8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont attractions planner

©
Make it your trip
Fly
1
Stowe
— 2 nights
Drive
2
Woodstock
— 3 nights
Drive
3
Dover
— 2 nights
Drive to Logan International Airport, Fly to San Juan

S M T W T F S
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29

Stowe

— 2 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.
Get out of town with these interesting Stowe side-trips: Burlington (Beer Tastings & Tours & 3rd Alarm Charters & Guide Service). There's lots more to do: take advantage of the amenities at Stowe Mountain Resort, surround yourself with nature on Peace Pups Dog Sledding, fly down the slopes at Trapp Family Lodge Outdoor Center, and take in the awesome beauty at Mount Mansfield State Forest.

To find maps, photos, more things to do, and tourist information, go to the Stowe trip itinerary builder app.

San Juan, Puerto Rico to Stowe is an approximately 9.5-hour flight. Traveling from San Juan to Stowe, you'll gain 1 hour due to the time zone difference. Plan for much colder temperatures traveling from San Juan in January, with highs in Stowe at -2°C and lows at -15°C. Cap off your sightseeing on the 24th (Mon) early enough to go by car to Woodstock.

Things to do in Stowe

Outdoors · Tours · Parks · Wildlife

Side Trips

Woodstock

— 3 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Get out of town with these interesting Woodstock side-trips: Killington Resort (in Killington), Okemo Mountain Resort (in Ludlow) and Pico Mountain (in Rutland). There's still lots to do: experience rural life at Sugarbush Farm, take an in-depth tour of Billings Farm & Museum, and take in breathtaking views at Quechee Gorge.

To find ratings, where to stay, and tourist information, refer to the Woodstock trip itinerary planner.

Drive from Stowe to Woodstock in 1.5 hours. Alternatively, you can do a combination of train and taxi; or do a combination of train and bus. Expect a daytime high around -1°C in January, and nighttime lows around -13°C. Finish your sightseeing early on the 27th (Thu) so you can drive to Dover.

Things to do in Woodstock

Parks · Outdoors · Winter Sports · Nature

Side Trips

Dover

— 2 nights
Dover is a town in Windham County, Vermont, United States. Start off your visit on the 28th (Fri): tour the pleasant surroundings at Mount Snow Resort, then surround yourself with nature on Husky Works Mushing Co., and then stroll through Stratton Mountain.

To find photos, ratings, traveler tips, and other tourist information, use the Dover road trip planner.

Traveling by car from Woodstock to Dover takes 2 hours. In January, daily temperatures in Dover can reach 0°C, while at night they dip to -12°C. On the 29th (Sat), you'll travel back home.

Things to do in Dover

Outdoors · Winter Sports · Parks · Golf

Side Trips

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Hiking Trails
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.