7 days in Maine Itinerary

7 days in Maine Itinerary

Created using Inspirock Maine trip planner

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Route & dates

7 days in Maine Itinerary

Start: New York City
+2
Drive + Fly + Drive:  4​h 45​min
1
Wiscasset
— 1 night
Drive:  2​h 15​min
2
Winter Harbor
— 1 night
Drive:  1​h
3
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  4​h
4
Ogunquit
— 2 nights
Drive:  5​h 15​min
End: New York City

1
night
Wiscasset

Wiscasset ©
Wiscasset is a town in and the county seat of Lincoln County, Maine, in the United States. Start off your visit on the 1st (Sun): steep yourself in history at Nickels-Sortwell House and then enjoy the sea views from Pemaquid Point Lighthouse. On the 2nd (Mon), you'll have a packed day of sightseeing: kick back and relax at Popham Beach State Park, then view the masterpieces at Georgetown Pottery, and then revel in the low prices at L.L. Bean Factory Store.

To see traveler tips, reviews, where to stay, and more tourist information, go to the Wiscasset tour itinerary maker tool .

New York City to Wiscasset is an approximately 5-hour flight. You can also drive. Expect a bit cooler temperatures when traveling from New York City in September; daily highs in Wiscasset reach 73°F and lows reach 51°F. Wrap up your sightseeing on the 2nd (Mon) to allow time to travel to Winter Harbor.

Things to do in Wiscasset

Beaches Outdoors Nature

Side Trips

Georgetown Pottery, L.L. Bean Factory Store, Pemaquid Point Lighthouse, Popham Beach State Park
Highlights from your plan
Popham Beach State Park ©
Popham Beach State Park
Pemaquid Point Lighthouse ©
Pemaquid Point Lighthouse
Nickels-Sortwell House ©
Nickels-Sortwell House

1
night
Winter Harbor

Winter Harbor ©
Not to be confused with Winter Harbor, Maine the former name of Biddeford PoolWinter Harbor is a town on the Schoodic Peninsula in Hancock County, Maine, United States. On the 3rd (Tue), view the masterpieces at Whopaints Gallery, look for gifts at Winter Harbor 5&10, then explore the striking landscape at Schoodic Point, then get a taste of the local shopping with Chapter Two Art Gallery, and finally learn about winemaking at Bartlett Maine Estate Winery.

For photos, traveler tips, where to stay, and more tourist information, use the Winter Harbor online tour itinerary maker .

Drive from Wiscasset to Winter Harbor in 3 hours. In September, daily temperatures in Winter Harbor can reach 70°F, while at night they dip to 52°F. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Bar Harbor.

Things to do in Winter Harbor

Nature Parks Shopping

Side Trips

Chapter Two Art Gallery, Bartlett Maine Estate Winery
Highlights from your plan
Whopaints Gallery ©
Whopaints Gallery
Winter Harbor 5&10 ©
Winter Harbor 5&10

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 4th (Wed), step off the mainland to explore Mount Desert Island, then look for gifts at Fiore Artisan Olive Oils and Vinegars, and then take in the awesome beauty at Cadillac Mountain. Get ready for a full day of sightseeing on the next day: see majestic marine mammals with a dolphin and whale watching tour, get a taste of the local shopping with Little Village Gifts, and then look for all kinds of wild species at Shore Path.

For traveler tips, maps, more things to do, and other tourist information, use the Bar Harbor route builder website .

Drive from Winter Harbor to Bar Harbor in an hour. In September, daily temperatures in Bar Harbor can reach 70°F, while at night they dip to 52°F. Wrap up your sightseeing on the 5th (Thu) to allow time to drive to Ogunquit.

Things to do in Bar Harbor

Wildlife Parks Outdoors

Side Trip

Cadillac Mountain
Highlights from your plan
Shore Path ©
Shore Path
Cadillac Mountain ©
Cadillac Mountain
Dolphin & Whale Watching

2
nights
Ogunquit

Ogunquit ©
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.
On the 6th (Fri), stop by When Pigs Fly Company Store, then take in the dramatic natural features at Perkins Cove, then appreciate the extensive heritage of Marginal Way Walkway, and finally enjoy the sand and surf at Ogunquit Beach. Get ready for a full day of sightseeing on the next day: pause for some serene contemplation at St. Ann's Episcopal Church, stroll through Old Orchard Beach, and then visit a coastal fixture at Cape Neddick Nubble Lighthouse.

To find more things to do, maps, traveler tips, and tourist information, read Ogunquit trip itinerary maker website .

You can drive from Bar Harbor to Ogunquit in 4 hours. Other options are to do a combination of flight and bus; or take a bus. In September in Ogunquit, expect temperatures between 74°F during the day and 48°F at night. Cap off your sightseeing on the 7th (Sat) early enough to go by car back home.

Things to do in Ogunquit

Parks Beaches Outdoors

Side Trips

Old Orchard Beach, Nubble Lighthouse, St. Ann's Episcopal Church, When Pigs Fly Company Store
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
Perkins Cove ©
Perkins Cove

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