14 days in Vermont Itinerary

14 days in Vermont Itinerary

Created using Inspirock Vermont tour itinerary maker

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Route & dates

14 days in Vermont Itinerary

Start: Charlotte
Fly:  4​h 15​min
1
Burlington
— 4 nights
Drive:  1​h 45​min
2
Saint Johnsbury
— 2 nights
Drive:  1​h 30​min
3
Woodstock
— 4 nights
Drive:  1​h 45​min
4
Bennington
— 3 nights
Drive + Fly:  7​h 15​min
End: Charlotte

4
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Change things up with these side-trips from Burlington: Stowe (Mount Mansfield State Forest, Stowe Recreation Path, & more), Cabot Farmers' Store (in Waterbury Center) and Montpelier (Vermont State House & Morse Farm Maple Sugarworks). Next up on the itinerary: shop like a local with Church Street Marketplace, don't miss a visit to World's Tallest Filing Cabinet, stroll through Burlington Bike Path, and learn the secrets of beer at a beer tour and tasting.

To find where to stay, reviews, traveler tips, and other tourist information, read our Burlington road trip planning tool .

Charlotte to Burlington is an approximately 4.5-hour flight. You can also do a combination of flight and ferry; or drive. In August, Burlington is little chillier than Charlotte - with highs of 81°F and lows of 61°F. Wrap up your sightseeing on the 27th (Thu) to allow time to drive to Saint Johnsbury.

Things to do in Burlington

Parks Trails Outdoors

Side Trips

Stowe, Shelburne, Montpelier, Cabot Farmers' Store, Magic Hat Brewing Company
Highlights from your plan
Church Street Marketplace ©
Church Street Marketplace
Burlington Bike Path ©
Burlington Bike Path
Waterfront Park ©
Waterfront Park

2
nights
Saint Johnsbury

Saint Johnsbury ©
St. Kick off your visit on the 28th (Fri): make a trip to Bragg Farm Sugar House & Gift Shop, then stroll around Dog Mountain Home of Stephen Huneck Gallery, and then admire the striking features of The Dog Chapel. On your second day here, contemplate the waterfront views at Lake Willoughby, then get curious at Museum of Everyday Life, and then stroll the grounds of Hope Cemetery.

For where to stay, photos, reviews, and other tourist information, go to the Saint Johnsbury trip site .

You can drive from Burlington to Saint Johnsbury in 2 hours. Traveling from Burlington in August, you can expect nighttime temperatures to be little chillier in Saint Johnsbury, with lows of 56°F. Cap off your sightseeing on the 29th (Sat) early enough to go by car to Woodstock.

Things to do in Saint Johnsbury

Parks Nature Historic Sites

Side Trips

Lake Willoughby, Museum of Everyday Life, Hope Cemetery, Bragg Farm Sugar House & Gift Shop
Highlights from your plan
Bragg Farm Sugar House & Gift Shop ©
Bragg Farm Sugar House & Gift Shop
Hope Cemetery ©
Hope Cemetery

4
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Change things up with a short trip to Killington Resort in Killington (about 34 minutes away). There's still lots to do: experience rural life at Sugarbush Farm, contemplate the long history of President Calvin Coolidge State Historic Site, look for all kinds of wild species at Vermont Institute of Natural Science (VINS) Nature Center, and take an in-depth tour of Billings Farm & Museum.

To find reviews, other places to visit, more things to do, and more tourist information, read our Woodstock tour builder tool .

Traveling by car from Saint Johnsbury to Woodstock takes 1.5 hours. In August in Woodstock, expect temperatures between 81°F during the day and 56°F at night. Finish your sightseeing early on the 2nd (Wed) so you can drive to Bennington.

Things to do in Woodstock

Parks Historic Sites Nature

Side Trips

Quechee, Plymouth, Killington Resort, Montshire Museum of Science, Cornish-Windsor Bridge
Highlights from your plan
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

3
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Explore the numerous day-trip ideas around Bennington: Vermont Country Store (in Weston), Manchester (Lye Brook Falls, Hildene, The Lincoln Family Home, & more) and Bromley Mountain (in Peru). Next up on the itinerary: pause for some photo ops at Bennington Battle Monument, stroll the grounds of The Old First Church, steep yourself in history at Robert Frost Stone House Museum, and take in the views from Papermill Village Bridge.

To see where to stay, maps, more things to do, and other tourist information, use the Bennington online visit planner .

You can drive from Woodstock to Bennington in 2 hours. Expect a daytime high around 74°F in September, and nighttime lows around 48°F. Finish your sightseeing early on the 5th (Sat) to allow enough time to travel back home.

Things to do in Bennington

Parks Nature Historic Sites

Side Trips

Manchester, Bromley Mountain, Robert Frost Stone House Museum, Vermont Country Store
Highlights from your plan
Hildene, The Lincoln Family Home ©
Bennington Battle Monument ©
Bennington Battle Monument
New Catholic Cemetery ©
New Catholic Cemetery

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