23 days in Vermont & Portland Itinerary

Created using Inspirock United States vacation builder
©
Make it your trip
Fly
1
Stowe
— 5 nights
Drive
2
Saint Johnsbury
— 2 nights
Drive
3
Woodstock
— 4 nights
Drive
4
Manchester
— 3 nights
Drive
5
Portland
— 8 nights
+2
Bus to Boston, Fly to Billy Bishop Toronto City, Ferry to Toronto

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Stowe — 5 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: Catamount Family Center (in Williston), Mills Riverside park (in Jericho) and Burlington (Vintage Photography Emporium, Church Street Marketplace, &more). And it doesn't end there: trek along Stowe Recreation Path, appreciate the extensive heritage of The Long Trail, sample the fine beverages at Green Mountain Distillers, and admire the sheer force of Bingham Falls.

For more things to do, reviews, photos, and tourist information, go to the Stowe road trip tool.

Toronto, Canada to Stowe is an approximately 7-hour flight. You can also drive; or do a combination of train, bus, and taxi. Traveling from Toronto in August, you can expect nighttime temperatures to be slightly colder in Stowe, with lows of 15°C. Finish your sightseeing early on the 12th (Sat) so you can drive to Saint Johnsbury.
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Parks · Nature · Outdoors · Trails
Side Trips

Saint Johnsbury — 2 nights

St. Start off your visit on the 13th (Sun): admire the striking features of The Dog Chapel, stroll around Dog Mountain Home of Stephen Huneck Gallery, and then hike along Lamoille Valley Rail Trail. On the next day, contemplate the waterfront views at Lake Willoughby, engage your brain at Museum of Everyday Life, and then stop by Willey's Store.

For reviews, where to stay, and other tourist information, use the Saint Johnsbury online vacation planner.

Getting from Stowe to Saint Johnsbury by car takes about 1.5 hours. August in Saint Johnsbury sees daily highs of 30°C and lows of 15°C at night. Finish up your sightseeing early on the 14th (Mon) so you can go by car to Woodstock.
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Parks · Trails · Nature · Childrens Museums
Side Trips

Woodstock — 4 nights

Woodstock is the shire town of Windsor County, Vermont, United States. You'll find plenty of places to visit near Woodstock: West Rattlesnake Mountain (in Holderness), Off-Road Tours (in Lincoln) and Ascutney State Park (in Ascutney). And it doesn't end there: identify plant and animal life at New England Falconry, explore the activities along Leffert's Pond, explore the stunning scenery at Quechee Gorge, and examine the collection at American Precision Museum.

To find where to stay, more things to do, reviews, and tourist information, use the Woodstock journey planner.

You can drive from Saint Johnsbury to Woodstock in 1.5 hours. In August, daytime highs in Woodstock are 32°C, while nighttime lows are 15°C. Wrap up your sightseeing by early afternoon on the 18th (Fri) to allow enough time to drive to Manchester.
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Parks · Nature · Tours · Outdoors
Side Trips

Manchester — 3 nights

Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Change things up with these side-trips from Manchester: Harriman Reservoir (in Wilmington), Woodford State Park (in Woodford) and Bennington (Bennington Museum, New Catholic Cemetery, &more). There's lots more to do: take an in-depth tour of Hildene, The Lincoln Family Home, relax in the rural setting at North Meadow Farm, look for gifts at Manchester Woodcraft, and contemplate the waterfront views at Battenkill River.

To find where to stay, more things to do, photos, and tourist information, refer to the Manchester trip itinerary maker site.

Traveling by car from Woodstock to Manchester takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. In August, plan for daily highs up to 30°C, and evening lows to 15°C. Finish up your sightseeing early on the 21st (Mon) so you can go by car to Portland.
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Parks · Nature · Historic Sites · Museums
Side Trips

Portland — 8 nights

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Explore Portland's surroundings by going to Dolphin & Whale Watching (in Gloucester), Boston (Rose Kennedy Greenway, Museum of Fine Arts, &more) and Stickworks Statue - What the Birds Know - by Patrick Dougherty (in Salem). There's much more to do: get to know the fascinating history of Marginal Way Walkway, kick back and relax at Ogunquit Beach, explore the world behind art at Portland Museum of Art, and explore the striking landscape at Perkins Cove.

To see more things to do, other places to visit, and tourist information, read Portland travel route planner.

Drive from Manchester to Portland in 4 hours. Alternatively, you can do a combination of flight and bus; or take a bus. In August, daily temperatures in Portland can reach 30°C, while at night they dip to 17°C. Finish your sightseeing early on the 29th (Tue) to allow enough time to travel back home.
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Parks · Outdoors · Tours · Museums
Side Trips

Vermont travel guide

4.4
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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