11 days in Vermont Itinerary

11 days in Vermont Itinerary

Created using Inspirock Vermont tour itinerary planner

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Route & dates

11 days in Vermont Itinerary

Start: New York City
Drive:  3​h 30​min
1
Bennington
— 2 nights
Drive:  1​h 45​min
2
Woodstock
— 3 nights
Drive:  1​h 30​min
3
Saint Johnsbury
— 2 nights
Drive:  1​h 45​min
4
Shelburne
— 3 nights
Fly:  5​h
End: New York City

2
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: Vermont Country Store (in Weston), Manchester (Hildene, The Lincoln Family Home & North Meadow Farm) and Equinox Mountain (in Arlington). There's much more to do: take some stellar pictures from Bennington Battle Monument, snap pictures at Bridge at the Green, admire the masterpieces at Bennington Museum, and contemplate in the serene atmosphere at The Old First Church.

For other places to visit, ratings, and other tourist information, read Bennington online trip maker .

New York City to Bennington is an approximately 3.5-hour car ride. Traveling from New York City in September, expect Bennington to be slightly colder, temps between 74°F and 48°F. Finish your sightseeing early on the 16th (Wed) to allow enough time to drive to Woodstock.

Things to do in Bennington

Historic Sites Parks Museums

Side Trips

Arlington, Manchester, Vermont Country Store
Highlights from your plan
Hildene, The Lincoln Family Home ©
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. Step out of Woodstock to go to Killington and see Killington Resort, which is approximately 34 minutes away. There's much more to do: experience rural life at Sugarbush Farm, explore the striking landscape of Marsh - Billings - Rockefeller National Historical Park, take an in-depth tour of Billings Farm & Museum, and explore the striking landscape at Quechee Gorge.

To see reviews, other places to visit, more things to do, and more tourist information, read Woodstock trip itinerary planning site .

Drive from Bennington to Woodstock in 2 hours. In September, daily temperatures in Woodstock can reach 75°F, while at night they dip to 50°F. Wrap up your sightseeing on the 19th (Sat) to allow time to drive to Saint Johnsbury.

Things to do in Woodstock

Parks Historic Sites Nature

Side Trips

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

2
nights
Saint Johnsbury

Saint Johnsbury ©
St. Kick off your visit on the 20th (Sun): stroll around Dog Mountain Home of Stephen Huneck Gallery, hike along Lamoille Valley Rail Trail, and then discover the riches below the earth's surface at Rock of Ages Granite Quarry. On your second day here, explore the different monuments and memorials at Hope Cemetery, experience rural life at Morse Farm Maple Sugarworks, and then don't miss a visit to Bragg Farm Sugar House & Gift Shop.

To find maps, ratings, where to stay, and other tourist information, use the Saint Johnsbury route builder app .

Traveling by car from Woodstock to Saint Johnsbury takes 1.5 hours. In September, daytime highs in Saint Johnsbury are 72°F, while nighttime lows are 49°F. Finish your sightseeing early on the 21st (Mon) so you can drive to Shelburne.

Things to do in Saint Johnsbury

Parks Historic Sites Outdoors

Side Trips

Barre, Montpelier
Highlights from your plan
Morse Farm Maple Sugarworks ©
Morse Farm Maple Sugarworks
Bragg Farm Sugar House & Gift Shop ©

3
nights
Shelburne

Shelburne ©
Shelburne is a town in southwestern Chittenden County, Vermont, in the United States. Explore the numerous day-trip ideas around Shelburne: Stowe (Mount Mansfield State Forest & Stowe Recreation Path) and Beer Tastings & Tours (in Burlington). Next up on the itinerary: examine the collection at Shelburne Museum, get your game on at Vintage Photography Emporium, stop by Lake Champlain Chocolates, and indulge your thirst for a good beer at Magic Hat Brewing Company.

For where to stay, maps, more things to do, and other tourist information, you can read our Shelburne road trip planning tool .

You can drive from Saint Johnsbury to Shelburne in 2 hours. In September, plan for daily highs up to 75°F, and evening lows to 53°F. Finish up your sightseeing early on the 24th (Thu) so you can travel back home.

Things to do in Shelburne

Parks Outdoors Trails

Side Trips

Burlington, Stowe, Magic Hat Brewing Company
Highlights from your plan
Shelburne Museum ©
Shelburne Museum
Stowe Recreation Path ©
Stowe Recreation Path
Shelburne Farms ©
Shelburne Farms

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