8 days in Vermont, New Hampshire & Maine Itinerary

Created using Inspirock United States tour itinerary planner
Make it your trip
Fly
1
Stowe
— 1 day
Drive
2
Portsmouth
— 1 night
Drive
3
Ogunquit
— 2 nights
Drive
4
Portland
— 2 nights
Drive
5
Bar Harbor, Mount Desert Island
— 2 nights
Fly

S M T W T F S
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Stowe — 1 day

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 1st (Sat): trek along Stowe Recreation Path.

For reviews, photos, more things to do, and more tourist information, read our Stowe trip maker website.

New York City to Stowe is an approximately 2.5-hour flight. You can also drive; or take a train. Traveling from New York City in October, things will get a bit cooler in Stowe: highs are around 60°F and lows about 39°F. Wrap up your sightseeing by early afternoon on the 1st (Sat) to allow time for the car ride to Portsmouth.
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Trails · Parks · Outdoors
Find places to stay Oct 1 — 2:
Highlights from your trip

Portsmouth — 1 night

Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 2nd (Sun), tour the pleasant surroundings at Long Sands Beach.

To find maps, more things to do, where to stay, and more tourist information, read Portsmouth road trip app.

Drive from Stowe to Portsmouth in 3.5 hours. Alternatively, you can do a combination of car and flight; or take a bus. In October, daytime highs in Portsmouth are 62°F, while nighttime lows are 44°F. Wrap up your sightseeing by early afternoon on the 2nd (Sun) to allow time for the car ride to Ogunquit.
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Parks · Beaches · Outdoors
Side Trip
Find places to stay Oct 1 — 2:
Highlights from your trip

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.
Kick off your visit on the 3rd (Mon): explore the striking landscape at Perkins Cove, then get your bearings at Ogunquit Memorial Library, and then enjoy the sand and surf at Wells Beach. Get ready for a full day of sightseeing on the 4th (Tue): appreciate the extensive heritage of Marginal Way Walkway, then look for gifts at Spoiled Rotten, and then enjoy the sand and surf at Ogunquit Beach.

To see other places to visit, more things to do, maps, and more tourist information, use the Ogunquit day trip planning app.

Ogunquit is just a stone's throw from Portsmouth. Plan for little chillier nights when traveling from Portsmouth in October since evenings lows in Ogunquit dip to 38°F. Finish your sightseeing early on the 4th (Tue) so you can drive to Portland.
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Parks · Beaches · Outdoors · Nature
Side Trip
Find places to stay Oct 2 — 4:

Portland — 2 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.
Kick off your visit on the 5th (Wed): enjoy the sea views from Portland Head Light, see where the action happens at Hadlock Field, and then enjoy the sand and surf at Old Orchard Beach.

To find traveler tips, maps, photos, and more tourist information, read Portland trip itinerary planning tool.

You can drive from Ogunquit to Portland in an hour. Alternatively, you can take a bus; or do a combination of bus and train. In October in Portland, expect temperatures between 62°F during the day and 43°F at night. Wrap up your sightseeing on the 6th (Thu) early enough to drive to Bar Harbor.
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Parks · Beaches · Outdoors · Historic Sites
Side Trips
Find places to stay Oct 4 — 6:

Bar Harbor, Mount Desert Island — 2 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get outdoors at Cadillac Mountain and Shore Path. Kids will appreciate attractions like Sand Beach and The Christmas Vacation Shop. Next up on the itinerary: stroll through Ocean Path, take in the spiritual surroundings of St. Saviour's Church, and look for gifts at A Little Mad.

For reviews, more things to do, traveler tips, and tourist information, refer to the Bar Harbor day trip website.

You can drive from Portland to Bar Harbor in 3.5 hours. Other options are to do a combination of bus and flight; or take a bus. In October, plan for daily highs up to 59°F, and evening lows to 42°F. Finish your sightseeing early on the 8th (Sat) to allow enough time to fly back home.
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Parks · Outdoors · Nature · Trails
Side Trip
Find places to stay Oct 6 — 8:

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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