9 days in Vermont & Wilmington Itinerary

9 days in Vermont & Wilmington Itinerary

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Route & dates

9 days in Vermont & Wilmington Itinerary

Start: Dayton
+3
Taxi + Fly + Drive + Ferry:  8​h
1
Stowe
— 3 nights
Drive:  1​h 30​min
2
Woodstock
— 2 nights
Drive:  1​h 45​min
3
Bennington
— 2 nights
Drive:  10​h 15​min
4
Wilmington
— 1 day
Drive:  45​min
End: Dayton

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.
Get out of town with these interesting Stowe side-trips: Burlington (Vintage Photography Emporium, Church Street Marketplace, & more), Vermont State House (in Montpelier) and Shelburne (Shelburne Museum & Shelburne Farms). There's lots more to do: trek along Stowe Recreation Path, take in the awesome beauty at Mount Mansfield State Forest, snap pictures at Gold Brook Covered Bridge (Emily's Covered Bridge), and make a trip to Slaughterhouse Covered Bridge.

For ratings, other places to visit, maps, and tourist information, go to the Stowe tour planning website .

Dayton to Stowe is an approximately 8-hour combination of taxi, flight, and ferry. You can also do a combination of taxi, flight, and bus; or drive. Plan for little chillier temperatures traveling from Dayton in October, with highs in Stowe at 60°F and lows at 39°F. Finish your sightseeing early on the 7th (Mon) to allow enough time to drive to Woodstock.

Things to do in Stowe

Parks Outdoors Trails

Side Trips

Burlington, Shelburne, Slaughterhouse Covered Bridge, Vermont State House
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Shelburne Museum ©
Shelburne Museum
Mount Mansfield State Forest ©
Mount Mansfield State Forest

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 8th (Tue), steep yourself in history at Billings Farm & Museum, explore and take pictures at Sugarbush Farm, and then take in the dramatic natural features at Quechee Gorge. On your second day here, tour the pleasant surroundings at Killington Resort and then look for gifts at Vermont Country Store.

For photos, ratings, and tourist information, read our Woodstock road trip planning tool .

You can drive from Stowe to Woodstock in 1.5 hours. Other options are to do a combination of train and bus; or take a train. Expect a daytime high around 62°F in October, and nighttime lows around 40°F. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Bennington.

Things to do in Woodstock

Parks Winter Sports Outdoors

Side Trips

Killington Resort, Quechee Gorge, Vermont Country Store
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 10th (Thu): get great views at Bennington Battle Monument, explore the world behind art at Bennington Museum, then admire the natural beauty at Hildene, The Lincoln Family Home, then snap pictures at Bridge at the Green, and finally contemplate in the serene atmosphere at The Old First Church. Get ready for a full day of sightseeing on the next day: look for gifts at Northshire Bookstore, identify plant and animal life at Equinox Preservation Trust, and then take in the awesome beauty at Equinox Mountain.

To see reviews, traveler tips, more things to do, and more tourist information, use the Bennington holiday maker site .

Traveling by car from Woodstock to Bennington takes 2 hours. In October in Bennington, expect temperatures between 62°F during the day and 41°F at night. Cap off your sightseeing on the 11th (Fri) early enough to travel to Wilmington.

Things to do in Bennington

Parks Museums Nature

Side Trips

Manchester, Arlington
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

1
day
Wilmington

Wilmington ©
Wilmington is a city in and the county seat of Clinton County, Ohio, United States. Kick off your visit on the 12th (Sat): immerse yourself in nature at Caesar Creek State Park and then hunt for treasures at Caesar Creek Flea Market.

To see photos, traveler tips, reviews, and more tourist information, you can read our Wilmington day trip tool .

Getting from Bennington to Wilmington by car takes about 11 hours. Other options: fly. In October, daily temperatures in Wilmington can reach 66°F, while at night they dip to 46°F. Wrap up your sightseeing on the 12th (Sat) to allow time to drive back home.

Things to do in Wilmington

Parks Nature Shopping

Side Trips

Ohio Renaissance Festival, Caesar Creek State Park
Highlights from your plan
Caesar Creek State Park ©
Caesar Creek State Park
Ohio Renaissance Festival ©
Ohio Renaissance Festival
Caesar Creek Flea Market ©
Caesar Creek Flea Market

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