14 days in Vermont Itinerary

14 days in Vermont Itinerary

Created using Inspirock Vermont travel route planner

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Route & dates

14 days in Vermont Itinerary

Start: Sydney
Fly:  26​h
1
Burlington
— 4 nights
Drive:  2​h 45​min
2
Bennington
— 3 nights
Drive:  1​h 45​min
3
Woodstock
— 4 nights
Drive + Fly:  27​h
End: Sydney

4
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Explore the numerous day-trip ideas around Burlington: Stowe (Mount Mansfield State Forest & Stowe Recreation Path) and Montpelier (Vermont State House, Morse Farm Maple Sugarworks, & more). There's much more to do: shop like a local with Church Street Marketplace, contemplate the long history of Shelburne Farms, stroll around Waterfront Park, and indulge your taste buds at Food & Drink.

To find maps, more things to do, ratings, and more tourist information, you can read our Burlington trip app .

Sydney, Australia to Burlington is an approximately 26-hour flight. You can also do a combination of flight and bus; or do a combination of flight and car. You'll gain 15 hours traveling from Sydney to Burlington due to the time zone difference. Expect little chillier temperatures when traveling from Sydney in October; daily highs in Burlington reach 19°C and lows reach 7°C. Finish your sightseeing early on the 5th (Mon) so you can travel to Bennington.

Things to do in Burlington

Parks Outdoors Trails

Side Trips

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

3
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Get out of town with these interesting Bennington side-trips: Manchester (Lye Brook Falls & Hildene, The Lincoln Family Home), Vermont Country Store (in Weston) and Equinox Mountain (in Arlington). There's lots more to do: get great views at Bennington Battle Monument, snap pictures at Papermill Village Bridge, explore the different monuments and memorials at New Catholic Cemetery, and make a trip to Bridge at the Green.

For reviews, maps, where to stay, and more tourist information, refer to the Bennington trip itinerary planning app .

Traveling by car from Burlington to Bennington takes 3 hours. In October, plan for daily highs up to 19°C, and evening lows to 5°C. Finish your sightseeing early on the 8th (Thu) so you can drive to Woodstock.

Things to do in Bennington

Historic Sites Parks Nature

Side Trips

Manchester, Arlington, Vermont Country Store
Highlights from your plan
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home

4
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. You'll find plenty of places to visit near Woodstock: Dog Mountain Home of Stephen Huneck Gallery (in Saint Johnsbury) and Killington Resort (in Killington). The adventure continues: experience rural life at Sugarbush Farm, have fun and explore at Montshire Museum of Science, explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park, and take in the dramatic natural features at Quechee Gorge.

To see more things to do, ratings, reviews, and other tourist information, read Woodstock trip maker app .

Getting from Bennington to Woodstock by car takes about 2 hours. Expect a daytime high around 19°C in October, and nighttime lows around 5°C. Cap off your sightseeing on the 12th (Mon) early enough to travel back home.

Things to do in Woodstock

Parks Historic Sites Nature

Side Trips

Quechee, Montshire Museum of Science, President Calvin Coolidge State Historic Site, Dog Mountain Home of Stephen Huneck Gallery, Killington Resort
Highlights from your plan
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

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