11 days in Vermont & Oakland Itinerary

Created using Inspirock United States trip planner
©
Make it your trip
Drive
1
Stowe
— 2 nights
Fly
2
Oakland
— 5 nights
Fly
3
Bennington
— 1 night
Drive
4
Killington
— 2 nights
Drive

S M T W T F S
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Stowe — 2 nights

The Ski Capital of the East

Explore Stowe's surroundings by going to Burlington (Vintage Photography Emporium & Church Street Marketplace), Bragg Farm Sugar House & Gift Shop (in Montpelier) and Mad River Glen (in Waitsfield). There's still lots to do: fly down the slopes at Stowe Mountain Resort, take your sightseeing to a higher altitude at Mount Mansfield State Forest, tour the pleasant surroundings at Stowe Mountain Resort Cross-Country Touring Center, and hike along Stowe Recreation Path.

To see where to stay, traveler tips, photos, and other tourist information, read our Stowe road trip planning site.

Plattsburgh to Stowe is an approximately 2-hour car ride. March in Stowe sees daily highs of 36°F and lows of 15°F at night. Cap off your sightseeing on the 27th (Mon) early enough to catch the flight to Oakland.
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Parks · Outdoors · Winter Sports · Nature
Side Trips

Oakland — 5 nights

Venture out of the city with trips to V. Sattui Winery (in St. Helena), Honig Vineyard & Winery (in Rutherford) and Robert Mondavi Winery (in Oakville). Dedicate the 29th (Wed) to wine at some of the top wineries in the area.

To find more things to do, photos, where to stay, and other tourist information, read our Oakland trip planner.

Getting from Stowe to Oakland by flight takes about 10 hours. Other options: drive; or take a train. Due to the time zone difference, you'll gain 3 hours traveling from Stowe to Oakland. Traveling from Stowe in March, expect Oakland to be much warmer, temps between 66°F and 48°F. Wrap up your sightseeing by early afternoon on the 1st (Sat) to allow enough time to fly to Bennington.
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Wineries · Tours · Parks · Shopping
Side Trips

Bennington — 1 night

Start off your visit on the 2nd (Sun): indulge in some personalized pampering at Serenity Spa, then don't miss a visit to Jim McGrath Gallery and Studio, then examine the collection at Dollhouse and Toy Museum of Vermont, and finally take some stellar pictures from Bennington Battle Monument.

To see traveler tips and more tourist information, read our Bennington day trip site.

Getting from Oakland to Bennington by flight takes about 8.5 hours. Other options: drive; or do a combination of subway, train, and bus. You'll lose 3 hours traveling from Oakland to Bennington due to the time zone difference. In April, Bennington is little chillier than Oakland - with highs of 56°F and lows of 33°F. Finish up your sightseeing early on the 2nd (Sun) so you can go by car to Killington.
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Spas · Shopping · Museums
Side Trip

Killington — 2 nights

Start off your visit on the 3rd (Mon): experience rural life at Baird Farm Vermont Maple Syrup, play a few rounds at Green Mountain National Golf Course, then hit the slopes at Killington Resort, and finally fly down the slopes at Pico Mountain. Keep things going the next day: take some stellar pictures from Okemo Mountain Resort, then explore the stunning scenery at Quechee Gorge, and then delve into the lush surroundings at Mount Tom.

To see where to stay, more things to do, photos, and tourist information, read Killington online travel planner.

Traveling by car from Bennington to Killington takes 1.5 hours. In April, daytime highs in Killington are 53°F, while nighttime lows are 33°F. Finish your sightseeing early on the 4th (Tue) so you can drive back home.
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Parks · Outdoors · Winter Sports · Nature
Side Trips

Vermont travel guide

4.4
Gift & Specialty Shops · Ski Areas · Historic Sites
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.
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