4 days in Vermont Itinerary
Created using Klarna Trips Vermont trip itinerary builder
Start: Montreal
Drive
1
Woodstock
— 1 night
Drive
2
Stowe
— 2 nights
Drive
End: Montreal
Sat, May 20 - Tue, May 23
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Woodstock — 1 night

Woodstock is the shire town of Windsor County, Vermont, United States. On the 20th (Sat), trek along Thundering Brook Falls Trail, then hit the slopes at Killington Resort, and then delve into the lush surroundings at Mount Tom. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Billings Farm & Museum, then relax in the rural setting at Sugarbush Farm, then take in the dramatic natural features at Quechee Gorge, and finally take in the views from Taftsville Covered Bridge.
To find more things to do, traveler tips, and more tourist information, read our Woodstock tour itinerary builder tool.
Montreal, Canada to Woodstock is an approximately 3.5-hour car ride. Expect a bit cooler evenings in Woodstock when traveling from Montreal in May, with lows around 8°C. Finish your sightseeing early on the 21st (Sun) so you can drive to Stowe.
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To find more things to do, traveler tips, and more tourist information, read our Woodstock tour itinerary builder tool.
Montreal, Canada to Woodstock is an approximately 3.5-hour car ride. Expect a bit cooler evenings in Woodstock when traveling from Montreal in May, with lows around 8°C. Finish your sightseeing early on the 21st (Sun) so you can drive to Stowe.
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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.Kick off your visit on the 22nd (Mon): admire the sheer force of Moss Glen Falls, stop by The Country Store on Main, then stroll through Stowe Recreation Path, and finally take a memorable drive along Smugglers Notch State Park. On your second day here, stroll around Waterfront Park, trek along Burlington Bike Path, and then don't miss a visit to Church Street Marketplace.
For reviews, other places to visit, and tourist information, read our Stowe travel route builder.
Traveling by car from Woodstock to Stowe takes 1.5 hours. Alternatively, you can drive; or do a combination of taxi and train; or do a combination of bus and train. In May, daytime highs in Stowe are 23°C, while nighttime lows are 7°C. Finish your sightseeing early on the 23rd (Tue) to allow enough time to drive back home.
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Find places to stay May 21 — 23:
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Vermont travel guide
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.