5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont tour planner

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Route & dates

5 days in Vermont Itinerary

Start: Boston
Fly:  2​h 30​min
1
Woodstock
— 1 night
Drive:  1​h 45​min
2
Manchester
— 2 nights
Drive:  2​h 45​min
3
Burlington
— 1 night
Drive:  3​h 45​min
End: Boston

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 23rd (Tue): explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park. Keep things going the next day: identify plant and animal life at VINS Nature Center, engage your brain at Montshire Museum of Science, and then explore the stunning scenery at Quechee Gorge.

To see more things to do, ratings, and other tourist information, you can read our Woodstock tour planner .

Boston to Woodstock is an approximately 2.5-hour car ride. You can also do a combination of bus, flight, and taxi; or take a bus. Expect slightly colder evenings in Woodstock when traveling from Boston in October, with lows around 40°F. Finish your sightseeing early on the 24th (Wed) to allow enough time to drive to Burlington.

Things to do in Woodstock

Parks Nature Historic Sites

Side Trips

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

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 25th (Thu): appreciate the history behind Bennington Battle Monument, explore the world behind art at The Clark Art Institute, and then identify plant and animal life at Mountain Meadow Preserve. Here are some ideas for day two: relax in the rural setting at Merck Forest & Farmland Center, take in nature's colorful creations at Hildene, The Lincoln Family Home, and then take in the awesome beauty at Equinox Mountain.

To see ratings, traveler tips, other places to visit, and tourist information, refer to the Manchester trip itinerary planning app .

You can drive from Woodstock to Manchester in 2 hours. Alternatively, you can take a bus. In October, daily temperatures in Manchester can reach 62°F, while at night they dip to 41°F. Wrap up your sightseeing on the 26th (Fri) to allow time to drive to Burlington.

Things to do in Manchester

Parks Museums Wildlife

Side Trips

Williamstown, Merck Forest & Farmland Center, Bennington Battle Monument, Equinox Mountain
Highlights from your plan
Mountain Meadow Preserve ©
Mountain Meadow Preserve
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Equinox Mountain ©
Equinox Mountain

1
night
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Kick off your visit on the 27th (Sat): kick back and relax at North Beach Park, then contemplate the long history of Shelburne Farms, and then experience rural life at Vermont Farm Tours.

To find photos, traveler tips, more things to do, and more tourist information, use the Burlington day trip planning tool .

You can drive from Manchester to Burlington in 3 hours. Another option is to take a bus. In October, daily temperatures in Burlington can reach 62°F, while at night they dip to 44°F. Wrap up your sightseeing on the 27th (Sat) early enough to drive back home.

Things to do in Burlington

Parks Beaches Outdoors

Side Trip

Shelburne Farms
Highlights from your plan
North Beach Park ©
North Beach Park
Shelburne Farms ©
Shelburne Farms
Vermont Farm Tours ©
Vermont Farm Tours

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