18 days in Central Vermont Itinerary

Created using Inspirock Central Vermont trip planner
©
Make it your trip
Fly to Plattsburgh International Airport, Drive to Middlebury
1
Middlebury
— 4 nights
Drive
2
Montpelier
— 6 nights
Drive
3
Woodstock
— 7 nights
+2
Taxi to Lebanon, Bus to Boston, Fly to Charlotte

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Middlebury — 4 nights

Middlebury is the shire town (county seat) of Addison County, Vermont, United States. Change things up with these side-trips from Middlebury: Dakin Farm (in Ferrisburgh), Hammond Covered Bridge (in Pittsford) and Sugarbush Resort (in Warren). And it doesn't end there: indulge your thirst for a good beer at Otter Creek Brewing, make a trip to Art on Main, explore the world behind art at Mahaney Center for the Arts, and deepen your understanding at Middlebury College.

To find reviews, other places to visit, ratings, and tourist information, read our Middlebury trip itinerary maker app.

Charlotte to Middlebury is an approximately 8-hour combination of flight and car. You can also drive. Traveling from Charlotte in November, things will get little chillier in Middlebury: highs are around 46°F and lows about 30°F. Finish your sightseeing early on the 3rd (Sat) so you can drive to Montpelier.
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Parks · Outdoors · Museums · Breweries & Distilleries
Side Trips

Montpelier — 6 nights

Montpelier is the capital city of the U.S. state of Vermont and the seat of Washington County. Change things up with these side-trips from Montpelier: Waitsfield (Artisans' Gallery & Mad River), Bent Hill Brewery (in Braintree) and Warren (Ole's Cross Country Center & Warren Falls). There's still lots to do: relax in the rural setting at Morse Farm Maple Sugarworks, gain insight at Vermont College, walk around Hubbard Park, and ponder the world of politics at Vermont State House.

For reviews, other places to visit, maps, and other tourist information, read Montpelier trip planner.

You can drive from Middlebury to Montpelier in 1.5 hours. Traveling from Middlebury in December, Montpelier is little chillier at night with lows of 17°F. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Woodstock.
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Museums · Parks · Shopping · Nature
Side Trips

Woodstock — 7 nights

Woodstock is the shire town of Windsor County, Vermont, United States. Venture out of the city with trips to Okemo Mountain Resort (in Ludlow), Killington (Killington Resort & Killington Golf Course) and Weston (Vermont Country Store & Weston Priory). There's still lots to do: experience rural life at Sugarbush Farm, trek along Thundering Brook Falls Trail, make a trip to Collective, the art of craft, and indulge your thirst for a good beer at Harpoon Brewery.

Discover how to plan a Woodstock trip in just a few steps with Inspirock's itinerary builder.

You can drive from Montpelier to Woodstock in 1.5 hours. Expect a daytime high around 35°F in December, and nighttime lows around 20°F. Finish your sightseeing early on the 16th (Fri) to allow enough time to travel back home.
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Parks · Outdoors · Museums · Wildlife
Side Trips