27 days in Vermont Itinerary

27 days in Vermont Itinerary

Created using Inspirock Vermont travel planner

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Route & dates

27 days in Vermont Itinerary

Start: Phoenix
Fly:  8​h 45​min
1
Burlington
— 7 nights
Drive:  1​h 45​min
2
Saint Johnsbury
— 7 nights
Drive:  1​h 30​min
3
Woodstock
— 6 nights
Drive:  1​h 45​min
4
Bennington
— 6 nights
Drive + Fly:  9​h 45​min
End: Phoenix

7
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Venture out of the city with trips to Smugglers' Notch Resort (in Jeffersonville), Stowe (Toll Rd, Stowe Mountain Resort, & more) and Montpelier (Morse Farm Maple Sugarworks & Vermont State House). There's much more to do: tour the pleasant surroundings at Burlington Bike Path, hunt for treasures at Church Street Marketplace, learn the secrets of beer at a beer tour and tasting, and make a trip to World's Tallest Filing Cabinet.

To see traveler tips, where to stay, other places to visit, and other tourist information, go to the Burlington trip itinerary app .

Phoenix to Burlington is an approximately 9-hour flight. You can also do a combination of flight and bus; or drive. You'll lose 2 hours traveling from Phoenix to Burlington due to the time zone difference. Traveling from Phoenix in October, things will get colder in Burlington: highs are around 62°F and lows about 44°F. Cap off your sightseeing on the 12th (Sat) early enough to go by car to Saint Johnsbury.

Things to do in Burlington

Parks Outdoors Winter Sports

Side Trips

Stowe, Montpelier, Shelburne, Magic Hat Brewing Company, Smugglers' Notch Resort
Highlights from your plan
Burlington Bike Path ©
Burlington Bike Path
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest

7
nights
Saint Johnsbury

Saint Johnsbury ©
St. Explore Saint Johnsbury's surroundings by going to Sunset Lake Floating Bridge (in Brookfield), Museum of Everyday Life (in Glover) and East Burke (Mount Pisgah & Lake Willoughby). There's much more to do: stroll around Dog Mountain Home of Stephen Huneck Gallery, admire the majestic nature at Elmore State Park, cool off at Jay Peak Pump House, and get your game on at Great Vermont Corn Maze.

To find more things to do, photos, ratings, and other tourist information, read our Saint Johnsbury online itinerary planner .

Drive from Burlington to Saint Johnsbury in 2 hours. In October, daytime highs in Saint Johnsbury are 60°F, while nighttime lows are 40°F. Wrap up your sightseeing on the 19th (Sat) early enough to drive to Woodstock.

Things to do in Saint Johnsbury

Parks Nature Outdoors

Side Trips

Jay, East Burke, Big Falls, Hope Cemetery, The Long Trail
Highlights from your plan
Jay Peak Resort ©
Jay Peak Resort
Great Vermont Corn Maze ©
Great Vermont Corn Maze

6
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Get out of town with these interesting Woodstock side-trips: Killington Resort (in Killington), Ludlow (Okemo Mountain Resort & Buttermilk Falls) and Bucklin Trail (in Mendon). Next up on the itinerary: explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park, look for all kinds of wild species at Montshire Museum of Science, take in the awesome beauty at Mount Tom, and don't miss a visit to Taftsville Covered Bridge.

To see ratings, reviews, and other tourist information, go to the Woodstock online trip builder .

Getting from Saint Johnsbury to Woodstock by car takes about 1.5 hours. Expect a daytime high around 62°F in October, and nighttime lows around 40°F. Finish your sightseeing early on the 25th (Fri) so you can drive to Bennington.

Things to do in Woodstock

Parks Nature Outdoors

Side Trips

Quechee, Ludlow, Killington, Cornish-Windsor Bridge, Eshqua Bog Natural Area
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Killington Resort ©
Killington Resort
Montshire Museum of Science ©
Montshire Museum of Science

6
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. You'll find plenty of places to visit near Bennington: Bromley Mountain (in Peru), Manchester (Hildene, The Lincoln Family Home, Equinox Preservation Trust, & more) and Londonderry (TimberQuest Park & Lowell Lake State Park). There's lots more to do: pause for some photo ops at Bennington Battle Monument, take in the awesome beauty at Equinox Mountain, immerse yourself in nature at Molly Stark State Park, and look for gifts at Vermont Country Store.

To see maps, other places to visit, photos, and more tourist information, go to the Bennington day trip website .

You can drive from Woodstock to Bennington in 2 hours. In October in Bennington, expect temperatures between 62°F during the day and 41°F at night. On the 31st (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Bennington

Parks Nature Historic Sites

Side Trips

Manchester, Arlington, Londonderry, Jamaica State Park, Bromley Mountain
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Bromley Mountain ©
Bromley Mountain
Mount Snow Resort ©
Mount Snow Resort

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