9 days in Vermont Itinerary

9 days in Vermont Itinerary

Created using Inspirock Vermont journey planner

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Route & dates

9 days in Vermont Itinerary

Start: Chicago
Fly + Bus:  7​h 15​min
1
Stowe
— 3 nights
Drive:  1​h 15​min
2
Quechee
— 3 nights
Drive:  2​h
3
Bennington
— 2 nights
Drive + Fly:  7​h 15​min
End: Chicago

3
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.
Popular historic sites such as Smugglers Notch State Park and Shelburne Farms are in your itinerary. Take a break from the city and head to Stowe Recreation Path and Burlington Bike Path. Get out of town with these interesting Stowe side-trips: Hope Cemetery (in Barre) and Burlington (Vintage Photography Emporium & Church Street Marketplace). There's still lots to do: take in the awesome beauty at Mount Mansfield State Forest, look for gifts at Shaw's General Store, contemplate the long history of Tea at the Governor's House, and tour the pleasant surroundings at The Long Trail.

For more things to do, other places to visit, reviews, and more tourist information, you can read our Stowe travel site .

Chicago to Stowe is an approximately 7.5-hour combination of flight and bus. You can also drive; or take a train. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect little chillier temperatures when traveling from Chicago in September; daily highs in Stowe reach 73°F and lows reach 48°F. Wrap up your sightseeing on the 1st (Tue) to allow time to drive to Quechee.

Things to do in Stowe

Parks Outdoors Historic Sites

Side Trips

Burlington, Tea at the Governor's House, Shelburne Farms, The Long Trail, Hope Cemetery
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Burlington Bike Path ©
Burlington Bike Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest

3
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. Deepen your sense of the past at sights like Marsh - Billings - Rockefeller National Historical Park and FH Gillingham & Sons General Store. Visiting Quechee Gorge and Eshqua Bog Natural Area will get you outdoors. Explore Quechee's surroundings by going to Plymouth (Calvin Coolidge Homestead & President Calvin Coolidge State Historic Site). There's lots more to do: steep yourself in history at Billings Farm & Museum, admire all the interesting features of Sugarbush Farm, and snap pictures at Taftsville Covered Bridge.

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

Traveling by car from Stowe to Quechee takes 1.5 hours. In October, daily temperatures in Quechee can reach 62°F, while at night they dip to 40°F. Finish your sightseeing early on the 4th (Fri) to allow enough time to drive to Bennington.

Things to do in Quechee

Historic Sites Parks Nature

Side Trips

Woodstock, Plymouth, Eshqua Bog Natural Area
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Billings Farm & Museum ©
Billings Farm & Museum

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. On the 5th (Sat), get engrossed in the history at Hildene, The Lincoln Family Home, then admire the majestic nature at Lake Shaftsbury State Park, then appreciate the history behind Bennington Battle Monument, and finally explore the different monuments and memorials at The Old First Church. On the next day, admire all the interesting features of Molly Stark Trail, get engrossed in the history at Bennington Museum, then stroll the grounds of New Catholic Cemetery, and finally stop by Bringing You Vermont.

To see photos, traveler tips, and tourist information, use the Bennington day trip planning app .

Traveling by car from Quechee to Bennington takes 2 hours. In October in Bennington, expect temperatures between 62°F during the day and 41°F at night. Finish your sightseeing early on the 6th (Sun) so you can travel back home.

Things to do in Bennington

Parks Historic Sites Museums

Side Trips

Hildene, The Lincoln Family Home, Lake Shaftsbury State Park
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
The Old First Church ©
The Old First Church
New Catholic Cemetery ©
New Catholic Cemetery

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