Map of Cycle Vermont including United States Of America

Discover the USA’s most charming state on two wheels

Like a page ripped from a fairy tale, Vermont’s charm is simply undeniable. And when it comes to experiencing all the beauty this state has to offer, two wheels are better than four. Set out on a five-day cycling adventure through the Green Mountain State, discovering the quaint towns and gorgeous scenery that make Vermont so special. Follow an experienced leader along historic and scenic trails as they introduce you to hidden treasures and local favourites along the way.

Burlington, United States
Burlington, United States
United States
Physical rating
Min 15
Group size
Min 1, Max 12

Why you'll love this trip

  • Starting in bustling Burlington, swap city lights for peaceful nights as you cycle through rolling hills and verdant farmland towards the delightful town of Middlebury.

  • Visit the country’s smallest state capital, Montpelier, where you’ll pedal past the beautiful Vermont State House and stop by a family-run maple syrup farm.

  • Take on the Smugglers Notch Loop, a challenging climb followed by a freewheeling descent down through some of Vermont’s most charming towns.

  • Spend 2 nights in the idyllic New England village of Stowe, so beautiful even the Von Trapp Family call it home.

  • With a local leader to guide the way, you’ll find out what they love about Vermont and learn about the state’s history, culture and landscapes as you cycle.

Is this trip right for you?

  • This trip is new to our range this year. And while we have thoroughly researched every detail of the logistics, new destinations and working with new partners can sometimes throw us some unexpected surprises. More often than not, it’ll be a great surprise. But every now and again there might be a hiccup. We like to think that’s what puts the ‘adventure’ in ‘adventure travel’.

  • Please ensure you consult your local government’s advice regarding travel prior to booking this trip.

  • To complete this trip it is important that you are both confident and competent in riding a bicycle. While the cycling distances on this trip are relatively short, the terrain can sometimes be hilly so you’ll need a reasonable level of fitness to enjoy the trip – but remember, we will always have the support vehicle on hand if you need to take a break for an hour or a day.

  • This trip deliberately involves a fair amount of driving – this is designed that you only cycle the very best places and none of the 'transit' legs in-between.

  • For groups of less than six travellers we have a single leader that drives the support vehicle alongside the group. For larger groups we have a separate driver and the leader will cycle all routes.

  • Where the vehicle cannot travel directly with the cyclists (e.g. a cyclists-only path) your leader will assign a person from the group to act as a backmarker.

  • As our riding is done mostly on sealed roads with the occasional gravel cycle path there are no technical cycling skills required – but given the hills involved, we do suggest practicing riding downhill so you are comfortable with this once the trip begins.

  • If you feel like doing all the riding but with less effort, you have the option of hiring an electric bike (e-bike) on this trip.


Welcome to Burlington, Vermont! Despite being the state’s most populous city, it’s home to just 45,000 people, but when it comes to vibrant culture, green spaces and fantastic eateries, Burlington is up there with the best of them. Your adventure begins with a midday (12pm) welcome meeting, where you’ll link up with your local leader and fellow travellers joining you on your journey. If you arrive early, you may like to check out one of many restaurants and cafes serving up dishes made with locally grown ingredients, check out the Church Street Marketplace or take a stroll along the waterfront. After your meeting, hop aboard the support vehicle and drive to the nearby town of Charlotte (approximately 20 minutes). After a short bike fit and introduction it’s time to saddle up and enjoy your first ride in the rich environment of Vermont. Avoid the busy highways and ride south from Charlotte along quiet tree-lined by-roads and through rolling hills and lush farmland to Otter Creek, and into Middlebury where you’ll spend the night. With its white-steepled church, main street lined with quaint shops and excellent locally sourced dining options, Middlebury is your quintessential charming Vermont town – the perfect spot to get to know your group a little better over dinner.
  • Hotel/Motel (1 night)
Meals Included
There are no meals included on this day.
Special Information
Today’s ride is approximately 40km/25 miles with an elevation gain of 520m/1700 ft.
After breakfast, jump into the vehicle for a pleasant morning’s drive through Vermont’s picturesque Green Mountains to the town of Montpelier, Vermont’s state capital and the smallest in the country (approximately 2 hours). Visit the Morse Farm Maple Sugarworks, an eighth-generation family-owned maple syrup farm, where you’ll learn about the maple syrup production process and of course sample some tasty maple products yourself. After getting your sugar fix, it’s time to ride down through the historic city of Montpelier and past the beautiful Vermont State House, the smallest capitol building in the USA. Follow the scenic Winooski River as it winds its way toward Lake Champlain. Leave the river behind at Waterbury – home to Ben & Jerry's bizarre and interesting ‘Flavor Graveyard’ – then turn north, riding up through the green hills past the Waterbury Reservoir before a gentle descent into the iconic town of Stowe. This is picture-postcard Vermont at its finest, with its white-spired church, weathered barns, covered bridge and multi-hued maple trees covering the nearby mountainside.
  • Hotel/Motel (1 night)
Meals Included
  • Breakfast
Special Information
Today’s ride is approximately 41km/25 miles with an elevation gain of 360m/1200 ft.
Enjoy a morning ride through the small hamlet of Moscow before continuing on for your own taste of ‘The Sound of Music’ at the Enjoy a morning ride through the small hamlet of Moscow then continue on for your own taste of ‘The Sound of Music’ at the von Trapp Family Lodge, where the von Trapp family settled in the 1940s and their descendants still work today. Perhaps enjoy a quick refreshment at the Von Trapp Brewery then follow the traffic-free Stowe Recreational Path as it winds its way gently uphill beside the West Branch Little River. To avoid the busy traffic and a lot of uphill riding, join your support vehicle for a short drive (approximately 10 minutes) up to the start of the Sterling Pond trail in Smuggler's Notch State Park. Here you’ll enjoy a beautiful hike up to the idyllic Sterling Pond before returning to the vehicle for the drive back down to Stowe.
  • Hotel/Motel (1 night)
Meals Included
  • Breakfast
Special Information
Today’s ride is approximately 16km/10 miles with an elevation gain of 295m/970ft.
Today you’ll have the option to challenge yourself on the full Smugglers Notch Loop, or take it a bit easier and avoid 17kms uphill and 450m of climbing by hitching a ride in the support vehicle up to Smugglers Notch, then enjoying a freewheeling 13km descent down to Jeffersonville, an endearing New England riverside village. Perhaps stop for a quick coffee and pastry at the local greengrocer, then continue for 24 traffic-free kilometres along the Lamoille Valley Rail Trail, the longest rail trail in New England. Make a quick side-trip to the gorgeous Cambridge Junction covered bridge, then follow the river along the well graded, hard-packed and mostly flat gravel trail as it traverses through some of Northern Vermont’s most inspiring landscapes. Take a break in the historic village of Morrisville then take the small roads all the way back to Stowe.
  • Hotel/Motel (1 night)
Meals Included
  • Breakfast
Special Information
Today’s ride is approximately 71km/44 miles with an elevation gain of 750m/2500ft, or 55km/34 miles with an elevation gain of 260m/850ft.
Start the day with a short drive (approximately 30 minutes) to Richmond then set out for a final ride across the undulating Green Mountains and past calm lakes and the quaint Holmes Creek Covered Bridge before finishing on the shores of Lake Champlain. Enjoy a picnic lunch on peaceful Charlotte Town Beach then reboard the support vehicle for the short drive back to bustling Burlington, where your cycling adventure finishes on arrival.
Meals Included
  • Breakfast
  • Lunch
Special Information
Today’s ride is approximately 30km/19 miles with an elevation gain of 425m/1400ft.


4 breakfasts, 1 lunch


Bicycle (e-bike option available, subject to availability), Support Vehicle


Simple Hotel/Motel (4 nights)

Dates & availability

Trip departures are unavailable.

There are currently no scheduled departures on our Cycle Vermont trip. If you are interested in other trips in the region visit one of the links below.

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Important notes

Travellers on Intrepid trips are required to produce proof of full vaccination against COVID-19. Read details here.

1. This trip begins at midday 12pm on Day 1.
2. This trip finishes around 3 pm on Day 5.
3. A Single Supplement may be available on this trip, please ask your booking agent for more information.
4. Bicycle hire is included in your trip price. Please advise your height at time of booking so we can organise a suitable sized bike.
5. The included bikes on this trip are a flat bar 'hybrid-style'. You have the option (at extra cost) of hiring an electric bike (e-bike) - this must be requested at the time of booking.
6. Bike helmets are compulsory on this trip. We are unable to hire bike helmets locally so please ensure you bring your own bike helmet from home.
7. For group less than 6 clients we have a single leader that drives the support vehicle alongside the group. For larger groups, we have a driver plus a leader that rides with the group.
8. Accommodation is not included on day 5 of this trip. If you require additional accommodation (or want to reserve your room for the main part of the day) please contact the hotel directly.
9. Due to Covid-19 restrictions some of the local attractions may be temporarily closed, running reduced hours, or require booking ahead. Please check their websites for up-to-date opening hours.

Essential trip information

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