5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont itinerary builder

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Route & dates

5 days in Vermont Itinerary

Start: New York City
Fly:  4​h
1
Burlington
— 2 nights
Drive:  1​h 45​min
2
Woodstock
— 1 night
Drive:  1​h 30​min
3
Manchester
— 1 night
Drive:  4​h 15​min
End: New York City

2
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Venture out of the city with trips to Stowe (Stowe Recreation Path & Mount Mansfield State Forest). There's much more to do: trek along Burlington Bike Path, experience rural life at Shelburne Farms, examine the collection at Shelburne Museum, and walk around Waterfront Park.

Plan a Burlington trip in moments using our itinerary builder.

New York City to Burlington is an approximately 4-hour flight. You can also do a combination of bus and flight; or drive. Traveling from New York City in August, plan for little chillier nights in Burlington, with lows around 61°F. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Woodstock.

Things to do in Burlington

Parks Outdoors Trails

Side Trips

Stowe, Shelburne, White's Beach
Highlights from your plan
Burlington Bike Path ©
Burlington Bike Path
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 17th (Sat): relax in the rural setting at Sugarbush Farm, take in breathtaking views at Quechee Gorge, then get curious at Montshire Museum of Science, and finally look for all kinds of wild species at Eshqua Bog Natural Area.

For where to stay, more things to do, reviews, and tourist information, you can read our Woodstock journey builder .

Getting from Burlington to Woodstock by car takes about 2 hours. Other options: take a bus. Plan for a bit cooler nights when traveling from Burlington in August since evenings lows in Woodstock dip to 56°F. Finish your sightseeing early on the 17th (Sat) so you can drive to Manchester.

Things to do in Woodstock

Parks Nature Wildlife

Side Trips

Montshire Museum of Science, Quechee Gorge, Eshqua Bog Natural Area
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Montshire Museum of Science ©
Montshire Museum of Science
Eshqua Bog Natural Area ©
Eshqua Bog Natural Area

1
night
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. On the 18th (Sun), steep yourself in history at Hildene, The Lincoln Family Home, look for gifts at Northshire Bookstore, and then take your sightseeing to a higher altitude at Bromley Mountain.

To see reviews, photos, other places to visit, and more tourist information, read our Manchester trip itinerary planning website .

Drive from Woodstock to Manchester in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 79°F in August, and nighttime lows around 55°F. Finish your sightseeing early on the 18th (Sun) so you can drive back home.

Things to do in Manchester

Parks Nature Outdoors

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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