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Classic Vermont Road Biking

7 Days & 6 Nights 4.5 Read 2 reviews
  • Pedal Vermont’s Green Mountains on country roads and scenic byways
  • Visit the vibrant city of Burlington on the shores of Lake Champlain
  • Overnight at charming inns in quintessential Vermont towns and villages
  • Relax with a cold microbrew and savor locally made cheeses
  • Explore Stowe, a year-round adventure hub at the base of Mount Mansfield
Bike the highlights of Vermont on this week-long tour that takes you through the Champlain Valley and the Green Mountains. Exceptional road biking, local farm-to-table fare, fresh micro-brewed beer, and friendly communities make Vermont the perfect destination for a bike tour. From vibrant Burlington, tucked between the Adirondack and Green Mountains, pedal along Lake Champlain through rolling farmland. Take in expansive views of forests and fields dotted by the white spire of a church steeple or the red side of a working dairy barn. Swing to the east to cross up and over the Green Mountains via one of the renowned gap roads. Follow a scenic byway to the mountain town of Stowe at the base of the state’s highest peak, Mount Mansfield. With plenty of winding roads, swimming holes, and farm stands, Vermont will keep you enchanted both on and off the bike.
This tour is graded moderate to strenuous. Whilst generally the daily rides are moderate there is one tough ride with a significant amount of ascent, hence taking the tour into the moderate to strenuous category. This is a great tour for seasoned road cyclists looking to enjoy the simple things both on and off the bike – country roads through farmland, a balance of rewarding riding with time to relax, and excellent local food and beer to complement the trip. At times the route follows main roads and can get busy, so you definitely need to feel comfortable sharing the road with traffic.

Tour Style:

Self Guided | Go at your own pace on an independent tour.


Inn to Inn Biking | A classic point to point biking tour, staying in a different location each night

This trip is suitable for:

Solo Travelers

As a guide, we would suggest that the minimum age of traveler this tour would be suitable for is: 17 Years

Ideal if you have an interest in:

  • Wildlife


  • New
  • Classic

Activity Level & Terrain

This tour is graded moderate to strenuous. The daily rides average 38 miles with an average daily ascent and descent of 1,770 feet. There are many rolling hills but on one particular day there is a sustained climb through the Brandon Gap between Brandon and Waitsfield where you will ride up and over the Green Mountains. (Almost 1,000m of ascent or  3,280 ft). It is essential that you are an experienced road cyclist accustomed to sharing the road with other users. At times the route has a shoulder, but its width varies, and some of the smaller, more rural roads have no shoulder. We advise high visibility clothing to be worn while riding.

The route is almost entirely paved, with infrequent and short gravel sections connecting rural roads. Surface conditions change yearly and seasonally, so gravel, pot holes, and frost heaves are a possibility. The distances and ascents/descent listed are approximations of the recommended routes. 


Navigating is easy using the Macs Adventure Smartphone App. Your daily rides are mapped in the app with GPX tracks, route notes, and turn-by-turn directions. All of these resources are available to download for offline use. Written turn-by-turn directions are included in the app. You will also have 24/7 telephone support from us here at Macs Adventure.


Stay six nights in hand-picked B&Bs and inns, chosen for their character, comfort, and hospitality. The properties shown below are the ones we use most frequently. If we are unable to secure you a room in the following properties at the time of your booking, we will do our best to accommodate you in alternate accommodations which we have selected for their standard of comfort and will let you know this before we confirm your booking.

Solo Cyclists & Single Rooms

This trip is priced based on two people sharing a room. If you’d like separate rooms, a single supplement is required. This trip is also available to solo cyclists and a supplement is required. The friendly locals and small B&Bs make this a great trip to enjoy as a solo traveler.


Breakfast is included each morning. Typical breakfasts include juice, tea, coffee, yogurt, granola, breads, jams, eggs or a choice of hot dish. Please notify us of any dietary restrictions at the time of booking.

Lunch and dinner are not included so you are free to choose from the available options. Plan your day with this in mind; depending on your timing it may be easier to pack a picnic lunch, while at times your route will offer multiple cafes and dining along the way. There is information about available food and drink in your route notes.

  • 6 Nights in hand-picked B&Bs and country inns
  • 6 Breakfasts
  • Road Bike Rental
  • Baggage transfers
  • Transfer from Underhill to Burlington
  • Information pack
  • Route notes, detailed maps and GPS tracks with the Macs Adventure smartphone navigation app
  • 24/7 Emergency telephone support from our office
  • Travel to / from Burlington
  • Lunches, dinners, snacks, & drinks
  • Travel insurance (required)
  • Personal equipment
  • Additional nights along the route

When To Go

This trip is available from May through October. There are some weekends in the spring (college commencement) and the fall (peak foliage season, college family weekends) when there is limited availability; please enquire with us and we will do our best to accommodate you. We suggest booking as far in advance as possible for a better chance at securing your dates.

Weather and Climate

New England’s seasonal changes are one of its greatest charms, and there are advantages to riding Vermont at any time of the year. May and June will bring fewer crowds, cooler temperatures (in the 50s-60s Fahrenheit), and lush green hillsides speckled with flowers. The summer months of July and August are busy with summer tourists, but the refreshing swimming holes, late summer evenings, and clear blue skies are worth it. Temperatures rise to the 70s-low 80s Fahrenheit on average with some hotter days. The crisp weather of September and October (in the 50s-60s Fahrenheit) draw not only outdoor enthusiasts to Vermont, but also the leaf-peepers and photographers, making it tough to secure reservations – but if you do, the colors of peak foliage season are pure magic.

The chart below indicates the average monthly high and low temperatures as well as the precipitation trends throughout the year for Burlington, Vermont. Keep in mind the weather can vary dramatically and the landscape you are cycling through may also affect your daily weather. For example, it can be windy along Lake Champlain, and it is often cooler in the Green Mountains than in the Champlain Valley. Prepare and pack for a wide range of weather conditions and refer to our suggested equipment list if you have questions.

Getting to the Start

The easiest way to travel to and from your trip is to fly in and out of Burlington International Airport. We can arrange a private transfer between the airport and your accommodation (additional fee payable).

Alternatively, you may opt to fly to a larger city and drive to/from Burlington. The drive will take 1 hour 45 minutes from Montreal, 3 hours from Albany, 3.5 hours from Boston, or 5 hours 45 minutes from New York City. You can return and pick up rental cars at several locations in Burlington, including the airport.

If you prefer public transport, there is a bus service (Megabus or Greyhound) from/to Boston South Station (about 4.5 hours). The Amtrak train is also a possibility but involves a long trip so please plan accordingly.

Luggage Transfer

Your luggage will be transferred between your nightly accommodations. Luggage transfer details and contact information can be found in your Accommodations List. Tipping your luggage transfer provider is not necessary.

• We ask you to limit your luggage to one 50lb bag per person.

• Please clearly mark your bag with the luggage tag provided at your first night’s accommodation and ask your hosts where the bags should be left in the morning. As there are many other guests checking in and out, it is important to label your bag.

• Upon departure, bring your bags to reception by 9 am.

• You will need to carry your daily provisions with you in a small daypack or a rack bag/pannier. Take plenty of water as well as a hat, sunscreen, waterproofs, warm layer, camera, small first aid kit, and snacks. Please refer to your route notes for information on places to eat and drink either along your route or when you reach your day’s destination.

General Information



Our pre-departure information pack includes a detailed equipment list on what to take with you. This includes warm and cold weather gear, cycling clothes, rain gear, and lots of other specifics. If you have any questions about what to take, we'd be happy to share our own top tips and advice.

Road Bike Rental

Road Bike rental is included in the cost of this trip. Trek road bikes will be used and models include Trek 1.1, Lexa, and Domane AL2. You can choose to use the flat pedals provided or bring your own clipless pedals and/or saddle to be installed on your rental bike.  You will also receive a basic repair kit, helmet, and lock, if desired. It is also a great idea to buy and bring a bike phone mount, which can attach to your handlebars, this will make navigating a lot easier. Unfortunately these cannot be rented so you will need to bring your own.

Please supply us with your height for your bicycle rental.

Travel Insurance

Travel insurance helps protect your travel investment, your belongings and most importantly you, from unforeseen circumstances that may arise before or during your trip. For more information, please visit our travel insurance page.

What happens if I can’t cycle a stage?
How do I get my rental bike?


Day 1 Arrive Burlington Day 2 Ride to Middlebury 43 miles / 69.5 km Day 3 Ride to Brandon 40 miles / 64.5 km Day 4 Ride to Waitsfield 43 miles / 69.5 km Day 5 Ride to Stowe, Free afternoon 23 miles / 37 km Day 6 Ride to Underhill and Transfer to Burlington 40 miles / 64.5 km Day 7 Onward Travel

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