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North America

Vermont Family



Vermont Family

New England's Champlain Valley and Green Mountains: Middlebury to Stowe

If you are looking to recapture the old-fashioned magic of summer with your family, look no further than central Vermont

Imagine a place with small towns filled with galleries and local wares; endless rolling green country vistas, and lakes and rivers around almost every turn. Add delicious cuisine, fantastic cycling, canoeing or kayaking and time to relax completely, and you begin to understand the timeless magic of our Vermont family vacation. This area offers a chance to get away from it all on scenic roads and in beautiful, historic inns. From covered bridges to an ice cream factory, this trip has something for everyone and we are excited to bring your dream vacation to life in this stunning, wonderful region.



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6 days | 5 nights
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Start | End

Burlington, Vermont



Daily Itinerary



Today's Ride:

Weybridge Loop
Approximately 24 miles with 1,600 feet of climbing

Short Option:

UVM Morgan Horse Farm to Route 66
Approximately 7 miles with 400 feet of climbing


Your Trek Travel guides will meet you at the Hilton Burlington (60 Battery Street, Burlington, Vermont 05401) at 11:00 AM on the first day of the trip. Your Vermont family adventure begins after a scenic one-hour private shuttle to the town of Middlebury, nestled between the foothills of the Green Mountains and Lake Champlain. Here you’ll enjoy a delicious lunch from a local deli on the banks of Otter Creek and maybe some frisbee with the kids. After lunch your guides will familiarize you with your Trek bikes and ensure you a comfortable fit before today’s ride. A short 3-mile ride (or shuttle, for the kids) takes you to today’s main event pit stop: the scenic University of Vermont Morgan Horse Farm. Take the informative tour through the stables and witness these amazing creatures up close, including the many foals typically born in May. The younger set will join the group on their bikes here. Back at the hotel settle in and freshen up before an entertaining round of introductions hosted by your guides and dinner at local restaurant The Lobby where you’ll learn about all the fun in store for your family in the days ahead.



Middlebury Inn
Visit Website

Included Meals:

Lunch | Social Hour | Dinner



Today's Ride:

Salisbury Loop
Approximately 36 miles with 1,100 feet of climbing

Short Option:

Leicester to Lake Dunmore
Approximately 9 miles with 300 feet of climbing

Avid Option:

Salisbury Loop with Middlebury Gap
Approximately 54 miles with 2,700 feet of climbing


Today is a real summer dream—biking, swimming and hiking, with a waterfall thrown in for good measure. Spend your morning pedaling with the kids through quiet rolling farmland and the rural communities of Farmingdale and Salisbury, which date to the late 1700s. Family photo ops abound with sweeping mountain views to the east and mighty Lake Champlain to the west. Take a refreshing dip in Lake Dunmore before a delicious family picnic lunch right on its shores. After lunch, shift gears with a hike to the Falls of Lana and Silver Lake, complete with genuine Vermont swimming holes! Alternatively, shuttle back to the hotel and discover the art galleries, antique shops and Marble Works district of Middlebury. For those up for the challenge, there’s also the opportunity to ride to Middlebury Gap—a tough but rewarding climb with an equally rewarding descent. Tonight adults enjoy dinner on their own in town while the guides treat the kids to classic burgers at the A & W where the servers still wear roller skates!


Middlebury Inn
Visit Website

Included Meals:

Breakfast | Lunch | Kid's Dinner



Today's Ride:

Richmond to Stowe
Approximately 26 miles with 1,450 feet of climbing

Short Option:

Richmond to North Duxbury
Approximately 8 miles with 190 feet of climbing

Avid Option:

Richmond to Stowe with Stowe Recreation Path
Approximately 37 miles with 1,800 feet of climbing


A one-hour shuttle brings you to Richmond, where you will begin today’s ride. Take time to visit the Old Round Church, a well-preserved example of a traditional New England meeting house, built in 1812 for 5 local congregations. Ride quiet roads along the Winooski River until you arrive in the charming town of Waterbury, where you’ll stop for a lunch of your choice and the kids can explore the water markers from the great flood of 1927. Dessert follows in style at the Ben & Jerry’s Ice Cream Factory, where the motto is “Life is short. Eat dessert first!” Take the tour and sample the Flavor of the Day before climbing back into the saddle to continue north to Stowe along roads commanding sweeping views of the local countryside. Keen riders can also opt for more miles and take a spin along the Stowe Recreation Path, which winds along the beautiful West Branch River. Tonight you’ll gather for dinner at a local, family-friendly establishment that’s sure to hit the spot after a full day of fun!


Green Mountain Inn
Visit Website

Included Meals:

Breakfast | Dinner



Today's Activity:

Canoe or Kayaking Trip: Winooksi River


This morning you’ll trade bikes for boats on a gentle, scenic trip down the Winooksi River, surrounded by awe-inspiring views of the Green Mountains. Friendly local guides lead the way, sharing history and folklore of this lush region as you wind your way downriver by canoe or kayak, taking in views of Camel's Hump Mountain. Later you will shuttle back to Stowe, stopping along the way for lunch. Once back in Stowe, the afternoon is yours to spend as you like—hang out with the kids at the Green Mountain Inn’s pool or game room, browse the local shops, take a yoga class, visit a spa, or maybe just take a stroll on the recreation path. Explore Stowe tonight with the kids for dinner, equipped with great recommendations from your guides.


Green Mountain Inn
Visit Website

Included Meals:

Breakfast | Lunch



Today's Ride:

Lake Elmore Loop
Approximately 29 miles with 1700 feet of climbing

Short Option:

Randolph Road to Morrisville
Approximately 7 miles with 100 feet of climbing

Today's Activity:

Hike to Elmore Mountain Fire Tower
Approximately 3.4 miles with 1450 feet of climbing


Immerse yourself in the charm of Vermont’s quaint New England towns today. Adults start out on bikes by riding past the site of the original settlement of Stowe, which dates back to the late 1700s. Kids join the ride on Randolph Road to pedal through rolling farmland to the village of Morrisville. Clock a few extra miles up to crystal clear Lake Elmore where you’ll enjoy a packed lunch on its shores. Later take a dip in the lake, ride back to town, or tackle the hike to the fire tower lookout on Elmore Mountain. Until 1974 the tower was home to a ranger, whose job was to scan the surrounding area for forest fires. As you would expect, from the tower you’ll enjoy spectacular views of mountains and countryside—which definitely makes it well worth the hike! This evening you and your family will gather for a social hour at the Inn before heading out to Michael’s on the Hill for a final delicious dinner. Michael and Laura Kloeti, the chef and owners of Michael’s, have been awarded Vermont Restauranteurs of the Year and the restaurant has received The Wine Spectator Award of Excellence and Santé Magazine’s Sustainable Restaurant Award. Their firm commitment to local, organic products and the slow food movement is evident in their menu, which makes for the perfect plate over which to share your stories and celebrate the many fond memories of your fun-filled Vermont family adventure.


Green Mountain Inn
Visit Website

Included Meals:

Breakfast | Lunch | Social Hour | Dinner



Today's Ride:

Von Trapp Loop
Approximately 14 miles with 1,200 feet of climbing

Short Option:

Gold Brook Bridge Loop
Approximately 8 miles with 900 feet of climbing

This morning’s loop offers the perfect final farewell ride to Vermont with a route through the quiet roads surrounding Stowe. You’ll ride past the Gold Brook Bridge which is one of the oldest and most storied (and allegedly haunted) covered bridges in Vermont as you soak in the New England countryside one last time. If you are up for one last challenge, ride up to the Trapp Family Lodge, a reconstructed version of the grand lodge once home to the family whose story inspired “The Sound of Music.” If you’d rather skip the ride, take the morning to sleep in, have a leisurely breakfast and enjoy a final stroll through the streets of Stowe for those last-minute souvenirs and gifts. A private Trek Travel shuttle will depart from the inn at 11:00 AM. You’ll say farewell to your guides at 12:00 PM at the Hilton Burlington and Burlington International Airport (BTV). Please do not schedule a flight out of Burlington International Airport before 2:00 PM on the last day of the trip to allow plenty of time for any unforeseen delays.


Included Meals:


Dates & Pricing


We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book your price and date are guaranteed.


7th - 12th / 6 days / 5 nights
$2599 / Person, $750 / Single OCC. / Kids 12 and under get 10% off
Guaranteed *
28th -
/ 6 days / 5 nights
$2599 / Person, $750 / Single OCC. / Kids 12 and under get 10% off
Guaranteed *


Middlebury Inn

Middlebury, Vermont

The Middlebury Inn has been welcoming visitors since 1827 and exudes a wonderful blend of historic charm and modern comfort. An official "Green Hotel in the Green Mountain State" and a Historic Hotel of America, the Middlebury Inn takes special care to provide an experience that is true both to its New England roots and its commitment to the community. You will stay in a Luxury room in the historic Main Inn or the Porter Mansion during your visit. The Inn features a day spa and is located within walking distance of the shops, restaurants, and attractions of downtown Middlebury.

Green Mountain Inn

Stowe, Vermont

Situated in the center of the village of Stowe, the Green Mountain Inn has a rich and interesting history. The property, listed on the National Register of Historic Places, has been welcoming guests (including former U.S. Presidents) since the mid-1800s, when it served as a stagecoach stop, and has operated under its current name for 122 years. Over the generations, the Inn has been transformed into the beautiful property that it is today through upgrades designed to retain and blend the Inn’s historic charm and traditional feel with the very best amenities and comfortable accommodations.

What's Included

We Include More

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that’s how we help you create more memories. See more

  • Gratuities for all scheduled special events, restaurants, hotels, local guides and transportation during your trip.
  • Private tours
  • Entrance fees to all group events/activities
  • All luggage transfers
  • All transportation during the trip, including private coaches
  • Guided canoe or kayak trip on the Winooski River
  • Ben and Jerry’s Ice Cream Factory Tour
  • 5 nights of accommodation
  • In every region we travel, we uncover the area’s best, and most delightful accommodations. On our Vermont trip, you will stay in two beautiful inns: the first is a historic inn located on Court Square in the vibrant downtown of Middlebury, and the second, a classic inn featured on the National Register of Historic Places and ideally located on Stowe’s Main Street.
  • Daily breakfast, 4 lunches, 2 social hours, 3 dinners, and all snacks and drinks for each day
  • On our Vermont trip, meals embody the best of the region—casual and wonderful. Often the chefs and bakers are also the servers in the intimate restaurants we frequent. In a state that has embraced the local foods movement, menus often feature seasonal ingredients and locally grown vegetables, Vermont white cheddar, and the purest maple syrup.
  • The knowledge, support, and camaraderie of experienced guides
  • Daily route support
  • The use of Garmin Touring Plus GPS cycling computer
  • Paper route guides also available upon request
  • Comprehensive trip literature
  • The use of a Trek Domane 5.9 carbon road bike with Shimano Di2 electronic shifting, or Trek Domane 5.9 Women’s Specific Design carbon road bike with Shimano Di2 electronic shifting (limited selection), or Trek 7.6 FX Hybrid bicycle. For the kids, the use of a Trek Superfly 20 or 24
  • Trek Electric Assist XM700+ also available in a limited quantity
  • The use of Garmin Touring Plus GPS cycling computer
  • The use of Bontrager bike helmets and other gear and equipment to make your ride comfortable
  • Coupon valued up to $500 off a new Trek Bicycle. Contact us for details.
  • Trek Travel Bontrager RL jersey or Trek Travel t-shirt

Thank your Guides, by tipping

Gratuities for your Trek Travel guides are not included in your trip price. Industry standard is 5-10% of the trip price which will be divided by your guide team. Please tip your guides at your discretion, based on their level of professionalism, guest care and service.

  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.
  • Gratuities for your Trek Travel Guides may be given at your discretion in response to their professionalism and leadership.Industry standard is for each individual guest to tip the guide team 5-10% of the trip price.


Trip Changes

Our itineraries are an approximation of our trips. Trek Travel strives to offer each and every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

  • Rider Type | 2
  • Average Daily Mileage | 30
  • Terrain | Hilly
  • Average Daily Elevation | 1,400

On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Vermont is best suited for our Type 2 Riders. Our Trek Travel guides can also easily accommodate Type 1 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option–you still get a workout but can climb alongside even the strongest rider. Type 3 Riders will enjoy the extra mileage the avid route options offer. The terrain is varied, with rides in wide valleys of rolling farmland and also more mountainous areas. All of the rides are highlighted by rewarding vistas and winding roads, thanks to the beautiful Green Mountains. Please be aware that you will encounter sections of gravel roads throughout the week. As always, if you wish to skip these sections you are welcome to shuttle in the support van. See Itinerary for specific daily ride distance and elevation options.

During the months of July and August, expect daytime temperatures in the mid 70s and nighttime lows in the low 50s. Layers are always recommended, as you can expect cool mornings all season. Rain is also a distinct possibility in Vermont any time of year, so check the forecast in the days prior to your departure and always bring your rain gear, just in case.

On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. See Included In The Trip Price for more information. Some non-riding options on this trip are:

  • Visit the Stowe Craft Gallery, which houses an extensive collection of local artists’ work
  • Hike to the Falls of Lana and Silver Lake with the group
  • Sample local beer at Otter Creek Brewing
  • Visit Ben and Jerry's Ice Cream Factory
  • Canoe or kayak with the group on the Winooksi River
  • Stroll on the Stowe Recreation Path
  • Shop at boutiques in Middlebury, Waterbury and Stowe
  • Take a yoga class
  • Hike to the fire tower atop Elmore Mountain
  • Enjoy a voyage to total relaxation at one of the spas near Stowe

For an additional fee you may request to upgrade to the brand new Trek Emonda SLR with Shimano Di2 Electronic shifting or Bontrager Aeolus carbon wheels for the ultimate riding experience. Contact our trip consultants for more details.

If you’re going we’re going on almost all our trips. Trips with 1 guest booked are guaranteed to run. Select trips like Cross Country, Race and Special Edition trips require a minimum number of guests to run and are not guaranteed until that number is reached. Contact your Trip Consultant for more details.

In the event that a departure has low enrollment, we will notify guests at 60-90 days before departure to give the option to select a different date with more guests booked. Please do not reserve airfare before confirming your Trek Travel trip.

When a trip is booked, a guest confirmation letter is immediately sent out. One week prior to the trip start you will receive an email containing a trip start meeting location reminder and any last minute information that you will need to know before your trip. Once you arrive at your destination Trek Travel staff will brief you on the day-to-day plan for the trip and provide you with daily route guides and a detailed map allowing you to ride with complete confidence and independence.

We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you will find our timeline. If you ever have a question, just give us a call, 866 464 8735. Read our cancellation policy.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don't necessarily pertain to a specific trip.

  • Children must be at least 9 years of age to ride their own bike
  • For children under 9 years old, a parent must ride a FX hybrid bike with their child riding a pedal bike attachment
  • Children have the option to receive a Trek Travel T-shirt or jersey prior to the trip depending on their preference
  • Trek Travel does not provide car seats or booster seats for riding in the support vans
  • The minimum age to go on a trip is 6 years old

Meeting & Departing

How to get there

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Burlington International Airport (BTV). From the airport, you can call or hail a taxi to take you downtown. It is approximately 4 miles from the airport to the meeting day hotel in downtown Burlington and a taxi ride should take about 10-15 minutes and cost $20-$25.

Hilton Burlington | Burlington, Vermont

Your Trek Travel guides will meet you at the Hilton Burlington (60 Battery Street, Burlington, Vermont 05401) at 11:00 AM on the first day of the trip. You and your traveling companions will take a private shuttle to Middlebury, just over an hour from Burlington, for lunch before beginning the first ride of the week. Please have your first day’s cycling clothes and riding gear easily accessible and separate from your luggage.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Middlebury Inn (802-388-4961), and leave a message with your expected arrival time and contact details. A taxi from Burlington to the first night’s hotel is available from Green Cab for approximately $95 plus gratuity. Call 802-864-2424 to make arrangements.

Hilton Burlington and Burlington International Airport | Burlington, Vermont

You will say farewell to your guides at 12:00 PM at the Hilton Burlington or Burlington International Airport (BTV). Please do not schedule a flight out of Burlington International Airport before 2:00 PM on the last day of the trip to allow plenty of time for any unforeseen delays.

Before & After: BURLINGTON, Vermont

Burlington is a vibrant and beautiful college town on Lake Champlain, with a great variety of leisure and outdoor adventure activities at your fingertips. Not to be missed are the shopping and dining opportunities along Church Street, Burlington’s pedestrian mall. Rent a kayak or sailboat and set out to enjoy Lake Champlain from Burlington Harbor. Visit the Shelburne Museum, one of the finest museums in New England, highlighting the history and the culture of the region, or maybe stop by the Magic Hat Brewery and sample one of their many exceptional seasonal brews. We recommend the following accommodations for your pre and post-trip hotel:

Hilton Burlington

The largest hotel in downtown Burlington, this elegant property is located right on the lakefront and pedestrian path. Amenities are extensive and include a workout room, swimming pool, and business facilities. This is also the pick up and drop off location for your Trek Travel vacation.

60 Battery Street | 802 658 6500 | | ~$350

Courtyard by Marriott Burlington Harbor

The Courtyard by Marriott Burlington Harbor is conveniently located just a few short steps away from Lake Champlain, Burlington Town Center and the Church Street Marketplace. It has spacious, well-designed guest rooms, hot buffet breakfast, indoor pool, whirlpool, fitness facility, high-speed internet, flat screen HD TVs, and a business center.

25 Cherry Street | 802 864 4700 | | ~$300

Hotel Vermont

Hotel Vermont is a distinctive, stylish, and ideally located property which prides itself on offering “room to yourself and space to be inspired.” Drawing inspiration from the culture and natural beauty of Vermont, the hotel is an excellent place to refresh and relax! With in-house yoga classes and complimentary 2-hour bike rentals, whether you want to stay in or venture forth—Hotel Vermont has it all!

41 Cherry Street | 802 651 0080 | | ~$330

* Hotels listed above are local properties we love. We do not have special rates available.

Experience It

Similar Trips

Trek Travel Difference

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the full-carbon, ultra smooth Trek Domane 5.9, to the comfortable Trek 7.6 FX Hybrid–both included in the trip cost, to our numerous upgrade options, you deserve the best ride on your vacation.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.