39.75 miles Total: 163 / 199 milesElevation
Average Daily: 1,772 / 2,122 feet
Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.
- All accommodations
- 4 breakfasts
- 3 dinners
- Ciclismo Guides
- Van Support
- Snacks
- Cultural visits and walks
- Ciclismo Classico Jersey & Water bottle
- Welcome cocktail
- All accommodations
- 4 breakfasts
- 3 dinners
- Visits to micro-breweries and artisan wineries either en-route or within a stone’s throw
- Middlebury College with its spectacular campus of limestone buildings and views of the Adirondack Mountains of New York and Green Mountains of Vermont
- Branbury State Park and the award-winning Moosalamoo National Recreation Area: take a swim, paddle a kayak or canoe, or enjoy a hike to the Falls of Lana waterfall
- Stop at the eclectic Lemon Fair Sculpture Park to visit it’s varied art exhibits
2022
Start Location
Brandon, VTFly Into
Burlington, VTEnd Location
Brandon, VTFly Out Of
Burlington, VTThree Covered Bridges of the Marble Valley
Meals Provided
DinnerAverage Mileage
26.6/37.8 milesElevation Gain
1,679/2,221 feetRiding Terrain
RollingMeals Provided
DinnerAccommodations
The Lilac Inn
This picturesque inn is housed in a 1909 Georgian Revival-style mansion and is a short walk from the Brandon Museum. A 3-course gourmet breakfast is included, and there’s a seasonal restaurant and bar. A cozy living room has a fireplace, and outside the landscaped gardens feature a gazebo.
The Apple Orchards and Dairy Farms
Meals Provided
Breakfast, DinnerAverage Mileage
30.5/39.7 milesElevation Gain
1,596/2,107 feetRiding Terrain
RollingMeals Provided
Breakfast, DinnerAccommodations
The Lilac Inn
This picturesque inn is housed in a 1909 Georgian Revival-style mansion and is a short walk from the Brandon Museum. A 3-course gourmet breakfast is included, and there’s a seasonal restaurant and bar. A cozy living room has a fireplace, and outside the landscaped gardens feature a gazebo.
The Land of Milk and Honey
Meals Provided
BreakfastAverage Mileage
51.4 milesElevation Gain
2,339 feetRiding Terrain
RollingMeals Provided
BreakfastAccommodations
The Middlebury Inn
Walk through the doors of the Middlebury Inn and feel the warmth of New England hospitality that has been a tradition for generations. Look out over the beautiful Middlebury town green from the front porch and experience a place that’s been a part of Vermont’s history since 1827. The Inn offers unparalleled food, drink and lodging with all of the comforts and modern conveniences travelers have come to expect from a grand hotel.
The Otter Creek Meanderings
Meals Provided
Breakfast, DinnerAverage Mileage
26.2/40.6 milesElevation Gain
1,851/2,547 feetRiding Terrain
RollingMeals Provided
Breakfast, DinnerAccommodations
The Middlebury Inn
Walk through the doors of the Middlebury Inn and feel the warmth of New England hospitality that has been a tradition for generations. Look out over the beautiful Middlebury town green from the front porch and experience a place that’s been a part of Vermont’s history since 1827. The Inn offers unparalleled food, drink and lodging with all of the comforts and modern conveniences travelers have come to expect from a grand hotel.
