12 days in Vermont Itinerary

12 days in Vermont Itinerary

Created using Inspirock Vermont journey planner

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Route & dates

12 days in Vermont Itinerary

Start: New York City
Drive:  4​h
1
Bennington
— 2 nights
Drive:  1​h 45​min
2
Woodstock
— 3 nights
Drive:  1​h 30​min
3
Saint Johnsbury
— 3 nights
Drive:  1​h 45​min
4
Burlington
— 3 nights
Fly:  4​h
End: New York City

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Change things up with these side-trips from Bennington: Creamery Covered Bridge (in Brattleboro), Manchester (Hildene, The Lincoln Family Home, Northshire Bookstore, & more) and Equinox Mountain (in Arlington). There's still lots to do: get great views at Bennington Battle Monument, take in the views from Papermill Village Bridge, take an in-depth tour of Bennington Museum, and contemplate in the serene atmosphere at The Old First Church.

Plan my trip to Bennington with suggested itineraries provided by Inspirock.

New York City to Bennington is an approximately 3.5-hour car ride. Traveling from New York City in October, things will get little chillier in Bennington: highs are around 62°F and lows about 41°F. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Woodstock.

Things to do in Bennington

Parks Museums Nature

Side Trips

Manchester, Arlington, Creamery Covered Bridge
Highlights from your plan
Hildene, The Lincoln Family Home ©
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

3
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Explore the numerous day-trip ideas around Woodstock: Killington Resort (in Killington) and Vermont Country Store (in Weston). There's lots more to do: relax in the rural setting at Sugarbush Farm, explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park, look for all kinds of wild species at Vermont Institute of Natural Science (VINS) Nature Center, and explore the stunning scenery at Quechee Gorge.

To see traveler tips, reviews, other places to visit, and more tourist information, go to the Woodstock day trip site .

Traveling by car from Bennington to Woodstock takes 2 hours. In October in Woodstock, expect temperatures between 62°F during the day and 40°F at night. Finish your sightseeing early on the 9th (Wed) so you can drive to Saint Johnsbury.

Things to do in Woodstock

Parks Nature Historic Sites

Side Trips

Quechee, Killington Resort, Vermont Country Store
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

3
nights
Saint Johnsbury

Saint Johnsbury ©
St. Explore Saint Johnsbury's surroundings by going to Cabot Farmers' Store (in Waterbury Center), Stowe (Gold Brook Covered Bridge (Emily's Covered Bridge), Mount Mansfield State Forest, & more) and Montpelier (Vermont State House & Morse Farm Maple Sugarworks). There's still lots to do: stroll around Dog Mountain Home of Stephen Huneck Gallery and admire the striking features of The Dog Chapel.

To see maps, photos, more things to do, and other tourist information, you can read our Saint Johnsbury online journey planner .

Getting from Woodstock to Saint Johnsbury by car takes about 1.5 hours. In October, daily temperatures in Saint Johnsbury can reach 60°F, while at night they dip to 40°F. Finish up your sightseeing early on the 12th (Sat) so you can go by car to Burlington.

Things to do in Saint Johnsbury

Parks Nature Outdoors

Side Trips

Stowe, Montpelier, Cabot Farmers' Store
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest

3
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Burlington is known for shopping, trails, parks, zoos & aquariums, and breweries & distilleries. Your plan includes some of its best attractions: hunt for treasures at Church Street Marketplace, stroll around Waterfront Park, get curious at ECHO, Leahy Center for Lake Champlain, and contemplate the long history of Ethan Allen Homestead.

To see maps, traveler tips, other places to visit, and more tourist information, read our Burlington trip planner.

Traveling by car from Saint Johnsbury to Burlington takes 2 hours. October in Burlington sees daily highs of 62°F and lows of 44°F at night. Finish up your sightseeing early on the 15th (Tue) so you can travel back home.

Things to do in Burlington

Parks Museums Tours

Side Trips

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

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