5 days in Maine Itinerary

5 days in Maine Itinerary

Created using Inspirock Maine travel route builder

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Route & dates

5 days in Maine Itinerary

Start: Chicago
Fly:  7 h 45 min
1
Bar Harbor, Mount Desert Island
— 1 night
Drive:  1 h 45 min
2
Camden
— 1 night
Drive:  1 h 45 min
3
Portland
— 2 nights
Fly:  5 h 15 min
End: Chicago

1
night
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 17th (Tue): identify plant and animal life at Shore Path, then see the interesting displays at The Seal Cove Auto Museum, and then take your sightseeing to a higher altitude at Cadillac Mountain.

To see traveler tips, photos, more things to do, and more tourist information, read our Bar Harbor visit planning app .

Chicago to Bar Harbor is an approximately 8-hour flight. You can also drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Chicago in September, expect Bar Harbor to be slightly colder, temps between 70°F and 52°F. Cap off your sightseeing on the 17th (Tue) early enough to go by car to Camden.

Things to do in Bar Harbor

Parks Nature Wildlife

Side Trips

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

1
night
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. On the 18th (Wed), examine the collection at Owls Head Transportation Museum, then explore the world behind art at Farnsworth Art Museum, then make a trip to Curtis Island Light, and finally take your sightseeing to a higher altitude at Mount Battie.

To find more things to do, reviews, photos, and other tourist information, you can read our Camden day trip planner .

Traveling by car from Bar Harbor to Camden takes 2 hours. Alternatively, you can take a bus. In September, daytime highs in Camden are 69°F, while nighttime lows are 51°F. Finish up your sightseeing early on the 18th (Wed) so you can go by car to Portland.

Things to do in Camden

Museums Parks Nature

Side Trips

Owls Head Transportation Museum, Farnsworth Art Museum
Highlights from your plan
Mount Battie ©
Mount Battie
Owls Head Transportation Museum ©
Owls Head Transportation Museum
Farnsworth Art Museum ©
Farnsworth Art Museum

2
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.
Start off your visit on the 19th (Thu): kick back and relax at Ogunquit Beach, appreciate the extensive heritage of Marginal Way Walkway, and then explore the striking landscape at Perkins Cove. Keep things going the next day: explore the world behind art at Portland Museum of Art, then enjoy the sand and surf at Old Orchard Beach, and then enjoy the sea views from Nubble Lighthouse.

For more things to do, traveler tips, and more tourist information, read our Portland holiday planner .

You can drive from Camden to Portland in 2 hours. Alternatively, you can take a bus. In September, daily temperatures in Portland can reach 73°F, while at night they dip to 52°F. Wrap up your sightseeing on the 20th (Fri) early enough to travel back home.

Things to do in Portland

Parks Outdoors Beaches

Side Trips

Ogunquit, Nubble Lighthouse, Old Orchard Beach
Highlights from your plan
Ogunquit Beach ©
Ogunquit Beach
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse

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