6 days in Vermont Itinerary

Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 8th (Tue): get engrossed in the history at Billings Farm & Museum, relax in the rural setting at Sugarbush Farm, and then take in breathtaking views at Quechee Gorge.

To see where to stay, other places to visit, reviews, and other tourist information, you can read our Woodstock road trip planner.

San Francisco to Woodstock is an approximately 10-hour flight. You can also drive; or do a combination of subway, train, and bus. Due to the time zone difference, you'll lose 3 hours traveling from San Francisco to Woodstock. Plan for little chillier temperatures traveling from San Francisco in October, with highs in Woodstock at 62°F and lows at 40°F. Cap off your sightseeing on the 8th (Tue) early enough to go by car to 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 9th (Wed): admire the natural beauty at Hildene, The Lincoln Family Home, make a trip to Bridge at the Green, then take in the awesome beauty at Equinox Mountain, and finally stop by Vermont Country Store.

To find traveler tips, photos, reviews, and other tourist information, use the Manchester attractions app.

Getting from Woodstock to Manchester by car takes about 1.5 hours. Other options: take a bus. Expect a daytime high around 62°F in October, and nighttime lows around 41°F. Cap off your sightseeing on the 9th (Wed) early enough to go by car to Burlington.

Burlington is the most populous city in the U.S. Explore Burlington's surroundings by going to Cabot Farmers' Store (in Waterbury Center) and Stowe (Stowe Recreation Path & Mount Mansfield State Forest). The adventure continues: hunt for treasures at Church Street Marketplace, see the interesting displays at Shelburne Museum, stroll around Waterfront Park, and contemplate the long history of Ethan Allen Homestead.

To find more things to do, traveler tips, and other tourist information, refer to the Burlington trip planner.

Traveling by car from Manchester to Burlington takes 3 hours. Alternatively, you can 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 12th (Sat) early enough to travel back home.