8 days in Maine Itinerary

8 days in Maine Itinerary

Created using Inspirock Maine travel route planner

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Route & dates

8 days in Maine Itinerary

Start: Raleigh
Fly:  5​h 30​min
1
Rockland
— Few hours
Drive:  2​h 15​min
2
Bar Harbor, Mount Desert Island
— 3 nights
Drive:  1​h
3
Winter Harbor
— 1 night
Drive:  3​h 15​min
4
Portland
— 3 nights
Fly:  4​h 45​min
End: Raleigh

few
hours
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. To find reviews, other places to visit, where to stay, and more tourist information, go to the Rockland travel route site .

Raleigh to Rockland is an approximately 5.5-hour flight. You can also do a combination of flight and taxi; or drive. Traveling from Raleigh in July, expect Rockland to be a bit cooler, temps between 74°F and 58°F. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Bar Harbor.

Things to do in Rockland

Museums Shopping

Side Trips

Owls Head Transportation Museum, Maine State Prison Store
Highlights from your plan
Owls Head Transportation Museum ©
Owls Head Transportation Museum

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get in touch with nature at Shore Path and Ocean Path. Head to Mount Desert Island and Park Loop Roadfor some retail therapy. There's lots more to do: take in the awesome beauty at Cadillac Mountain, explore the landscape on two wheels at Carriage Roads, take in the dramatic natural features at Thunder Hole, and make a trip to Land Bridge to Bar Island.

To see maps, reviews, where to stay, and tourist information, use the Bar Harbor attractions planning site .

Getting from Rockland to Bar Harbor by car takes about 2.5 hours. Other options: take a bus. July in Bar Harbor sees daily highs of 75°F and lows of 58°F at night. Finish up your sightseeing early on the 18th (Thu) so you can go by car to Winter Harbor.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trips

Acadia National Park, The Seal Cove Auto Museum
Highlights from your plan
Cadillac Mountain ©
Cadillac Mountain
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Shore Path ©
Shore Path

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. Kick off your visit on the 19th (Fri): explore the world behind art at Works of Hand, explore the striking landscape at Schoodic Point, then take in the exciting artwork at Chapter Two Art Gallery, then stop by Winter Harbor 5&10, and finally shop like a local with Whopaints Gallery.

To see where to stay, ratings, photos, and tourist information, read our Winter Harbor trip itinerary builder tool .

Drive from Bar Harbor to Winter Harbor in an hour. In July in Winter Harbor, expect temperatures between 75°F during the day and 58°F at night. Wrap up your sightseeing on the 19th (Fri) early enough to travel to Portland.

Things to do in Winter Harbor

Shopping Museums Parks

Side Trip

Chapter Two Art Gallery
Highlights from your plan
Whopaints Gallery ©
Whopaints Gallery
Winter Harbor 5&10 ©
Winter Harbor 5&10

3
nights
Portland

Portland ©
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.
Let the collections at Ogunquit Beach and Perkins Cove capture your imagination. Relax by the water at Portland Head Light and Old Orchard Beach. Explore the numerous day-trip ideas around Portland: The Wilson Memorial Chapel (in East Boothbay), Compliments (in Kennebunkport) and Marginal Way Walkway (in Ogunquit). There's still lots to do: revel in the low prices at L.L. Bean Factory Store, enjoy the sea views from Pemaquid Point Lighthouse, and indulge your thirst for a good beer at Allagash Brewery.

To see photos, other places to visit, reviews, and tourist information, go to the Portland trip tool .

Traveling by car from Winter Harbor to Portland takes 3.5 hours. In July in Portland, expect temperatures between 79°F during the day and 61°F at night. Finish your sightseeing early on the 22nd (Mon) to allow enough time to travel back home.

Things to do in Portland

Parks Outdoors Beaches

Side Trips

Ogunquit, Compliments, L.L. Bean Factory Store, Pemaquid Point Lighthouse, Portland Head Light
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light
Ogunquit Beach ©
Ogunquit Beach

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