Vermont Bike Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Vermont Bike Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2025: Jul, Sep-Oct

From Idyllic Stowe to Charming Woodstock

Rolling hills, warm colors, cool mornings invite you on our Vermont Bike Tour. Bike round the corner and you're high in the Green Mountains. Descend through a kaleidoscope of color into quiet farmland. Taste the maple. Savor the brilliant foliage. Take a break in Woodstock and walk the quaint shops in biking shoes. It's okay. They've heard the clip-clop before. Southern Vermont was made for biking.

... Read more

Highlights

  • Ride through classic landscapes of vibrant foliage, picturesque rivers, old red barns and meandering waterways
  • Taste a variety of local specialties like maple syrup, cheese and craft beer—and for a pick-me-up, order a maple latte
  • Explore the quintessential New England villages of Stowe, Warren, East Middlebury and Woodstock and experience their top-notch shopping and dining
  • Bike lush dramatic rolling hills that descend into wide bucolic valleys and quaint towns
  • Read More
Vermont Bike Tour map

Vermont

Start/End Burlington

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Guest cycling out from bike bridge.

Day 1

Description

Begin your bike tour riding past manicured farms, wooded mountains and pastures dotted with black-and-white Holstein cows • Don’t forget to look up for striking views of Mount Mansfield, Vermont’s highest peak • Explore the idyllic surroundings and historic architecture of Stowe Village.

Accommodations

Night 1

Green Mountain Inn
Stowe
*Deluxe Hotel

Built as a private residence in 1833 and once a stagecoach stop, this historic inn has been tastefully restored and is walking distance from shops and eateries in downtown Stowe. (pool)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Shot of pie, ice cream, cheese, milk, salad, etc.

Days 2-3

Description

Cycle through maple forests and rustic farmland from beautiful Stowe to enchanting Warren, stopping along the way in charming Montpelier, the smallest state capital in the United States • Bike through the postcard-perfect landscape of the Mad River Valley beneath the Green Mountains to the Pitcher Inn, our luxurious retreat • Pedal rolling rural roads to quaint East Middlebury • Challenge yourself on scenic Lincoln Gap Road—the steepest paved mile in America.

Accommodations
Pitcher Inn

(2 nights)

Nights 2-3

Pitcher Inn
Warren
Premiere Hotel

Sitting at the edge of a stream, this elegant property features charming porches, a gabled roof and unique guest rooms.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Two guests cycling down road, fall-colored trees to their left.

Days 4-6

Description

Birch, pine and vibrant maple trees flank your path to Woodstock, a quintessential New England village • Stop at the Billings Farm & Museum for a peek at American history • Ride tranquil roads through farmland and rural towns • Cross the celebrated Appalachian Trail to arrive in the town of Quechee, known for its 90-foot-long covered bridge spanning the Ottauquechee River • Watch local glass artisans ply their trade at the hydroelectrically powered Simon Pearce factory • Bike to South Woodstock, past beautiful horse stables and the famous South Woodstock Country Store. 

Accommodations

Nights 4-5

Woodstock Inn & Resort
Woodstock
Premiere Hotel

An “imposing landmark resort hotel facing the village green in a beautifully preserved village noted for its restored 18th-century homes,” according to Andrew Harper. (pool, spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $4,699 /person

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Hotels

World-Class Hotels

Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Night 1

Green Mountain Inn
Stowe

*Deluxe Hotel

Built as a private residence in 1833 and once a stagecoach stop, this historic inn has been tastefully restored and is walking distance from shops and eateries in downtown Stowe. (pool)

Nights 2-3

Pitcher Inn
Warren

Premiere Hotel

Sitting at the edge of a stream, this elegant property features charming porches, a gabled roof and unique guest rooms.

Nights 4-5

Woodstock Inn & Resort
Woodstock

Premiere Hotel

An “imposing landmark resort hotel facing the village green in a beautifully preserved village noted for its restored 18th-century homes,” according to Andrew Harper. (pool, spa)

From $4,699 /person

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Bikes

Choose Your Perfect Bike

Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Bike with drop handlebars and a "New" label on the top left
Backroads Next Generation Performance Road Bike

Included in your trip price

  • Ideal for avid cyclists
  • Redesigned for 2024
  • Next gen titanium frame with carbon wheels
  • Responsive, efficient and comfortable
  • Drop handlebars only
Backroads Touring Bike
Backroads Touring Bike

Included in your trip price

  • Suited for a wide range of cyclists
  • Comfortable ergonomic seat
  • Long wheel base adds to the bike's control and stability
  • Upright handlebars only
Backroads Electric-Assist Bike
Backroads Electric-Assist Bike

Included in your trip price

  • One of the lightest e-bikes available
  • Provides plenty of power and more than enough battery
  • Lower top tubes for easier mounting and dismounting
  • Upright handlebars only
  • Limited availability on Unplugged Bike Tours;  learn more

Min. age to ride e-bike: 16+

From $4,699 /person

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Reviewed by 22 customers

Premiere means exceptional!

Submitted October 2024

By Chris

From Longmont, Colorado

If you are wondering how riding in rain, mud and freezing temperatures could possibly be more than "type 2" fun, sign up for this trip. Stunning views, unrestrained hospitality and exceptional leadership (thanks Mike and Ellis!) left us feeling like we got our money's worth.

Bottom Line Yes, I would recommend to a friend

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Our trip far exceeded our expectations

Submitted October 2024

By rhonda

From Texas

Fantastic trip! We were fortunate that we had perfect weather. Top notch planning, staff, accommodations, and service!

Bottom Line Yes, I would recommend to a friend

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Challenging with great options

Submitted September 2024

By Ilana

From Maryland

There are some steep hills to climb if that's your thing, and options for shorter and still challenging routes if you want an easier but still fulfilling day. The towns and hotels are delightful. Countryside is idyllic.

Bottom Line Yes, I would recommend to a friend

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A Lovely Engaging and Stunning Vermont Bike Trip

Submitted July 2024

By Paul

From Vermont

The morning sun cast a gentle glow over the rolling hills of Vermont, bathing the landscape in a warm, golden light. A group of eager cyclists gathered around two seasoned leaders, Sam and Ellis, who were known for their charismatic morning talks and profound love for the scenic routes of Vermont. Sam, a tall man with a broad smile and a booming voice, began the briefing. "Good morning, everyone! Today, we have a truly exceptional ride ahead of us. It's a long and steep journey, but I promise you, it's one of the most lovely routes we've ever taken." Ellis, with her curly hair and sparkling eyes, added, "You'll find the route engaging and full of surprises. Every turn brings a new view, and each climb rewards you with something stunning. Trust us, it's worth every pedal stroke." With the morning talk complete, the group set off, wheels spinning and spirits high. The first few miles were a gentle introduction to the day's journey, winding through lush green meadows and past charming farms with red barns. The air was crisp and filled with the scent of wildflowers. As the road began to rise, the group approached the first major climb. The incline was daunting, but Sam and Ellis rode alongside the cyclists, offering encouragement and tips for the ascent. "Remember to pace yourself," Sam advised. "Find a rhythm and stick with it." Ellis chimed in, "And don't forget to look around! The view from the top is going to be breathtaking." Sure enough, as they reached the summit, the cyclists were greeted with a panoramic vista of Vermont's majestic Green Mountains. The sight was indeed stunning, with layers of forested peaks stretching out as far as the eye could see. The group paused to catch their breath and take in the view, a sense of accomplishment mingling with awe. The descent was exhilarating, the road winding down through dense forests and alongside babbling brooks. The cyclists felt a rush of adrenaline as they sped down. Created by ChatGPT.

User submitted media
A great group

Bottom Line Yes, I would recommend to a friend

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Extraordinary Vermont Cycling

Submitted July 2024

By Tom

From Philadelphia PA

Through mist, rain and into sunshine on truly back roads, our leaders kept our spirits up and brought us wonderful bike ride.

Bottom Line Yes, I would recommend to a friend

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Amazing Trip

Submitted October 2023

By mary

From Sacramento, CA

The trip in itself was amazing, Vermont is beautiful and we lucked out with having amazing weather all week to enjoy the beautiful surroundings. But then add in the attention to detail and the willingness of our trip leaders to go above and beyond to make it the most enjoyable trip possible, you can't get any better than that.

Bottom Line Yes, I would recommend to a friend

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Once again a fantastic Backroads Trip!

Submitted October 2021

By Kathleen

From Fort Calhoun NE

Our leaders were top notch, our accommodations and food were excellent. The biking through the hills/valleys and the changing/falling leaves as well as the architecture of the homes and buildings in the villages was wonderful. And the FLOWERS!!!! I have never before seen so many beautiful and well cared for landscapes in the countryside AND around the homes in the villages. The Woodstock area has the Marsh-Billings-Rockefeller National Historical Park very close to the town-take the 15 minute walk over and hike the trails!

Bottom Line Yes, I would recommend to a friend

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Vermont Fall Foliage Trip

Submitted October 2019

By kim

From Arizona

Riding through Vermont during the fall foliage season was such a great way to see the leaves changing. The trip leaders were excellent and our group was really fun. This is a much better way to see the scenery than from a vehicle window!

Bottom Line Yes, I would recommend to a friend

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Another Amazing Backroads Adventure

Submitted May 2018

By The Chicago Travelers

From Chicago

Verified Buyer

Knowledgeable and fun leaders; fantastic food; glorious Fall colors; great variety of rides. Many of the reasons that we've traveled with Backroads as often as possible.

Bottom Line Yes, I would recommend to a friend

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Fall Colors ... Bucket List stuff!

Submitted May 2018

By Layne

From Carmel, CA

Verified Buyer

This definitely cleared one off the Bucket List! Beautiful country side, beautiful fall colors, and MAPLE SYRUP! LOL The Inns were picture worthy in themselves, the food was excellent, and the riding spectacular with plenty of hills to sate the climbers in the group. The leaders were awesome as always. The roads were occasionally challenging, but I was still very happy with the upgrade to Carbon Fiber. The mornings were often crisp, so I was also glad for my choices in layering. I would do this ride again. Of course I feel that way about almost every Backroads ride I've done! Great time!

User submitted media 1 of 4
Covered Bridge in the background
User submitted media 2 of 4
Kay, Green Mountain National Forest, Hancock
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Kay and I enjoying a Hot Cider at the end of a ride! :)

Bottom Line Yes, I would recommend to a friend

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From $4,699 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

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2026 Dates Coming Soon

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Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $4,699 /person

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