12 days in Vermont Itinerary

12 days in Vermont Itinerary

Created using Inspirock Vermont tour itinerary planner
©
Make it your trip
Fly
1
Stowe
— 3 nights
Drive
2
Middlebury
— 2 nights
Drive
3
Woodstock
— 3 nights
Drive
4
Bennington
— 3 nights
Drive to Bradley International Airport, Fly to Rio de Janeiro

S M T W T F S
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Stowe — 3 nights

The Ski Capital of the East

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Discover out-of-the-way places like Toll Rd and Boyden Valley Winery & Spirits. Get outdoors at Stowe Recreation Path and Sterling Falls Gorge. Take a break from Stowe with a short trip to Hope Cemetery in Barre, about 38 minutes away. There's still lots to do: snap pictures at Gold Brook Covered Bridge (Emily's Covered Bridge), admire the sheer force of Bingham Falls, indulge your taste buds at Smugglers' Notch Distillery Tasting Room, and look for gifts at The Country Store on Main.

For traveler tips, more things to do, ratings, and more tourist information, read Stowe trip tool.

Rio de Janeiro, Brazil to Stowe is an approximately 16.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from Rio de Janeiro to Stowe. Traveling from Rio de Janeiro in October, expect Stowe to be much colder, temps between 18°C and 4°C. Wrap up your sightseeing on the 6th (Thu) to allow time to drive to Middlebury.
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Parks · Nature · Outdoors · Breweries & Distilleries
Side Trips

Middlebury — 2 nights

Middlebury is the shire town (county seat) of Addison County, Vermont, United States. Kick off your visit on the 7th (Fri): see the interesting displays at Vermont Marble Museum, then get interesting insight from Inn To Inn, then hike along Robert Frost Wayside Trail, and finally indulge your thirst for a good beer at Drop-In Brewing. Here are some ideas for day two: admire the sheer force of Warren Falls, do a tasting at Lincoln Peak Vineyard, and then indulge your thirst for a good beer at Woodchuck Cider House.

For reviews, other places to visit, traveler tips, and more tourist information, use the Middlebury trip builder.

Traveling by car from Stowe to Middlebury takes 1.5 hours. Alternatively, you can drive. October in Middlebury sees daily highs of 19°C and lows of 6°C at night. Wrap up your sightseeing on the 8th (Sat) early enough to drive to Woodstock.
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Parks · Outdoors · Breweries & Distilleries · Tours
Side Trips

Woodstock — 3 nights

Woodstock is the shire town of Windsor County, Vermont, United States. Take a break from the city and head to Thundering Brook Falls Trail and Ottaquechee River. President Calvin Coolidge State Historic Site and FH Gillingham & Sons General Store will appeal to history buffs. There's still lots to do: steep yourself in history at Calvin Coolidge Homestead, view the masterpieces at Fossil Glass, browse for treasures at Quechee Gorge Village Vermont Antique Mall, and take in the views from Cornish-Windsor Bridge.

For maps, where to stay, ratings, and other tourist information, read our Woodstock travel route builder tool.

You can drive from Middlebury to Woodstock in 1.5 hours. Expect a daytime high around 19°C in October, and nighttime lows around 5°C. Wrap up your sightseeing on the 11th (Tue) early enough to drive to Bennington.
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Parks · Historic Sites · Shopping · Outdoors
Side Trips

Bennington — 3 nights

Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 12th (Wed): stroll the grounds of The Old First Church, then take in the views from Silk Road Covered Bridge, and then look for gifts at Bennington Potters. Get ready for a full day of sightseeing on the 13th (Thu): contemplate the long history of Hildene, The Lincoln Family Home, look for all kinds of wild species at Equinox Preservation Trust, and then admire the sheer force of Lye Brook Falls.

For maps, photos, traveler tips, and other tourist information, use the Bennington trip builder website.

Traveling by car from Woodstock to Bennington takes 2 hours. Alternatively, you can take a bus. In October, daytime highs in Bennington are 19°C, while nighttime lows are 5°C. Wrap up your sightseeing on the 14th (Fri) early enough to travel back home.
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Parks · Historic Sites · Shopping · Nature
Side Trip

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Historic Sites
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.
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