38 days in Vermont Itinerary

38 days in Vermont Itinerary

Created using Inspirock Vermont tour planner

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Route & dates

38 days in Vermont Itinerary

Start: Toronto
Fly + Drive:  8​h 45​min
1
Bennington
— 7 nights
Drive:  1​h 30​min
2
Brandon
— 7 nights
Drive:  1​h 15​min
3
Quechee
— 7 nights
Drive:  1​h 15​min
4
Saint Johnsbury
— 7 nights
Drive:  1​h 15​min
5
Stowe
— 9 nights
Drive:  8​h 30​min
End: Toronto

7
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Explore the numerous day-trip ideas around Bennington: Mad Tom Orchard (in East Dorset), Merck Forest & Farmland Center (in Rupert) and Equinox Mountain (in Arlington). There's still lots to do: take some stellar pictures from Bennington Battle Monument, take an in-depth tour of Hildene, The Lincoln Family Home, explore the world behind art at Bennington Museum, and admire the majestic nature at Lake Shaftsbury State Park.

To see where to stay, photos, other places to visit, and other tourist information, use the Bennington tour site .

Toronto, Canada to Bennington is an approximately 9-hour combination of flight and car. You can also drive. Traveling from Toronto in September, Bennington is slightly colder at night with lows of 10°C. Finish your sightseeing early on the 11th (Wed) so you can drive to Brandon.

Things to do in Bennington

Parks Nature Museums

Side Trips

Manchester, Arlington, Wilmington, Bromley Mountain, Merck Forest & Farmland Center
Find places to stay Sep 4 — 11:
Highlights from your plan
Hildene, The Lincoln Family Home ©
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

7
nights
Brandon

Brandon ©
Brandon is a town in Rutland County, Vermont, United States. You'll find plenty of places to visit near Brandon: Killington (Thundering Falls Trail & Killington Resort), D.A.R. State Park (in Addison) and Bucklin Trail (in Mendon). There's still lots to do: get outside with Inn to Inn, take in the history at Hubbardton Battlefield, look for all kinds of wild species at Texas Falls Recreation Area, and examine the collection at Lake Champlain Maritime Museum.

To see reviews, traveler tips, more things to do, and other tourist information, go to the Brandon road trip planner .

Traveling by car from Bennington to Brandon takes 1.5 hours. September in Brandon sees daily highs of 26°C and lows of 12°C at night. Finish your sightseeing early on the 18th (Wed) so you can drive to Quechee.

Things to do in Brandon

Parks Outdoors Trails

Side Trips

Middlebury, Vermont, Hancock, Killington, Bristol
Find places to stay Sep 11 — 18:
Highlights from your plan
Killington Resort ©
Killington Resort
Maple View Farm Alpacas ©
Maple View Farm Alpacas
Dakin Farm ©
Dakin Farm

7
nights
Quechee

Quechee ©
Quechee is a census-designated place and one of five unincorporated villages in the town of Hartford, Windsor County, Vermont, United States. You'll find plenty of places to visit near Quechee: Ludlow (Okemo Mountain Resort & Buttermilk Falls), Vermont Country Store (in Rockingham) and Plymouth (President Calvin Coolidge State Historic Site & Calvin Coolidge Homestead). There's much more to do: explore the stunning scenery at Quechee Gorge, look for all kinds of wild species at Vermont Institute of Natural Science (VINS) Nature Center, contemplate the long history of Billings Farm & Museum, and experience rural life at Sugarbush Farm.

To see where to stay, traveler tips, reviews, and more tourist information, use the Quechee trip planner .

Traveling by car from Brandon to Quechee takes 1.5 hours. Expect a daytime high around 28°C in September, and nighttime lows around 11°C. Finish your sightseeing early on the 25th (Wed) so you can drive to Saint Johnsbury.

Things to do in Quechee

Parks Nature Historic Sites

Side Trips

Woodstock, Windsor, Plymouth, Ludlow, Vermont Country Store
Find places to stay Sep 18 — 25:
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

7
nights
Saint Johnsbury

Saint Johnsbury ©
St. Venture out of the city with trips to Newport (Newport Bike Path & Lake Memphremagog), East Burke (Mount Pisgah & Lake Willoughby) and Sunset Lake Floating Bridge (in Brookfield). There's much more to do: stroll around Dog Mountain Home of Stephen Huneck Gallery, have some family-friendly fun at Great Vermont Corn Maze, admire the striking features of The Dog Chapel, and tour the pleasant surroundings at Lamoille Valley Rail Trail.

To find traveler tips, more things to do, photos, and tourist information, go to the Saint Johnsbury trip planner .

Getting from Quechee to Saint Johnsbury by car takes about 1.5 hours. In September, plan for daily highs up to 26°C, and evening lows to 11°C. Cap off your sightseeing on the 2nd (Wed) early enough to go by car to Stowe.

Things to do in Saint Johnsbury

Parks Nature Museums

Side Trips

Newport, Glover, East Burke, Groton, Great Vermont Corn Maze
Find places to stay Sep 25 — Oct 2:
Highlights from your plan
Fairbanks Museum and Planetarium ©
Fairbanks Museum and Planetarium
St. Johnsbury Athenaeum ©
St. Johnsbury Athenaeum

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.
Explore Stowe's surroundings by going to Burlington (Vintage Photography Emporium, Church Street Marketplace, & more), Shelburne (Shelburne Museum & Shelburne Farms) and Magic Hat Brewing Company (in South Burlington). There's much more to do: trek along Stowe Recreation Path, don't miss a visit to Bragg Farm Sugar House & Gift Shop, take in the dramatic scenery at Moss Glen Falls, and glide through natural beauty at Trapp Family Lodge Outdoor Center.

To see reviews, more things to do, photos, and other tourist information, read our Stowe travel itinerary planner .

Drive from Saint Johnsbury to Stowe in 1.5 hours. In October in Stowe, expect temperatures between 18°C during the day and 4°C at night. Finish up your sightseeing early on the 11th (Fri) so you can go by car back home.

Things to do in Stowe

Parks Outdoors Historic Sites

Side Trips

Burlington, Montpelier, Shelburne, Barre, Northfield Covered Bridges
Find places to stay Oct 2 — 11:
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest
Shelburne Museum ©
Shelburne Museum

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