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Our Newest in the Four Day Series.

Great small towns with quintessential charm, covered bridges, village greens and general stores make the perfect backdrop for cycling backroads to delightful lunch destinations on our new Vermont Four Day tour.

Vermont Four Day came about by request in 2021 during the Covid restriction. Our Four Day are so popular because you call the shots as how much to engage and social distance. You choose between multiple ride options daily with flexibility for your style of riding. Southern Vermont is an easy to drive-to destination, making this tour ideal for travelers from the mid-Atlantic to the Ohio Valley and New England.

While on the road in 2021 we had requests for more in the New England area. Coincidentally, an avid cyclist guest on our Florida Four Day owns a lovely B&B in Saxton’s River Vermont. Loaded with an entire collection of rides throughout Vermont and New Hampshire, Dave offers not only his B&B but his knowledge of the area and routes ideal for cyclists from advanced beginners to avid.

The Vermont Four Day will base out of Moore’s Inn in Saxtons River and offer four days of riding in southern Vermont and western New Hampshire. We venture east across the Connecticut River into the small towns of Walpole and ride as far west and north to include Ludlow, Proctorsville and Ascutney, VT.

Like our other Four Day bike tour, this is 4-day riding and social event will be designed for rider levels from recreational to advanced. We will visit and reside nightly in the historic town of Saxtons River. There will be one low cost of $695 per person for up to four days of riding and included activities and services. The group ride will be limited to the first 20 riders. Our B&B will be limited to the first 11 guests. There are additional B&Bs within a short drive.

Each day of cycling will take us through quiet, country roads of the Connecticut River Valley. Please check out the links to these very special towns of Vermont that are on our daily routes:

Bellow Falls (VT) • Walpole (NH) • Putney (VT) * Grafton (VT) • Chester (VT) • Ludlow (VT) • Ascutney (VT)

Be sure to check out this link to Vermont Covered Bridges. We have more than a dozen on our various routes.


We are suggesting that our guests arrive to this location by car. If driving to the starting location, you should meet at our starting hotel in Saxtons River by 3pm for a warm up ride. You may park for the duration of the trip at the B&B.

One airport pick up and drop off will be available. If you choose to fly in, Hartford, CT, is your option.


  • Lodging is NOT included (see “Extra Charges” below)
  • Alternative Housing: Saxtons River Inn, Campsites nearby, B&Bs and fine upscale hotels and resorts are available in the area.

Extra Charges

Guests will pay for their own rooms, their own meals and will be responsible for their own transportation and bicycle shipment. You may reserve a room at Moore’s Inn through Cycle of Life Adventures on a first-come, first-serve basis. Several other nice B&Bs are available in the area. Or, you and your group may opt to rent a VRBO or Airbnb in the local area.

Orientation: Pre-tour day – we meet at Moores Inn, Saxon Rivers.


Day 1

Saxtons River – Grafton – Cambridge – Chester Loop (43.8 miles; +2683 ft elevation)

Short Option: Grafton – Cambridge Loop (24.3 miles; +1500 ft elevation)

Luncheon Loop Option: (14.2 miles; +643 ft elevation)

Day 2

Saxtons River – Putney – Townsend – Cambridge (47.9 miles; +3248 ft elevation)

Short Option: (27.4 miles; +2067 ft elevation)

Day 3

Saxtons River – Springfield – Ascutney – Bellow Falls (60.1 miles; +4183 ft elevation)

Short Option: (22.2 miles; +1321 ft elevation)

Day 4

Saxtons River – Proctorsville – Ludlow – Weston (48.1 miles; +3473 ft elevation)

Short Option: Rockingham – Chester – Grafton (22.2 miles; +1321 ft elevation)

Additional shorter routes and longer routes are available.


  • All maps and GPS routing
  • Van support at 5 – 10 mile intervals
  • Mechanical support
  • Energy drinks, riding snacks
  • Two casual catered dinners and a complimentary Wine and Brew social on our first evening.
  • An occasional van ride for those who are tired.
  • Unbelievable riding
  • A guide to additional local attractions
  • Masseuse and Yoga if available
  • Mechanic (tipping suggested)

Not Included

  • Accommodations
  • Meals
  • Airfare
  • Souvenirs
  • 12% gratuity for guides, mechanics, volunteers and tour staff is not included, but greatly appreciated

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