17 days in Maine Itinerary

17 days in Maine Itinerary

Created using Inspirock Maine trip planner

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Route & dates

17 days in Maine Itinerary

Start: Chicago
Fly:  6​h 15​min
1
Camden
— 3 nights
Drive:  1​h 45​min
2
Bar Harbor, Mount Desert Island
— 4 nights
Drive:  1​h
3
Winter Harbor
— 2 nights
Drive:  2​h 30​min
4
Boothbay Harbor
— 3 nights
Drive:  1​h 15​min
5
Portland
— 4 nights
Fly:  5​h 15​min
End: Chicago

3
nights
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. Explore the numerous day-trip ideas around Camden: Colby College Museum of Art (in Waterville) and Mount Hope Garden Cemetery (in Bangor). Next up on the itinerary: take your sightseeing to a higher altitude at Mount Battie, learn about winemaking at Cellardoor Winery, look for gifts at Owl and Turtle Bookshop, and admire the majestic nature at Camden Hills State Park.

To see photos, other places to visit, and tourist information, read our Camden trip itinerary site .

Chicago to Camden is an approximately 6.5-hour flight. You can also do a combination of flight and bus; or drive. The time zone difference when traveling from Chicago to Camden is 1 hour. Traveling from Chicago in June, things will get slightly colder in Camden: highs are around 68°F and lows about 51°F. Cap off your sightseeing on the 25th (Thu) early enough to go by car to Bar Harbor.

Things to do in Camden

Parks Nature Museums

Side Trips

Belfast Harborwalk, Farnsworth Art Museum, Cellardoor Winery, Owls Head Transportation Museum, Mount Hope Garden Cemetery
Highlights from your plan
Mount Battie ©
Mount Battie
Camden Hills State Park ©
Camden Hills State Park
Owls Head Transportation Museum ©
Owls Head Transportation Museum

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for wildlife, nature, trails, adventure, and classes. Your plan includes some of its best attractions: take in the awesome beauty at Cadillac Mountain, explore and take pictures at Park Loop Road, make a trip to Land Bridge to Bar Island, and look for all kinds of wild species at Wildlife Areas.

To find reviews, ratings, maps, and more tourist information, read our Bar Harbor travel planning tool .

You can drive from Camden to Bar Harbor in 2 hours. Another option is to take a bus. In June, plan for daily highs up to 68°F, and evening lows to 52°F. Wrap up your sightseeing on the 29th (Mon) early enough to drive to Winter Harbor.

Things to do in Bar Harbor

Parks Outdoors Nature

Side Trips

Acadia National Park, 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

2
nights
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 30th (Tue): explore the striking landscape of Schoodic Institute at Acadia National Park and then take in the dramatic natural features at Schoodic Point. Get ready for a full day of sightseeing on the 1st (Wed): admire the natural beauty at Abby Aldrich Rockefeller Garden, then take in nature's colorful creations at The Granite Garden Gallery, and then cruise along Schoodic National Scenic Byway.

To see reviews, other places to visit, traveler tips, and more tourist information, refer to the Winter Harbor online trip maker .

Drive from Bar Harbor to Winter Harbor in an hour. In June, plan for daily highs up to 68°F, and evening lows to 52°F. Finish up your sightseeing early on the 1st (Wed) so you can travel to Boothbay Harbor.

Things to do in Winter Harbor

Parks Nature Wildlife

Side Trips

The Granite Garden Gallery, Abby Aldrich Rockefeller Garden
Highlights from your plan
Schoodic Point ©
Schoodic Point
Schoodic National Scenic Byway ©
Schoodic National Scenic Byway
Abby Aldrich Rockefeller Garden ©
Abby Aldrich Rockefeller Garden

3
nights
Boothbay Harbor

Boothbay Harbor ©
Boothbay Harbor is a town in Lincoln County, Maine, United States. Change things up with these side-trips from Boothbay Harbor: Rockland Breakwater Light (in Rockland), Split Rock Distilling (in Newcastle) and Pemaquid Point Lighthouse (in Bristol). Next up on the itinerary: take in nature's colorful creations at Coastal Maine Botanical Gardens, stop by Dirty Bird Pottery, learn more about the world around you at Maine State Museum, and see the interesting displays at Maine Maritime Museum.

To see other places to visit, reviews, ratings, and more tourist information, read our Boothbay Harbor journey planning website .

You can drive from Winter Harbor to Boothbay Harbor in 3 hours. In July, daytime highs in Boothbay Harbor are 79°F, while nighttime lows are 59°F. Finish your sightseeing early on the 4th (Sat) so you can drive to Portland.

Things to do in Boothbay Harbor

Parks Nature Historic Sites

Side Trips

Pemaquid Point Lighthouse, Rockland Breakwater Light, Maine State Museum, Split Rock Distilling, Maine Maritime Museum
Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Boothbay Region Land Trust ©
Boothbay Region Land Trust
Pemaquid Point Lighthouse ©
Pemaquid Point Lighthouse

4
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.
Change things up with these side-trips from Portland: Ogunquit (Marginal Way Walkway, Ogunquit Beach, & more), Wells Beach (in Wells) and Kennebunkport (Compliments & W. Robert Paine Gallery). There's still lots to do: examine the collection at Portland Head Light, explore the world behind art at Portland Museum of Art, cast your line with a fishing tour, and kick back and relax at Old Orchard Beach.

Plan my Portland trip by asking Inpirock to come up with tips and suggestions.

Getting from Boothbay Harbor to Portland by car takes about 1.5 hours. Other options: do a combination of taxi and bus; or do a combination of taxi and train. Expect a daytime high around 79°F in July, and nighttime lows around 61°F. Finish your sightseeing early on the 8th (Wed) to allow enough time to travel back home.

Things to do in Portland

Outdoors Parks Beaches

Side Trips

Ogunquit, Kennebunkport, Nubble Lighthouse, Wells Beach, Portland Head Light
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Allagash Brewing Company ©
Allagash Brewing Company
Portland Head Light ©
Portland Head Light

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