5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont journey planner

©
Make it your trip
Fly
1
Woodstock
— 1 day
Drive
2
Manchester
— 1 night
Drive
3
Burlington
— 3 nights
Fly

S M T W T F S
24
25
26
27
28
29
30
31
1
2
3
4
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6

Woodstock

— 1 day
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 27th (Wed): relax in the rural setting at Sugarbush Farm and then explore the striking landscape at Quechee Gorge.

For reviews, more things to do, other places to visit, and tourist information, use the Woodstock trip planner.

Orlando to Woodstock is an approximately 4.5-hour flight. You can also drive; or take a bus. Plan for much colder temperatures traveling from Orlando in October, with highs in Woodstock at 62°F and lows at 40°F. Finish up your sightseeing early on the 27th (Wed) so you can go by car to Manchester.

Things to do in Woodstock

Nature · Parks

Side Trip

Highlights from your trip

Manchester

— 1 night
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 (Thu): stop by Vermont Country Store and then stroll through Hildene, The Lincoln Family Home.

To see photos, other places to visit, ratings, and tourist information, you can read our Manchester online itinerary maker.

Drive from Woodstock to Manchester in 1.5 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 28th (Thu) to allow time to drive to Burlington.

Things to do in Manchester

Historic Sites · Museums · Shopping · Parks

Side Trip

Burlington

— 3 nights
Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Explore Burlington's surroundings by going to Smugglers' Notch Distillery Tasting Room (in Waterbury Center) and Stowe (Mount Mansfield State Forest & Stowe Recreation Path). Next up on the itinerary: browse the eclectic array of goods at Church Street Marketplace, see the interesting displays at Shelburne Museum, stroll around Waterfront Park, and trek along Burlington Bike Path.

To see other places to visit, ratings, more things to do, and tourist information, go to the Burlington day trip app.

Getting from Manchester to Burlington by car takes about 3 hours. Other options: take a bus. October in Burlington sees daily highs of 62°F and lows of 44°F at night. Finish up your sightseeing early on the 31st (Sun) so you can catch the flight back home.

Things to do in Burlington

Parks · Outdoors · Trails · Nature

Side Trips

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Hiking Trails
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.