14 days in Vermont Itinerary

14 days in Vermont Itinerary

Created using Inspirock Vermont holiday maker

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Route & dates

14 days in Vermont Itinerary

Start: Houston
Fly + Drive:  11​h 45​min
1
Bennington
— 3 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:  8​h
End: Houston

3
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. You'll find plenty of places to visit near Bennington: Norman Rockwell Museum (in Stockbridge), Lake George (in Lake George) and Hildene, The Lincoln Family Home (in Manchester). And it doesn't end there: get great views at Bennington Battle Monument, snap pictures at Papermill Village Bridge, explore the world behind art at The Clark Art Institute, and explore the different monuments and memorials at New Catholic Cemetery.

For reviews, where to stay, more things to do, and tourist information, go to the Bennington trip planner .

Houston to Bennington is an approximately 12-hour combination of flight and car. You can also drive. Traveling from Houston to Bennington, you'll lose 1 hour due to the time zone difference. In October, Bennington is cooler than Houston - with highs of 62°F and lows of 41°F. Wrap up your sightseeing on the 8th (Tue) early enough to drive to Woodstock.

Things to do in Bennington

Museums Parks Historic Sites

Side Trips

Norman Rockwell Museum, Hildene, The Lincoln Family Home, Bridge at the Green, The Clark Art Institute, Saratoga Race Course
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
Bennington Battle Monument ©
Bennington Battle Monument
Lake George ©
Lake George

3
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Change things up with these side-trips from Woodstock: Vermont Country Store (in Weston) and Saint-Gaudens National Historic Site (in Cornish). There's lots more to do: relax in the rural setting at Sugarbush Farm, explore the striking landscape of Marsh - Billings - Rockefeller National Historical Park, take your sightseeing to a higher altitude at Mount Tom, and take in breathtaking views at Quechee Gorge.

To find more things to do, traveler tips, photos, and other tourist information, read our Woodstock tour itinerary builder tool .

Traveling by car from Bennington to Woodstock takes 2 hours. Expect a daytime high around 62°F in October, and nighttime lows around 40°F. Wrap up your sightseeing on the 11th (Fri) to allow time to drive to Saint Johnsbury.

Things to do in Woodstock

Parks Nature Historic Sites

Side Trips

Quechee Gorge, Saint-Gaudens National Historic Site, Vermont Country Store
Highlights from your plan
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

3
nights
Saint Johnsbury

Saint Johnsbury ©
St. Venture out of the city with trips to North Conway (Kancamagus Highway & Cathedral Ledge), Zipline (in Lincoln) and Riverwalk Covered Bridge (in Littleton). There's much more to do: walk around Dog Mountain Home of Stephen Huneck Gallery, admire the striking features of The Dog Chapel, admire the sheer force of Rocky Gorge, and take in the dramatic natural features at Flume Gorge.

To see maps, photos, and more tourist information, refer to the Saint Johnsbury route planner.

Traveling by car from Woodstock to Saint Johnsbury takes 1.5 hours. October in Saint Johnsbury sees daily highs of 60°F and lows of 40°F at night. Finish your sightseeing early on the 14th (Mon) to allow enough time to drive to Burlington.

Things to do in Saint Johnsbury

Outdoors Parks Nature

Side Trips

North Conway, Rocky Gorge, Flume Gorge, Zipline, Riverwalk Covered Bridge
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Flume Gorge ©
Flume Gorge

3
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Go for a jaunt from Burlington to Ticonderoga to see Fort Ticonderoga about 1h 15 min away. The adventure continues: hunt for treasures at Church Street Marketplace, look for gifts at Lake Champlain Chocolates, stroll through Burlington Bike Path, and sample some tasty brews at a beer tour and tasting.

To see reviews, more things to do, and tourist information, you can read our Burlington online road trip planner .

Traveling by car from Saint Johnsbury to Burlington takes 2 hours. In October, daytime highs in Burlington are 62°F, while nighttime lows are 44°F. Cap off your sightseeing on the 17th (Thu) early enough to travel back home.

Things to do in Burlington

Museums Historic Sites Parks

Side Trips

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

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