8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont vacation planner

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Route & dates

8 days in Vermont Itinerary

Start: Newark
Drive:  5 h 15 min
1
Woodstock
— 1 night
Drive:  1 h 45 min
2
Stowe
— 3 nights
Drive:  1 h 15 min
3
Middlebury
— 1 night
Drive:  1 h 45 min
4
Manchester
— 2 nights
Drive:  4 h 30 min
End: Newark

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 14th (Sun), take in the awesome beauty at Mount Tom.

To see where to stay, more things to do, ratings, and other tourist information, you can read our Woodstock itinerary maker app .

Newark to Woodstock is an approximately 5-hour car ride. You can also fly. Expect slightly colder temperatures when traveling from Newark in October; daily highs in Woodstock reach 62°F and lows reach 40°F. Finish your sightseeing early on the 15th (Mon) so you can drive to Stowe.

Things to do in Woodstock

Parks Nature Shopping

Side Trips

Long Trail Brewing Company, Cornish-Windsor Bridge, Quechee Gorge Village Vermont Antique Mall
Highlights from your plan
Mount Tom ©
Mount Tom
Long Trail Brewing Company ©
Long Trail Brewing Company
Cornish-Windsor Bridge ©
Cornish-Windsor Bridge

3
nights
Stowe

Stowe ©
Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Explore hidden gems such as Boyden Valley Winery and Shelburne Vineyard. Explore Stowe's surroundings by going to Shelburne Museum (in Shelburne), Hope Cemetery (in Barre) and Hill Farmstead Brewery (in Greensboro Bend). There's lots more to do: indulge your thirst for a good beer at Rock Art Brewery, stop by Craft Beer Cellar, and snap pictures at Gold Brook Covered Bridge (Emily's Covered Bridge).

To see other places to visit, reviews, maps, and other tourist information, read our Stowe online holiday planner .

You can drive from Woodstock to Stowe in 2 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 60°F in October, and nighttime lows around 39°F. Wrap up your sightseeing on the 18th (Thu) early enough to travel to Middlebury.

Things to do in Stowe

Breweries & Distilleries Wineries Historic Sites

Side Trips

Shelburne, Burlington, Hill Farmstead Brewery, Boyden Valley Winery & Spirits, Rock Art Brewery
Highlights from your plan
Boyden Valley Winery & Spirits ©
Boyden Valley Winery & Spirits
Rock Art Brewery ©
Rock Art Brewery
The Alchemist ©
The Alchemist

1
night
Middlebury

Middlebury ©
Middlebury is the shire town (county seat) of Addison County, Vermont, United States. Start off your visit on the 19th (Fri): explore and take pictures at Middlebury College, learn about winemaking at Lincoln Peak Vineyard, then indulge your thirst for a good beer at Woodchuck Cider House, and finally indulge your thirst for a good beer at Otter Creek Brewing.

To find traveler tips, more things to do, where to stay, and more tourist information, go to the Middlebury online day trip planner .

Traveling by car from Stowe to Middlebury takes 1.5 hours. In October, daytime highs in Middlebury are 61°F, while nighttime lows are 42°F. Cap off your sightseeing on the 19th (Fri) early enough to travel to Manchester.

Things to do in Middlebury

Breweries & Distilleries Wineries

Side Trip

Woodchuck Cider House
Highlights from your plan
Woodchuck Cider House ©
Woodchuck Cider House
Lincoln Peak Vineyard ©
Lincoln Peak Vineyard
Middlebury College ©
Middlebury College

2
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Start off your visit on the 20th (Sat): look for all kinds of wild species at Equinox Preservation Trust, explore the different monuments and memorials at The Old First Church, and then snap pictures at Silk Road Covered Bridge. On the next day, take in nature's colorful creations at Hildene, The Lincoln Family Home, look for gifts at Manchester Hot Glass, then look for gifts at Vermont Country Store, and finally take in the dramatic scenery at Lye Brook Falls.

To see reviews, more things to do, photos, and more tourist information, read our Manchester online trip planner .

You can drive from Middlebury to Manchester in 2 hours. In October, daily temperatures in Manchester can reach 62°F, while at night they dip to 41°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel back home.

Things to do in Manchester

Parks Wildlife Historic Sites

Side Trips

Bennington, Vermont Country Store
Highlights from your plan
Equinox Preservation Trust ©
Equinox Preservation Trust
The Old First Church ©
The Old First Church
Silk Road Covered Bridge ©
Silk Road Covered Bridge

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