5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont sightseeing planner

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Route & dates

5 days in Vermont Itinerary

Start: Yuma
Fly + Drive:  12​h 30​min
1
Bennington
— 1 night
Drive:  1​h 45​min
2
Woodstock
— 1 night
Drive:  1​h 45​min
3
Shelburne
— 1 night
+2
Fly + Tram + Bus:  11​h
End: Yuma

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 23rd (Mon): explore the different monuments and memorials at New Catholic Cemetery, then take an in-depth tour of Bennington Museum, then take in nature's colorful creations at Hildene, The Lincoln Family Home, and finally admire the sheer force of Lye Brook Falls. On your second day here, contemplate in the serene atmosphere at The Old First Church, get great views at Bennington Battle Monument, take in the views from Bridge at the Green, then take in the awesome beauty at Equinox Mountain, and finally look for gifts at Bringing You Vermont.

For maps, ratings, other places to visit, and other tourist information, refer to the Bennington travel planning website .

Yuma to Bennington is an approximately 12.5-hour flight. You can also drive. Due to the time zone difference, you'll lose 2 hours traveling from Yuma to Bennington. In September, Bennington is colder than Yuma - with highs of 74°F and lows of 48°F. Wrap up your sightseeing on the 24th (Tue) early enough to drive to Woodstock.

Things to do in Bennington

Parks Nature Historic Sites

Side Trips

Manchester, Arlington
Find places to stay Sep 23 — 24:
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 25th (Wed): contemplate the long history of Billings Farm & Museum, then explore and take pictures at Sugarbush Farm, and then take in the dramatic natural features at Quechee Gorge.

To see reviews, more things to do, maps, and other tourist information, refer to the Woodstock travel planning site .

Drive from Bennington to Woodstock in 2 hours. Expect a daytime high around 75°F in September, and nighttime lows around 50°F. Finish your sightseeing early on the 25th (Wed) to allow enough time to drive to Shelburne.

Things to do in Woodstock

Nature Parks Historic Sites

Side Trip

Quechee Gorge
Find places to stay Sep 24 — 25:
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Billings Farm & Museum ©
Billings Farm & Museum
Sugarbush Farm ©
Sugarbush Farm

1
night
Shelburne

Shelburne ©
Shelburne is a town in southwestern Chittenden County, Vermont, in the United States. On the 26th (Thu), steep yourself in history at Shelburne Farms, then see the interesting displays at Shelburne Museum, and then take in the architecture and atmosphere at Trinity Episcopal Church.

For where to stay, other places to visit, and more tourist information, read our Shelburne trip planner .

Getting from Woodstock to Shelburne by car takes about 2 hours. Other options: take a train; or take a bus. In September, daytime highs in Shelburne are 75°F, while nighttime lows are 53°F. Finish your sightseeing early on the 26th (Thu) so you can travel back home.

Things to do in Shelburne

Historic Sites Museums
Find places to stay Sep 25 — 26:
Highlights from your plan
Shelburne Museum ©
Shelburne Museum
Shelburne Farms ©
Shelburne Farms
Trinity Episcopal Church ©
Trinity Episcopal Church

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