45 days in Vermont Itinerary

45 days in Vermont Itinerary

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Route & dates

45 days in Vermont Itinerary

Start: San Juan, Puerto Rico
Fly + Bus:  12​h
1
Stowe
— 12 nights
Drive:  3​h
2
Manchester
— 11 nights
Drive:  2​h
3
Woodstock
— 11 nights
Drive:  2​h
4
Saint Johnsbury
— 9 nights
Drive + Fly:  12​h
End: San Juan, Puerto Rico

12
nights
Stowe

Stowe ©
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 a sense of the local culture at Shelburne Museum and Shelburne Farms. Smugglers Notch State Park and Tea at the Governor's House will appeal to history buffs. Change things up with these side-trips from Stowe: Stone Corral Brewery (in Richmond), South Burlington (Magic Hat Brewing Company & Vermont Gift Barn and Gallery) and Burlington (ECHO Leahy Center for Lake Champlain, Waterfront Park, & more). There's lots more to do: hike along Stowe Recreation Path, take your sightseeing to a higher altitude at Mount Mansfield State Forest, hit the slopes at Stowe Mountain Resort, and relax in the rural setting at Morse Farm Maple Sugarworks.

For reviews, maps, and other tourist information, use the Stowe road trip planning website .

San Juan, Puerto Rico to Stowe is an approximately 16-hour flight. Due to the time zone difference, you'll gain 1 hour traveling from San Juan to Stowe. Traveling from San Juan in October, things will get much colder in Stowe: highs are around 18°C and lows about 4°C. Wrap up your sightseeing on the 28th (Sun) early enough to drive to Manchester.

Things to do in Stowe

Parks Outdoors Winter Sports

Side Trips

Montpelier, Burlington, South Burlington, Shelburne, Barre
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Shelburne Museum ©
Shelburne Museum
Shelburne Farms ©
Shelburne Farms

11
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Deepen your sense of the past at sights like Hildene, The Lincoln Family Home and Naulakha. You'll find plenty of places to visit near Manchester: Bennington (Bennington Museum, Bennington Battle Monument, & more), Weston (Weston Village Store & Vermont Country Store) and D. Lasser Ceramics (in Londonderry). Next up on the itinerary: take in the awesome beauty at Equinox Mountain, browse the eclectic array of goods at Twice Upon a Time, look for gifts at Orvis, and relax in the rural setting at Mad Tom Orchard.

To find maps, reviews, where to stay, and tourist information, you can read our Manchester tour itinerary maker app .

You can drive from Stowe to Manchester in 3 hours. Other options are to do a combination of train and taxi; or take a bus. Expect a daytime high around 19°C in October, and nighttime lows around 5°C. Cap off your sightseeing on the 8th (Thu) early enough to go by car to Woodstock.

Things to do in Manchester

Parks Outdoors Shopping

Side Trips

Bennington, Brattleboro, Wilmington, Arlington, Weston
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Bennington Museum ©
Bennington Museum
The Art of Humor Gallery ©
The Art of Humor Gallery

11
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Museum-lovers will appreciate Billings Farm & Museum and New England Maple Museum. Marsh - Billings - Rockefeller National Historical Park and President Calvin Coolidge State Historic Site will appeal to history buffs. Explore the numerous day-trip ideas around Woodstock: Killington (Killington Resort & Green Mountain National Golf Course), Ludlow (Okemo Mountain Resort & Camp Plymouth State Park) and Pierce's Store (in Shrewsbury). And it doesn't end there: take in breathtaking views at Quechee Gorge, snap pictures at Cornish-Windsor Bridge, look for all kinds of wild species at New England Falconry, and explore the historical opulence of Wilson Castle.

To find other places to visit, reviews, maps, and tourist information, read Woodstock trip itinerary planning app .

Drive from Manchester to Woodstock in 2 hours. Alternatively, you can take a bus. In November in Woodstock, expect temperatures between 9°C during the day and -2°C at night. Wrap up your sightseeing on the 19th (Mon) to allow time to travel to Saint Johnsbury.

Things to do in Woodstock

Parks Outdoors Nature

Side Trips

Quechee, Windsor, Ludlow, Killington, President Calvin Coolidge State Historic Site
Highlights from your plan

9
nights
Saint Johnsbury

Saint Johnsbury ©
St. Old Stone House Museum and Bread and Puppet Theater are good opportunities to explore the local culture. Get out of town with these interesting Saint Johnsbury side-trips: Jed's Maple Products (in Derby), Newport (Newport Bike Path & Lake Memphremagog) and East Burke (Lake Willoughby, Mount Pisgah, & more). Next up on the itinerary: stroll through Dog Mountain, head outdoors with Clyde River Recreation, indulge your taste buds at Mike's Tiki Bar, and stop by Willey's Store.

To find photos, reviews, more things to do, and more tourist information, read Saint Johnsbury day trip planning site .

Explore your travel options from Woodstock to Saint Johnsbury with the Route module. In November in Saint Johnsbury, expect temperatures between 7°C during the day and -3°C at night. You'll set off for home on the 28th (Wed).

Things to do in Saint Johnsbury

Parks Outdoors Nature

Side Trips

East Burke, Newport, Clyde River Recreation, Old Stone House Museum, Jed's Maple Products
Highlights from your plan
Bread and Puppet Theater ©
Bread and Puppet Theater
Old Stone House Museum ©
Old Stone House Museum

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