5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont trip maker

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Route & dates

5 days in Vermont Itinerary

Start: Watertown
Drive:  4​h
1
Waterbury
— 2 nights
Drive:  1​h 15​min
2
Woodstock
— 1 night
Drive:  1​h 30​min
3
Manchester
— 1 night
Drive:  2​h 45​min
End: Watertown

2
nights
Waterbury

Waterbury ©
Waterbury is a town in Washington County in central Vermont, United States. On the 24th (Thu), shop like a local with Ziemke Glass Blowing Studio. Get ready for a full day of sightseeing on the 25th (Fri): examine the collection at Shelburne Museum, then observe the fascinating underwater world at ECHO, Leahy Center for Lake Champlain, and then hike along Stowe Recreation Path.

To find where to stay, more things to do, and other tourist information, read our Waterbury trip planner .

Watertown to Waterbury is an approximately 3.5-hour car ride. Traveling from Watertown in October, you will find days in Waterbury are little chillier (58°F), and nights are about the same (38°F). Finish your sightseeing early on the 26th (Sat) to allow enough time to drive to Woodstock.

Things to do in Waterbury

Parks Outdoors Museums

Side Trips

Burlington, Stowe Recreation Path, Smugglers' Notch Resort, Shelburne Museum
Highlights from your plan
Church Street Marketplace ©
Church Street Marketplace
Smugglers' Notch Resort ©
Smugglers' Notch Resort
ECHO, Leahy Center for Lake Champlain ©

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 27th (Sun): take in breathtaking views at Quechee Gorge, then browse the exhibits of Montshire Museum of Science, then relax in the rural setting at Sugarbush Farm, and finally take in the views from Taftsville Covered Bridge.

For maps, where to stay, traveler tips, and other tourist information, refer to the Woodstock travel route planning site .

Getting from Waterbury to Woodstock by car takes about 1.5 hours. Other options: take a train; or do a combination of train and bus. In October, daily temperatures in Woodstock can reach 62°F, while at night they dip to 40°F. Wrap up your sightseeing on the 27th (Sun) to allow time to drive to Manchester.

Things to do in Woodstock

Parks Nature Childrens Museums

Side Trips

Montshire Museum of Science, Quechee Gorge
Highlights from your plan
Sugarbush Farm ©
Sugarbush Farm
Montshire Museum of Science ©
Montshire Museum of Science
Quechee Gorge ©
Quechee Gorge

1
night
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Kick off your visit on the 28th (Mon): take in nature's colorful creations at Hildene, The Lincoln Family Home, then stop by Northshire Bookstore, and then tour the pleasant surroundings at Bromley Mountain.

Plan my Manchester trip by asking Inpirock to come up with tips and suggestions.

You can drive from Woodstock to Manchester in 1.5 hours. Alternatively, you can take a bus. October in Manchester sees daily highs of 62°F and lows of 41°F at night. Wrap up your sightseeing on the 28th (Mon) to allow time to travel back home.

Things to do in Manchester

Parks Nature Winter Sports

Side Trip

Bromley Mountain
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Bromley Mountain ©
Bromley Mountain
Northshire Bookstore ©
Northshire Bookstore

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