Vermont Walking Tour & Hiking Tour
4 days/3 nights
The Colors of Vermont Hiking & Walking Tour
Vermont: for most of us, just hearing the name conjures up postcard images of white farmhouses featuring red barns, black and white cows grazing peacefully in green fields, red covered bridges spanning sparkling blue rivers and multicolored hillsides bedecked in shades of red, orange and yellow. On The Colors of Vermont Walking Tour, step into scenes as beautiful, or more so, than those in your mind’s eye. With decades of experience hiking the trails in the region, Great Freedom Adventures has selected treasured walks that bring guests right into quintessential scenes that reveal the colorful beauty – and the true heart – of Vermont life.
Acclaimed Woodstock Vermont
Discover lovely Woodstock, a picture perfect Vermont town that provides easy access to a trove of breathtaking walks. Explore the hills and valleys of Woodstock and the surrounding towns, with time built in to explore the charming streets, covered bridge, country store, upscale shops and fine art galleries of the village itself.
From Fern Groves to Hilltops
With your guide, learn about native plants and animals while walking along woods trails and carriage roads under a multicolored leaf canopy. Watch for deer, wild turkeys, fox and much more. On some days, a gradual climb leads to long-range viewpoints – ones that display familiar scenes featured on Vermont postcards and in travel magazines. Wide panoramas viewed from up high reveal landscapes of peaceful farmland, meandering rivers, Green Mountain ridgelines, church steeples and village homes nestled among the trees.
The Changing Colors of Vermont
Choose from spring, summer or fall departures: each season offers its own unique delights. Spring brings a bright green landscape bursting with new life and the smell of fresh earth, summer reveals deepening colors, warm sunshine and the delicious smell of cut hay, while fall serves up radiant colors and the crunch of fallen leaves underfoot. Whenever you choose to travel, there is no better way to experience these awe-inspiring scenes than by walking and hiking right through them with local experts Great Freedom Adventures.
Note: This walking tour runs concurrently with the four-day Vermont biking 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 walking tour while others may prefer the biking. All tour guests will stay in the same lodging and eat together. Some portions of the tour days will overlap as well.
Fall Photography Tour:
The October 12-15 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 accompany portions of the tour. 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.
- Discover the remarkable beauty of Vermont while walking scenic trails and carriage roads
- Stay in a fine country inn in Woodstock, VT
- Enjoy meals prepared by the region’s best chefs
- Visit a sugarhouse and learn how maple syrup is made
- Learn about plants and animals native to Vermont
- Visit Quechee Gorge – Vermont’s deepest gorge
- See master glassblowers create fine glassware at Simon Pearce Glassblowing
- View covered bridges and waterfalls
- Visit Woodstock’s Marsh-Billings-Rockefeller National Historical Park and learn about the founders of America’s conservation movement
- Tour Billings Farm and Museum
- Explore the shops and sights of Woodstock
- Enjoy dedicated service as you discover the beauty and the colors of Vermont
Tour Reviews & Testimonials
“Vermont! The walks were beautiful and our group was terrific. Staying at the Woodstock Inn was the icing on the cake. Kevin knows Vermont and photography so thoroughly…I learned a lot about both! I can’t say enough about the Woodstock Inn. It was the quintessential Vermont experience and I was sorry to leave! “
“It’s clear this group knows and loves Vermont! They know the best walks, restaurants and everything else. The Woodstock Inn was really fabulous and was such a luxurious base for our walks and visits to the local sites. The fall foliage was stunning! We loved the walks on scenic trails leading to panoramic viewpoints. Service from the guides was excellent and they shared loads of interesting information about the area. We loved it all!”
“Excellent tour! The company knows the area so well and they were happy to adjust the walks for guests wanting more or less walking. The inn was excellent and so were the chosen restaurants. Guides were friendly, competent, extremely knowledgeable took care of any and all details with ease. We thoroughly enjoyed the tour and recommend it for anyone wanting a stress-free trip experiencing lots of gorgeous Vermont scenery.”
Begin your Vermont discovery just outside of Woodstock by walking on a class 4 road with scenery that is, simply put, stunning. This ancient road is perfect for walking because cars are scarce but wildlife abounds. The route begins with nearly level terrain that passes beneath a multihued canopy of towering maple, birch and beech trees. Dappled sunlight hits the forest floor highlighting wildflowers, ferns and mosses and making streams and ponds sparkle. While walking through this peaceful place, listen for the soft gurgle of the streams, the rustle of the leaves and the songs of the birds. Emerge from the trees onto a wide open panorama of fields, stonewalls and farmhouses, all set off by views of distant mountain ridges as far as the eye can see - a sight that stops you in your tracks. Continue down the hill passing farms that seem impossibly picturesque. Enjoy dinner at a top Woodstock restaurant.Walking Distance: 4.1 mi (6.6 km), Elevation: +23’/-840’ (+7 m/-256 m), easy
Walk past the town green to a trailhead leading to the summit of a 1,076’ hill. It’s a short and mostly gradual climb with an outsized reward at the top. Enjoy panoramic views north and west of fields, farms and mountain ridges all the way to Killington Mountain, which at 4,235’, is Vermont’s second highest peak. Hike back to the inn and enjoy the last tastes of Vermont at a farewell gathering.Walking Distance: 2.6 mi (4 km), Elevation: +366’/-368’ (+112 m/-112 m), easy to moderate Please Contact Us for detailed itinerary and arrival and departure information.
Woodstock Inn & Resort, Woodstock, VT - 3 Nights (October Departures) The Woodstock Inn epitomizes New England country elegance. A Conde Nast Traveler 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 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.
October 8-11 | October 11-14
$2,195 per person, based on double occupancy. Single Supplement: $750
4 days, 3 nights
2.6-5 with longer options available
Easy. Easy to moderate on portions of two days.
Dirt roads, carriage roads and woods trails.
- 3 nights accommodations in a fine Woodstock inn
- 4 days of beautiful walks
- 3 breakfasts
- 2 dinners
- 2 lunches
- Visit to a sugarhouse
- Quechee Gorge
- Simon Pearce Glassblowing
- Visit to Marsh-Billings-Rockefeller National Historical Park
- Admission to Billings Farm and Museum
- Walking guide
- Daily drinks and snacks
- Tax and gratuities for meals and side excursions
- Dedicated service throughout your worry-free tour