3 Day Bike Tour in Vermont – Great Freedom Adventures
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3 Day Bike Tour in Vermont

3 Day Bike Tour in Vermont

per person


Short & Very Sweet 3-Day Vermont Bike Tour

Spend three sweet days savoring the tastes of Vermont: maple syrup, local berries, artisan cheese, Ben & Jerry’s ice cream, maple butter, fresh apple cider, Vermont craft beer and superb meals in top restaurants. In between these tasty stops, bike country roads through colorful leaf canopies revealing scenes that make Vermont a photographers dream.

Unwind on This All-Inclusive Vermont Bike Trip

 Feel cares slip away while cycling pastoral routes past stunning mountain vistas, classic red barns, sparkling rivers and pristine lakes. Discover quintessential covered bridges, productive sugar bushes, quaint country stores and working dairy farms. Listen for the distinctive thrash of foraging moose or the cry of a soaring eagle while pedaling past bogs and wildflower-filled meadows. This three-day, all-inclusive Vermont bike tour is a sweet slice of Green Mountain heaven!

Tour Highlights:

  • Stay at a fine Woodstock inn offering upscale amenities and a quintessential Vermont experience
  • Savor foods fresh from the farm and prepared by talented chefs
  • Explore Woodstock, one of the “prettiest small towns in America”
  • Bike quiet roads through a pastoral landscape of dairy farms, wildlife areas, sugarbushes, country stores, river valleys, covered bridges and classic New England towns
  • View dramatic Quechee Gorge and cascading waterfalls
  • Visit Calvin Coolidge State Historic Site
  • Taste a variety of cheeses at the oldest working cheese factory in the US and discover how cheese was made then and now
  • Visit a brewery and sample the brews
  • Watch master glassblowers create exquisite glassware at renowned Simon Pearce
  • Shop in unique stores, local artist’s galleries and antique shops

Tour Reviews & Testimonials


    Day 1

    3-day-vt-bike-toursMeet in Woodstock in the early afternoon and enjoy lunch while your guides fit your bike. Embark on your Vermont adventure, pedaling to a picturesque hamlet with its country store, passing one of the oldest ski areas in the country. Relax on the shores of a sparkling lake, not far from where Sinclair Lewis once wrote and vacationed. A gradual climb out of town is rewarded by miles of easy downhill on the return to Woodstock. Relax at the inn and enjoy the pool and hot tub. After, savor a delicious dinner of seasonal, local foods. Biking Mileage: 22

    Day 2

    3-day-vt-bike-tripsAfter breakfast, enjoy a bike trip through countryside of handsome equestrian estates, past one of the oldest horse associations in the country. Continue through sleepy hamlets and a wildlife management area of beaver lodges and moose habitat. Watch for mink and otter too while pedaling through this unique ecosystem of bogs, seeps, vernal pools and ponds. Climb to a ridgeline with sweeping views then coast downhill past crystal clear lakes and streams en route to the Calvin Coolidge Homestead. Walk in the footsteps of this former president then sample the artisan cheese at the Plymouth Cheese Factory, started by Coolidge's father. Coast down the road to a microbrewery to sample some of the award-winning craft beer. Enjoy dinner at a top-notch restaurant with expertly prepared and beautifully presented dishes. Biking Mileage: 36 or 44

    Day 3

    fall-foliage-bike-tours-gfa-12Today, the diverse beauty of Vermont continues to unfold. Pedal through covered bridges and stop at classic country stores. Bicycle along country roads with green or multi-colored leaves arching overhead that make you feel like you are biking through a postcard. Watch for roadside maple stands or “sugarbushes” with strung sap lines awaiting sugaring season. Pedal to charming Quechee with its covered bridge, polo fields, powerful waterfall and the renowned Simon Pearce Glassworks. Watch master glassblowers create masterpieces, then head to the Quechee Gorge to view one of Mother Nature’s masterpieces. Spin along the river passing horse farms and gracious country estates. Return to the inn to say goodbye to one another and to the captivating sights, scents and tastes of this very sweet part of Vermont. Biking Mileage: 24   Please Contact Us for detailed itinerary and arrival and departure information.

    Blue Horse Inn, Woodstock, VT - 2 Nights (all except Oct 6 departure) Built in 1831, the riverfront Blue Horse Inn is a handsome Greek Revival mansion that contains large, luxurious, and beautifully appointed rooms. Elegant, yet relaxing common spaces provide the perfect opportunity for chatting by the fire, enjoying a glass of wine or curled up with a book. Sensational breakfasts are taken in the dining room or on the covered porch overlooking the pool, gardens, Ottaquechee River and Middle Covered Bridge. The inn is in the heart of Woodstock Village, walking distance to shops, galleries, restaurants and theater. Inn amenities include a heated outdoor pool, a library and a fire pit.

    woodstock inn 2The Woodstock Inn, Woodstock, VT - 2 Nights (Oct 6 departure) The Woodstock Inn epitomizes New England country elegance. A Conde Nast Gold Club member, the stately inn and beautiful grounds are ideally located adjacent to the town green, in the heart of Woodstock village. Beautiful sitting spaces and fine dining rooms are enhanced by excellent service. Luxurious guest rooms feature furnishings handmade by talented local artisans. Additional resort amenities include a tavern, game room, pool, spa, gift shop and afternoon tea & cookies. In addition, GFA guests may use the Athletic Club (indoor pool, hot tub, sauna, steam room, racquet sports, etc.) and participate in classes.                  

    2021 Dates

    June 25-27  |  July 9-11  |  August 6-8  |  Sept 10-12  |  Sept 24-26  |  Oct 1-3  |  Oct 6-8  |  Oct 9-11  |  Oct 13-15

    2021 Prices

    Per person, based on double occupancy: June, July & Aug departures - $1,295; Single Supplement: $625. Sept 10 departure - $1,475. Sept 24 & Oct 1, 6 & 13 departures - $1,575. Oct 9 departure - $1,625.  Sept & Oct Single supplement - $675.

    Trip Length

    3 days, 2 nights


    Woodstock, Vermont

    Cycling level

    Moderate. Moderate-Challenging with long option.

    Daily mileage

    20-36 (44 with long option)


    Flat along the rivers with hills outside the river valleys. Occasional sections of dirt road.

    Bikes: You may bring your own bike or use one of ours. GFA bikes are high quality, lightweight, available with either drop or straight handlebars and are equipped with computer, mirror, waterbottle, handlebar bag, map case and seat pack with essentials. What's Included:
    • Fine accommodations in beautiful Woodstock, VT
    • Bicycle and helmet rental
    • 2 breakfasts
    • 2 dinners
    • 2 lunches
    • Admission to the Calvin Coolidge Homestead and Historic Site
    • Visit to one of the oldest cheesemaking operations in the US
    • Brewery visit
    • 2 knowledgeable guides
    • Van support
    • Daily maps and cue sheets
    • Daily snacks and cold drinks
    • Tax and gratuities for meals and side excursions
    • Featherweight, high-visibility, reflective mesh vest
    • Waterbottle
    • Dedicated service throughout your worry-free tour
    Frequent Adventurers, GFA alumni, may deduct 5% from the tour price. Please contact us for youth and group rates. Custom dates and duration are available for groups of six or more. Please Contact Us for detailed itinerary and arrival and departure information.

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