9 days in Vermont, New Hampshire & Maine Itinerary

Created using Inspirock United States trip itinerary planner
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Make it your trip
Fly
1
Stowe
— 1 night
Drive
2
Chester
— 1 night
Drive
3
North Conway
— 2 nights
Drive
4
Ogunquit
— 2 nights
Drive
5
Acadia National Park, Mount Desert Island
— 2 nights
Drive to Saint John, Fly to Toronto

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Stowe — 1 night

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.
On the 8th (Sat), hunt for treasures at Church Street Marketplace and then tour the pleasant surroundings at Burlington Bike Path. Get ready for a full day of sightseeing on the 9th (Sun): look for gifts at Cabot Farmers' Store, hike along Stowe Recreation Path, and then explore and take pictures at Smugglers Notch State Park.

To see traveler tips and more tourist information, use the Stowe road trip website.

Toronto, Canada to Stowe is an approximately 7-hour flight. You can also drive; or do a combination of train, bus, and taxi. Expect slightly colder evenings in Stowe when traveling from Toronto in October, with lows around 4°C. Finish your sightseeing early on the 9th (Sun) so you can drive to Chester.
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Parks · Outdoors · Shopping · Trails
Side Trips
Find places to stay Oct 8 — 9:

Chester — 1 night

Chester is a town in Windsor County, Vermont, United States. Kick off your visit on the 10th (Mon): pick up a one of a kind souvenir at Stone House Antique Center, stop by Vermont Country Store, and then view the masterpieces at Jud Hartmann Gallery.

For maps, other places to visit, ratings, and tourist information, read Chester day trip planning site.

You can drive from Stowe to Chester in 2 hours. In October, plan for daily highs up to 19°C, and evening lows to 4°C. Wrap up your sightseeing on the 10th (Mon) early enough to drive to North Conway.
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Shopping · Museums
Side Trips
Find places to stay Oct 9 — 10:

North Conway — 2 nights

North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Start off your visit on the 11th (Tue): take in the awesome beauty at Rocky Gorge, then delve into the lush surroundings at White Mountain National Forest, and then admire all the interesting features of Kancamagus Highway. On the next day, get a taste of the local shopping with North Conway League of NH Craftsmen Fine Arts Gallery, then stop by Zeb's General Store, then explore the striking landscape at Cathedral Ledge, and finally take in the dramatic scenery at Diana's Baths.

To find ratings, traveler tips, and tourist information, use the North Conway trip itinerary planner.

You can drive from Chester to North Conway in 3 hours. Traveling from Chester in October, you can expect nighttime temperatures to be somewhat warmer in North Conway, with lows of 8°C. Wrap up your sightseeing on the 12th (Wed) early enough to drive to Ogunquit.
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Parks · Nature · Outdoors · Scenic Drive
Side Trips
Find places to stay Oct 10 — 12:

Ogunquit — 2 nights

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Start off your visit on the 13th (Thu): take in the dramatic natural features at Perkins Cove, then appreciate the extensive heritage of Marginal Way Walkway, then browse for treasures at Uniques and Antiques, and finally enjoy the sand and surf at Ogunquit Beach. Get ready for a full day of sightseeing on the next day: stop by L.L. Bean Factory Store, then enjoy the sand and surf at Wells Beach, and then enjoy the sand and surf at Long Sands Beach.

Inspirock's itinerary builder makes planning a Ogunquit trip simple and quick.

Traveling by car from North Conway to Ogunquit takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from North Conway in October, you can expect nighttime temperatures to be slightly colder in Ogunquit, with lows of 3°C. Finish your sightseeing early on the 14th (Fri) so you can drive to Acadia National Park.
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Parks · Beaches · Outdoors · Shopping
Side Trips
Find places to stay Oct 12 — 14:

Acadia National Park, Mount Desert Island — 2 nights

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Kick off your visit on the 15th (Sat): hike along Great Head Trail, enjoy the sand and surf at Sand Beach, and then explore the activities along Jordan Pond Path Trailhead. Get ready for a full day of sightseeing on the 16th (Sun): take your sightseeing to a higher altitude at Cadillac Mountain and then admire all the interesting features of Park Loop Road.

To find reviews, photos, traveler tips, and more tourist information, read our Acadia National Park road trip website.

You can drive from Ogunquit to Acadia National Park in 4.5 hours. Other options are to do a combination of bus, train, and taxi; or take a bus. In October, plan for daily highs up to 17°C, and evening lows to 6°C. Wrap up your sightseeing on the 16th (Sun) to allow time to travel back home.
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Parks · Outdoors · Nature · Scenic Drive
Find places to stay Oct 14 — 16:

Vermont travel guide

4.4
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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New Hampshire travel guide

4.6
Geologic Formations · Theme Parks · Scenic Drive
The Granite State
One of the country's smallest and least populous states, New Hampshire's wealth of recreational offerings make it a popular vacation destination. Its many pristine natural areas attract skiers, snowmobilers, hikers, and mountaineers from around the world. Named after a county in England, New Hampshire was the first of the North American colonies to establish a government independent of Great Britain's authority. Though New Hampshire's official nickname refers to its extensive granite formations and quarries, the state's license plates carry the motto "Live Free or Die," reflecting the sense of independence prized by the famously terse natives. Find out why America's artists continue to find inspiration in New Hampshire by taking a trip to its quaint villages and sightseeing in the area's old colonial towns.
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Maine travel guide

4.6
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.
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