5 days in Vermont Itinerary
Created using Inspirock Vermont attractions planner
Start: New York City
Drive
1
Bennington
— 1 night
Drive
2
Rutland
— 1 night
Drive
3
Burlington
— 2 nights
Fly
End: New York City
Thu, May 21 - Mon, May 25
Edit
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View full calendar
Bennington — 1 night
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Kick off your visit on the 21st (Thu): look for gifts at Bringing You Vermont, admire the masterpieces at The Clark Art Institute, and then admire the masterpieces at Williams College Museum of Art. Keep things going the next day: snap pictures at Bridge at the Green, then steep yourself in history at Hildene, The Lincoln Family Home, then explore the world behind art at Bennington Museum, and finally explore the world behind art at MASS MoCA.
Take the guesswork out of planning a Bennington vacation by using our trip itinerary maker.
New York City to Bennington is an approximately 3.5-hour car ride. You can also take a bus; or do a combination of train and bus. Traveling from New York City in May, Bennington is a bit cooler at night with lows of 45°F. Finish your sightseeing early on the 22nd (Fri) so you can drive to Rutland.
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Take the guesswork out of planning a Bennington vacation by using our trip itinerary maker.
New York City to Bennington is an approximately 3.5-hour car ride. You can also take a bus; or do a combination of train and bus. Traveling from New York City in May, Bennington is a bit cooler at night with lows of 45°F. Finish your sightseeing early on the 22nd (Fri) so you can drive to Rutland.
Side Trips
Highlights from your trip
Rutland — 1 night
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On the 23rd (Sat), go for a walk through Rutland murals, then don't miss a visit to The Chaffee Art Center, then stroll through Killington Resort, and finally stroll through Deer Leap Trail.
For other places to visit, ratings, maps, and more tourist information, read our Rutland day trip planner.
Traveling by car from Bennington to Rutland takes 1.5 hours. May in Rutland sees daily highs of 68°F and lows of 46°F at night. Wrap up your sightseeing on the 23rd (Sat) early enough to drive to Burlington.
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For other places to visit, ratings, maps, and more tourist information, read our Rutland day trip planner.
Traveling by car from Bennington to Rutland takes 1.5 hours. May in Rutland sees daily highs of 68°F and lows of 46°F at night. Wrap up your sightseeing on the 23rd (Sat) early enough to drive to Burlington.
Side Trip
Highlights from your trip
Burlington — 2 nights
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Kick off your visit on the 24th (Sun): examine the collection at Shelburne Museum, then look for gifts at Lake Champlain Chocolates, then hike along Burlington Bike Path, and finally shop like a local with Church Street Marketplace. Get ready for a full day of sightseeing on the 25th (Mon): take in the awesome beauty at Mount Mansfield State Forest, hike along Stowe Recreation Path, and then stroll around Waterfront Park.
Plan my Burlington trip by asking Inspirock to come up with tips and suggestions.
Traveling by car from Rutland to Burlington takes 2 hours. Expect a daytime high around 71°F in May, and nighttime lows around 49°F. Finish up your sightseeing early on the 25th (Mon) so you can catch the flight back home.
more
Plan my Burlington trip by asking Inspirock to come up with tips and suggestions.
Traveling by car from Rutland to Burlington takes 2 hours. Expect a daytime high around 71°F in May, and nighttime lows around 49°F. Finish up your sightseeing early on the 25th (Mon) so you can catch the flight back home.
Side Trips
Highlights from your trip
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.
