38 days in Vermont Itinerary

38 days in Vermont Itinerary

Created using Inspirock Vermont itinerary builder

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Route & dates

38 days in Vermont Itinerary

Start: Chicago
Fly:  4​h
1
Burlington
— 6 nights
Drive:  45​min
2
Stowe
— 9 nights
Drive:  1​h 15​min
3
Saint Johnsbury
— 7 nights
Drive:  1​h 45​min
4
Norwich
— 7 nights
Drive:  1​h 45​min
5
Manchester
— 8 nights
Bus + Fly:  6​h 45​min
End: Chicago

6
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Explore Burlington's surroundings by going to The Birch Store (in Keene Valley), Whiteface Mountain (in Wilmington) and Lake Placid (Olympic Ski Jump Complex, Mirror Lake, & more). There's much more to do: see the interesting displays at Shelburne Museum, savor the flavors at Food & Drink, experience rural life at Shelburne Farms, and choose your vessel at Whistling Man Schooner Company.

Use Inspirock's suggestions to plan your Burlington trip and find the best activities and attractions for your vacation.

Chicago to Burlington is an approximately 4-hour flight. You can also drive; or do a combination of train, car, and ferry. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to Burlington. Traveling from Chicago in October, Burlington is little chillier at night with lows of 44°F. Finish your sightseeing early on the 28th (Sun) so you can drive to Stowe.

Things to do in Burlington

Parks Outdoors Nature

Side Trips

Lake Placid, Shelburne, Whiteface Mountain, Magic Hat Brewing Company, The Birch Store
Highlights from your plan
Church Street Marketplace ©
Church Street Marketplace
Burlington Bike Path ©
Burlington Bike Path
Shelburne Museum ©
Shelburne Museum

9
nights
Stowe

Stowe ©
Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Change things up with these side-trips from Stowe: Rock of Ages (in Barre), Montpelier (Vermont State House, Ceres, & more) and Northfield Covered Bridges (in Northfield). There's much more to do: stroll through Stowe Recreation Path, take a memorable drive along Smugglers Notch State Park, stop by Cabot Farmers' Store, and fly down the slopes at Stowe Mountain Resort.

To see reviews, maps, and more tourist information, you can read our Stowe sightseeing planner.

You can drive from Burlington to Stowe in an hour. Alternatively, you can take a bus. Expect slightly colder evenings in Stowe when traveling from Burlington in October, with lows around 39°F. Finish your sightseeing early on the 6th (Tue) to allow enough time to travel to Saint Johnsbury.

Things to do in Stowe

Parks Outdoors Winter Sports

Side Trips

Montpelier, Cambridge, Northfield Covered Bridges, Smugglers' Notch Resort, Vermont Liberty Tea Company
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest
Smugglers Notch State Park ©
Smugglers Notch State Park

7
nights
Saint Johnsbury

Saint Johnsbury ©
St. Change things up with these side-trips from Saint Johnsbury: Littleton (Chutters, The Little Village Toy and Book Shop, & more), Franconia (Flume Gorge, Franconia Notch State Park, & more) and Santa's Village (in Jefferson). There's much more to do: take a memorable drive along Mt Washington Auto Rd, get engrossed in the history at Sugar Hill Historical Museum, admire the sheer force of Glen Ellis Falls, and admire the majestic nature at Crawford Notch State Park.

To see where to stay, maps, photos, and tourist information, read our Saint Johnsbury visit planner.

Drive from Stowe to Saint Johnsbury in 1.5 hours. November in Saint Johnsbury sees daily highs of 44°F and lows of 27°F at night. Wrap up your sightseeing on the 13th (Tue) early enough to travel to Norwich.

Things to do in Saint Johnsbury

Parks Nature Outdoors

Side Trips

Franconia, Littleton, Gorham, Crawford Notch State Park, Santa's Village
Highlights from your plan
Mount Washington Auto Road ©
Mount Washington Auto Road
Flume Gorge ©
Flume Gorge

7
nights
Norwich

Norwich ©
Norwich is a town in Windsor County, Vermont, in the United States. Explore Norwich's surroundings by going to President Calvin Coolidge State Historic Site (in Plymouth), Holderness (West Rattlesnake Mountain & Squam Lakes Natural Science Center) and Killington (Killington Resort & Root's Ski & Snowboard). Spend the 16th (Fri) exploring nature at Marsh - Billings - Rockefeller National Historical Park. And it doesn't end there: take in the dramatic natural features at Quechee Gorge, pause for some photo ops at Saint-Gaudens National Historic Site, experience rural life at Sugarbush Farm, and snap pictures at Cornish-Windsor Bridge.

For maps, traveler tips, other places to visit, and tourist information, you can read our Norwich online trip itinerary planner .

You can drive from Saint Johnsbury to Norwich in an hour. In November, daytime highs in Norwich are 47°F, while nighttime lows are 28°F. Finish up your sightseeing early on the 20th (Tue) so you can travel to Manchester.

Things to do in Norwich

Parks Nature Historic Sites

Side Trips

Woodstock, Hanover, Quechee, Killington, Holderness
Highlights from your plan
West Rattlesnake Mountain ©
West Rattlesnake Mountain
Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm

8
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Get out of town with these interesting Manchester side-trips: Ludlow (Okemo Mountain Resort & Camp Plymouth State Park), Bennington (Bennington College, Burt Henry Covered Bridge, & more) and Weston (Vermont Country Store & Weston Village Store). Next up on the itinerary: take in nature's colorful creations at Hildene, The Lincoln Family Home, stroll through Townshend State Park, contemplate the long history of Naulakha, and pick up a one of a kind souvenir at Twice Upon a Time.

To find traveler tips, maps, reviews, and tourist information, use the Manchester travel planner.

Drive from Norwich to Manchester in 2 hours. In November, daytime highs in Manchester are 49°F, while nighttime lows are 29°F. Cap off your sightseeing on the 28th (Wed) early enough to travel back home.

Things to do in Manchester

Parks Shopping Outdoors

Side Trips

Bennington, Arlington, Brattleboro, Weston, Ludlow
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Bennington Battle Monument ©
Bennington Battle Monument
Northshire Bookstore ©
Northshire Bookstore

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