8 days in Vermont Itinerary

Created using Inspirock Vermont tour planner
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— 3 nights
— 2 nights
— 2 nights


Stowe — 3 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.
You'll find plenty of places to visit near Stowe: Morse Farm Maple Sugarworks (in Montpelier), Burlington (Burlington Bike Path, Beer Tastings & Tours, &more) and Shelburne Farms (in Shelburne). There's much more to do: trek along Stowe Recreation Path, stroll through Stowe Mountain Resort, take a memorable drive along Smugglers Notch State Park, and admire the sheer force of Moss Glen Falls.

To plan Stowe vacation without wasting time, ask Inspirock to design an itinerary.

Montreal, Canada to Stowe is an approximately 2.5-hour car ride. You can also do a combination of bus and taxi. Expect little chillier evenings in Stowe when traveling from Montreal in October, with lows around 4°C. Finish up your sightseeing early on the 26th (Thu) so you can go by car to Woodstock.
Parks · Outdoors · Nature · Winter Sports
Side Trips
Find places to stay Oct 23 — 26:

Woodstock — 2 nights

Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 27th (Fri): delve into the lush surroundings at Mount Tom, then experience rural life at Sugarbush Farm, then take in breathtaking views at Quechee Gorge, and finally take in the views from Quechee Bridge. On the 28th (Sat), you'll have a packed day of sightseeing: contemplate the long history of Billings Farm & Museum, take in the views from Taftsville Covered Bridge, then contemplate the long history of Calvin Coolidge Homestead, and finally contemplate the waterfront views at Ottaquechee River.

To find more things to do, traveler tips, maps, and other tourist information, use the Woodstock online vacation planner.

You can drive from Stowe to Woodstock in 1.5 hours. Other options are to drive; or do a combination of train and taxi; or do a combination of train and bus. In October, daytime highs in Woodstock are 19°C, while nighttime lows are 5°C. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Manchester.
Nature · Parks · Historic Sites · Museums
Side Trips
Find places to stay Oct 26 — 28:

Manchester — 2 nights

Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. On the 29th (Sun), pause for some photo ops at Bennington Battle Monument, contemplate in the serene atmosphere at The Old First Church, and then snap pictures at Silk Road Covered Bridge. Get ready for a full day of sightseeing on the next day: steep yourself in history at Hildene, The Lincoln Family Home, admire the masterpieces at Bennington Museum, then stop by Vermont Country Store, and finally experience rural life at North Meadow Farm.

To find ratings, maps, other places to visit, and tourist information, read our Manchester holiday planning app.

Getting from Woodstock to Manchester by car takes about 1.5 hours. Other options: drive; or do a combination of flight and bus; or do a combination of taxi, train, and bus. In October, daily temperatures in Manchester can reach 19°C, while at night they dip to 5°C. Cap off your sightseeing on the 30th (Mon) early enough to go by car back home.
Historic Sites · Museums · Shopping
Side Trips
Find places to stay Oct 28 — 30:

Vermont travel guide

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.