8 days in Maine Itinerary

8 days in Maine Itinerary

Created using Inspirock Maine travel route builder

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Route & dates

8 days in Maine Itinerary

Start: Chicago
+2
Fly + taxi + bus:  6​h 45​min
1
Ogunquit
— 2 nights
Drive:  2​h
2
Boothbay Harbor
— 1 night
Drive:  1​h 15​min
3
Camden
— 1 night
Drive:  2​h
4
Bar Harbor, Mount Desert Island
— 2 nights
Fly:  7​h 45​min
End: Chicago

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.
Start off your visit on the 16th (Sat): pick up a one of a kind souvenir at Uniques and Antiques. Keep things going the next day: take in the exciting artwork at Abacus, then take in the exciting artwork at Panache Fine Jewelry and Art Gallery, then kick back and relax at Ogunquit Beach, and finally appreciate the extensive heritage of Marginal Way Walkway.

To see ratings, where to stay, and other tourist information, read our Ogunquit route planner.

Chicago to Ogunquit is an approximately 7-hour combination of flight and bus. You can also drive; or take a bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Traveling from Chicago in May, expect Ogunquit to be a bit cooler, temps between 66°F and 43°F. Finish your sightseeing early on the 18th (Mon) to allow enough time to drive to Boothbay Harbor.

Things to do in Ogunquit

Parks Beaches Outdoors

Side Trips

Kittery Trading Post, Hampton Beach State Park
Highlights from your plan
Ogunquit Beach ©
Ogunquit Beach
Marginal Way Walkway ©
Marginal Way Walkway
Perkins Cove ©
Perkins Cove

1
night
Boothbay Harbor

Boothbay Harbor ©
Boothbay Harbor is a town in Lincoln County, Maine, United States. On the 19th (Tue), meet the residents at Maine State Aquarium, stop by Maine Coast Book Shop and Cafe, and then step off the mainland to explore Cabbage Island.

To see reviews, where to stay, traveler tips, and tourist information, read our Boothbay Harbor driving holiday site .

Getting from Ogunquit to Boothbay Harbor by car takes about 2 hours. Other options: do a combination of bus and taxi; or do a combination of train and taxi. May in Boothbay Harbor sees daily highs of 64°F and lows of 44°F at night. Cap off your sightseeing on the 19th (Tue) early enough to go by car to Camden.

Things to do in Boothbay Harbor

Parks Nature Zoos & Aquariums

Side Trip

Maine Coast Book Shop and Cafe
Highlights from your plan
Maine State Aquarium ©
Maine State Aquarium

1
night
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. Start off your visit on the 20th (Wed): stop by The Smiling Cow, then learn about winemaking at Cellardoor Winery, and then take your sightseeing to a higher altitude at Mount Battie.

To see maps, other places to visit, traveler tips, and tourist information, go to the Camden road trip site .

Getting from Boothbay Harbor to Camden by car takes about 1.5 hours. Other options: do a combination of taxi and bus. Traveling from Boothbay Harbor in May, expect nights in Camden to be about the same, around 43°F, while days are a bit cooler, around 59°F. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Bar Harbor.

Things to do in Camden

Parks Nature Wineries

Side Trip

Cellardoor Winery
Highlights from your plan
Mount Battie ©
Mount Battie
Cellardoor Winery ©
Cellardoor Winery
The Smiling Cow ©
The Smiling Cow

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 21st (Thu), explore the wealth of natural beauty at Acadia National Park. Here are some ideas for day two: enjoy the sea views from Bass Harbor Head Lighthouse, stroll through Sand Beach, and then look for gifts at Fiore Artisan Olive Oils and Vinegars.

To plan Bar Harbor vacation without wasting time, ask Inspirock to design an itinerary.

Drive from Camden to Bar Harbor in 2 hours. Alternatively, you can take a bus. In May, daily temperatures in Bar Harbor can reach 60°F, while at night they dip to 43°F. Wrap up your sightseeing on the 22nd (Fri) early enough to travel back home.

Things to do in Bar Harbor

Parks Beaches Outdoors

Side Trips

Sand Beach, Bass Harbor Head Lighthouse
Highlights from your plan
Sand Beach ©
Sand Beach
Bass Harbor Head Lighthouse ©
Bass Harbor Head Lighthouse

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