13 days in Vermont Itinerary
Created using Klarna Trips Vermont trip itinerary maker
Start: Rio de Janeiro
Fly to Bradley International Airport, Drive to Bennington
1
Bennington
— 3 nights
Drive
2
Woodstock
— 4 nights
Drive
3
Stowe
— 5 nights
Fly
End: Rio de Janeiro
Wed, May 17 - Mon, May 29
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Bennington — 3 nights

Bennington is a town in Bennington County, Vermont, in the United States. Venture out of the city with trips to Manchester (Northshire Bookstore, North Meadow Farm, &more). And it doesn't end there: explore the world behind art at Bennington Museum, get great views at Bennington Battle Monument, contemplate the waterfront views at Battenkill River, and explore the different monuments and memorials at The Old First Church.
Take the guesswork out of planning a Bennington vacation by using our trip itinerary maker.
Rio de Janeiro, Brazil to Bennington is an approximately 22-hour combination of flight and car. The time zone difference moving from Brasilia Standard Time to Eastern Standard Time is minus 2 hours. While traveling from Rio de Janeiro, expect slightly colder days and much colder nights in Bennington, ranging from highs of 24°C to lows of 8°C. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Woodstock.
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Take the guesswork out of planning a Bennington vacation by using our trip itinerary maker.
Rio de Janeiro, Brazil to Bennington is an approximately 22-hour combination of flight and car. The time zone difference moving from Brasilia Standard Time to Eastern Standard Time is minus 2 hours. While traveling from Rio de Janeiro, expect slightly colder days and much colder nights in Bennington, ranging from highs of 24°C to lows of 8°C. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Woodstock.
Side Trips
Find places to stay May 17 — 20:
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Woodstock — 4 nights

Woodstock is the shire town of Windsor County, Vermont, United States. Venture out of the city with trips to Rutland murals (in Rutland), Baird Farm Vermont Maple Syrup (in Chittenden) and Hammond Covered Bridge (in Pittsford). And it doesn't end there: steep yourself in history at Billings Farm & Museum, engage your brain at Montshire Museum of Science, view the masterpieces at Simon Pearce Mill, and fly down the slopes at Killington Resort.
For other places to visit, reviews, more things to do, and more tourist information, use the Woodstock sightseeing planner.
You can drive from Bennington to Woodstock in 2 hours. Alternatively, you can take a bus. In May in Woodstock, expect temperatures between 24°C during the day and 8°C at night. Finish up your sightseeing early on the 24th (Wed) so you can go by car to Stowe.
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For other places to visit, reviews, more things to do, and more tourist information, use the Woodstock sightseeing planner.
You can drive from Bennington to Woodstock in 2 hours. Alternatively, you can take a bus. In May in Woodstock, expect temperatures between 24°C during the day and 8°C at night. Finish up your sightseeing early on the 24th (Wed) so you can go by car to Stowe.
Side Trips
Find places to stay May 20 — 24:
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Stowe — 5 nights

The Ski Capital of the East
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: Shelburne Farms (in Shelburne), Dog Mountain Home of Stephen Huneck Gallery (in Saint Johnsbury) and Burlington (Burlington Bike Path, Beer Tastings & Tours, &more). And it doesn't end there: hike along Stowe Recreation Path, fly down the slopes at Stowe Mountain Resort, surround yourself with nature on Peace Pups Dog Sledding, and cruise along Smugglers Notch State Park.
For where to stay, traveler tips, photos, and more tourist information, you can read our Stowe trip itinerary maker app.
Getting from Woodstock to Stowe by car takes about 1.5 hours. Other options: do a combination of taxi and train; or do a combination of bus and train. May in Stowe sees daily highs of 23°C and lows of 7°C at night. Wrap up your sightseeing on the 29th (Mon) to allow time to fly back home.
Side Trips
Find places to stay May 24 — 29:
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Vermont travel guide
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.