Beguiling Woodstock, VT & Beyond Bike Tour
per person
Woodstock VT Bike Tour
Beguiling Woodstock and Beyond
Woodstock is one of Vermont’s most beautiful towns. Settled in 1768, the town has been meticulously preserved and retains its historical and architectural integrity. The town green is bordered by handsome Georgian, Federal and Greek Revival houses. Past residents, Laurance and Mary French Rockefeller, enhanced the town’s charm by burying power lines throughout the village and by donating their mansion and property to create Vermont’s only national park.
A Perfect Vermont Vacation
What exists today is a town both true to its past yet alive with contemporary cultural and outdoor opportunities. Upscale boutiques, fine art galleries and excellent eateries line idyllic streets. And the picturesque valleys and verdant hills surrounding Woodstock make it the ideal base from which to explore the stunning countryside. Join us!
Fall Photography
The October 8-11 fall foliage departure has an added perk. An expert photographer, whose widely published photos have been featured on the covers of Yankee Magazine and Vermont Life, will be available for portions of the tours. He will provide techniques and suggestions for creatively capturing the light and the tapestries of Vermont’s magnificent landscapes while bathed in radiant fall color. In the evening, he will offer helpful tips for improving your photos whether using a professional camera or simply your cell phone. He’ll share insights and secrets about how the experts create their remarkable compositions.
Note: This biking tour runs concurrently with the four-day Vermont walking tours making it an ideal choice for couples, friends or family traveling together who have different interests. One or more people in the group may do the biking tour while others may prefer the walking. All tour guests will stay in the same lodging and eat together. Some portions of the tour days will overlap as well.
Tour Highlights:
- Discover the remarkable beauty of Woodstock, Vermont
- Cycle some of the most beautiful terrain in Vermont
- View the Quechee Gorge, Vermont’s deepest gorge
- Watch master glassblowers create masterpieces at renowned Simon Pearce
- Visit Calvin Coolidge State Park and the Coolidge Homestead
- Visit Plymouth Cheese Factory, started by Calvin Coolidge’s father
- Stop at Long Trail Brewery, a brewer of award-winning craft beer
- Enjoy dinners at Woodstock’s top restaurants
- Hike to a hilltop with panoramic views
- DepartureWoodstock, Vermont
- Departure TimeEarly Afternoon
- Return TimeEarly Afternoon
- IncludeHiking TourBike Tour
- Not IncludedActive Vacation
Day 1
Meet at the inn in Woodstock in the early afternoon for a welcome lunch. Then, pedal through a quiet hamlet anchored by a charming country store and one of the oldest ski areas in the country. Ride alongside gurgling streams and fields where cows or horses are pastured. A sparkling lake is the reward at the end of an invigorating climb. Watch the kids splashing in the clear water or later in the season, the mirror reflection of the red and gold trees: either way, it’s a picture perfect setting. Coast down the hill back to Woodstock and relax at the inn before dinner at one of Woodstock’s top restaurants.
Day 2
Bike one of the most scenic cycling routes around, passing farmsteads with classic red barns and tranquil ponds. Watch for farmers cutting and baling hay and listen for the cries of hawks circling overhead. Continue to Quechee for a picnic lunch among a stand of old pines. Walk the pine-needle path to the Quechee Gorge and, if you dare, look down to the river as it cuts its way through the gorge 165 feet below. Visit Simon Pearce Glassworks and watch master glassblowers create striking glassware sold in fine shops worldwide. Follow the river back to Woodstock passing three covered bridges along the way. Enjoy dinner on your own with excellent options to choose from.
Day 3

Day 4

506 On the River Inn, Woodstock, VT - 3 Nights (May, July & August Departures)This fine inn set on the banks of the Ottaquechee River was recommended by Conde Nast Traveler as "The place to visit." Balconied rooms overlook the expansive lawn and the river. Inn amenities include a restaurant, bistro, country kitchen, library, game room, gift shop, and an indoor pool with sauna.

2019 Dates
August 13-16 | October 1-4 | October 14-17
2019 Prices
August Departure: $1,550, October Departures: $1,995. Per person, based on double occupancy. Single Supplement: $575 ($695 October Departures)
Trip Length
4 days, 3 nights
Start/Finish
Woodstock, VT
Daily Mileage
21-37 with longer options if desired
Cycling Level
Moderate. Moderate-Challenging with longer distance options.
Terrain
Paved and dirt roads. Some long and short hills each day along with flatter stretches.
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. Fall Photography: The October 8-11 fall foliage departure has an added perk. An expert photographer, whose widely published photos have been featured on the covers of Yankee Magazine and Vermont Life, will be available for portions of the tours. He will provide techniques and suggestions for creatively capturing the light and the tapestries of Vermont’s magnificent landscapes while bathed in radiant fall color. In the evening, he will offer helpful tips for improving your photos whether using a professional camera or simply your cell phone. He'll share insights and secrets about how the experts create their remarkable compositions. What’s Included:
- 3 nights accommodations in a fine Woodstock inn
- 4 days of bicycling and walking
- Bicycle and helmet rental
- 3 breakfasts
- 2 dinners
- 2 lunches
- Admission to Calvin Coolidge Homestead
- Visit to one of the oldest cheese-making operations in the US
- Brewery visit
- 2 guides
- Van support
- Daily cold drinks and snacks
- Maps and cue sheets for each day's ride
- Tax and gratuities for meals and side excursions
- Featherweight, high visibility, reflective vest
- Waterbottle
- Dedicated service throughout your worry-free tour
- The October 1-4 & 8-11 tours include instruction as desired from an expert photographer
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.