31 days in Vermont Itinerary

31 days in Vermont Itinerary

Created using Inspirock Vermont trip builder
©
Make it your trip
Fly to Plattsburgh International Airport, Drive to Jay
1
Jay
— 4 nights
Drive
2
Stowe
— 11 nights
Drive
3
Dover
— 7 nights
Drive
4
Woodstock
— 8 nights
+2
Taxi to Lebanon, Bus to Boston, Fly to San Antonio

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Jay — 4 nights

Jay is one of the northernmost towns in Orleans County, Vermont, United States, located on the Canada–US border. Venture out of the city with trips to East Burke (Burke Mountain Resort & Mount Pisgah), Old Stone House Museum (in Orleans) and Eden Dogsledding (in Eden Mills). There's still lots to do: hit the slopes at Jay Peak Resort, make a splash at Jay Peak Pump House, don't miss a visit to Cold Hollow Sculpture Park, and indulge in some personalized pampering at Vermont Salt Cave Spa & Halotherapy Center.

To see more things to do, reviews, photos, and more tourist information, go to the Jay travel planning website.

San Antonio to Jay is an approximately 10.5-hour combination of flight and car. You can also drive. The time zone difference when traveling from San Antonio to Jay is 1 hour. Expect cooler temperatures when traveling from San Antonio in January; daily highs in Jay reach 25°F and lows reach 8°F. Finish your sightseeing early on the 5th (Thu) so you can drive to Stowe.
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Outdoors · Parks · Winter Sports · Tours
Side Trips

Stowe — 11 nights

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: Dog Mountain Home of Stephen Huneck Gallery (in Saint Johnsbury), Green River Reservoir State Park (in Hyde Park) and Warren (Warren Falls & Sugarbush Resort). There's still lots to do: hit the slopes at Stowe Mountain Resort, glide through natural beauty at Trapp Family Lodge Outdoor Center, admire the sheer force of Moss Glen Falls, and cruise along Smugglers Notch State Park.

For more things to do, where to stay, maps, and tourist information, read Stowe trip builder app.

Traveling by car from Jay to Stowe takes 1.5 hours. Alternatively, you can drive. In January in Stowe, expect temperatures between 28°F during the day and 8°F at night. Cap off your sightseeing on the 16th (Mon) early enough to go by car to Dover.
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Parks · Outdoors · Winter Sports · Nature
Side Trips

Dover — 7 nights

Dover is a town in Windham County, Vermont, United States. Change things up with these side-trips from Dover: Manchester (Hildene, The Lincoln Family Home & The Golf Club at Equinox), Londonderry (Magic Mountain, Taylor Farm, &more) and Prospect Mountain Nordic Ski Center (in Woodford). The adventure continues: hit the slopes at Mount Snow Resort, indulge in some personalized pampering at Serenity Spa, take in the awesome beauty at Bromley Mountain, and stop by Vermont Country Store.

To see maps, reviews, photos, and more tourist information, go to the Dover online tour itinerary planner.

You can drive from Stowe to Dover in 3 hours. Alternatively, you can drive. In January, plan for daily highs up to 32°F, and evening lows to 13°F. Finish your sightseeing early on the 23rd (Mon) so you can drive to Woodstock.
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Outdoors · Winter Sports · Parks · Golf
Side Trips

Woodstock — 8 nights

Woodstock is the shire town of Windsor County, Vermont, United States. Explore Woodstock's surroundings by going to Ludlow (Jackson Gore Ski Area, Okemo Mountain Resort, &more), Killington (Killington Resort & Green Mountain National Golf Course) and Pico Mountain (in Rutland). There's lots more to do: experience rural life at Sugarbush Farm, fly down the slopes at Ski Quechee, play a few rounds at Woodstock Country Club, and tour the pleasant surroundings at Suicide Six.

For ratings, traveler tips, photos, and tourist information, you can read our Woodstock day trip planner.

You can drive from Dover to Woodstock in 2 hours. Expect a daytime high around 30°F in January, and nighttime lows around 11°F. Finish your sightseeing early on the 31st (Tue) to allow enough time to travel back home.
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Parks · Outdoors · Winter Sports · Wildlife
Side Trips

Vermont travel guide

4.5
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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