Vermont Cabin Weekend Bike Tour

Meet your guides upon arrival at our serene cabin retreat just outside of Woodstock. First things first: we’ll have lunch, get fitted to our bikes, and huddle up for a safety briefing. Then set out through picturesque Woodstock, marveling at the quaint New England architecture, patches of wildflowers, and cool, verdant farmland that abuts the Ottauquechee River. Stop into the flagship workshop of Simon Pearce Glassworks and browse for stemware, pottery, pitchers, and bowls, or get an up-close look at the glassblowers at work. Pedal beside the river back to the cabin and freshen up for dinner at our friend’s farm restaurant, located up in the pastures outside of town.

Meals: Lunch / Dinner
Destinations: Quechee, Woodstock
Accomplished: 19 miles / 31 km, elevation gain: 1,460 feet / 445 meters
Longer Option: 27 miles / 43 km, elevation gain: 2,283 feet / 696 meters
Accommodations: Private Luxury Cabin

Today is all about New England’s artisans, beginning with a ride into the hills north of Woodstock to our favorite local cheese producer. Their famed Tarentaise is inspired by cheesemaking traditions of the Savoie department in the French Alps, and just a taste will truly transport you. Then we pedal up and down through sleepy hamlets like East Barnard and Hewitts Corners to our next stop: a farm that specializes in ciders like you’ve never tasted. Enjoy a farm-style picnic lunch beside their historic barn before biking back to Woodstock. Take the afternoon to relax, explore in town, or head to a local brewery and dive into the craft beer scene. Tonight, you’re free to dine at a restaurant in the area or keep it cozy and take dinner in your cabin.

Meals: Breakfast / Lunch
Destinations: Hewitts Corners, East Barnard, South Pomfret
Accomplished: 34 miles / 55 km, elevation gain: 3,447 feet / 1,051 meters
Longer Option: 51 miles / 82 km, elevation gain: 4,336 feet / 1,331 meters
Accommodations: Private Luxury Cabin

Choose your can’t-miss experience for our final full day in Vermont: if you came for the cycling, we’ll bike a beautiful route through the farms and forests of West Windsor and South Woodstock. Or, take a day off the bike and hike a section of the nearby Appalachian Trail. Want to get out on the water? Go paddling down the Connecticut River, followed by lunch in the quaint college town of Hanover. No matter how you decide to spend the day, your guides will make it seamless and special. Tonight, our friend and local chef will cook us an intimate dinner at the cabin—a charming way to spend our final evening together.

Meals: Breakfast / Lunch / Dinner
Destinations: South Woodstock, West Windsor, Appalachian Trail, Hanover
Accomplished: 30 miles / 49 km, elevation gain: 3,542 feet / 1,080 meters; optional hiking or canoeing/kayaking: 2-5 hours
Longer Option: 52 miles / 84 km, elevation gain: 4,969 feet / 1,515 meters
Accommodations: Private Luxury Cabin

After your breakfast this morning, join your guides for one last quick loop. Pedal to the most photogenic, off-the-beaten path farm and snap some final pictures in New England’s golden morning light. After, say goodbye to your guides and head home (or to your next adventure).

Meals: Breakfast
Destinations: South Woodstock
Accomplished: 9 miles / 15 km, elevation gain: 941 feet / 287 meters