55 days in Maine Itinerary

55 days in Maine Itinerary

Created using Inspirock Maine trip itinerary maker

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Route & dates

55 days in Maine Itinerary

Start: Cleveland
Fly:  6​h 30​min
1
Camden
— 8 nights
Drive:  2​h
2
Acadia National Park, Mount Desert Island
— 9 nights
Drive:  2​h 30​min
3
Lubec
— 9 nights
Drive:  1​h 45​min
4
Hancock
— 9 nights
Drive:  2​h 30​min
5
Boothbay Harbor
— 9 nights
Drive:  2​h
6
Ogunquit
— 10 nights
bus + Fly:  7​h
End: Cleveland

8
nights
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. Change things up with these side-trips from Camden: Colby College Museum of Art (in Waterville), Marshall Point Lighthouse Museum (in Port Clyde) and Prospect (Penobscot Narrows Bridge & Observatory & Penobscot Narrows Bridge). There's much more to do: take in the awesome beauty at Mount Battie, learn about winemaking at Cellardoor Winery, tour the pleasant surroundings at Cadillac Mountain North Ridge Trail, and admire the majestic nature at Camden Hills State Park.

For where to stay, reviews, photos, and more tourist information, read our Camden trip planning site .

Cleveland to Camden is an approximately 6.5-hour flight. You can also do a combination of flight and taxi; or drive. Traveling from Cleveland in September, expect Camden to be little chillier, temps between 69°F and 51°F. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Acadia National Park.

Things to do in Camden

Parks Museums Historic Sites

Side Trips

Southwest Harbor, Belfast, Owls Head, Rockport, Prospect
Highlights from your plan
Mount Battie ©
Mount Battie
Camden Hills State Park ©
Camden Hills State Park
Owls Head Transportation Museum ©
Owls Head Transportation Museum

9
nights
Acadia National Park, Mount Desert Island

Acadia National Park ©
The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Acadia National Park is known for nature, trails, scenic drive, beaches, and parks. Your plan includes some of its best attractions: take in the awesome beauty at Cadillac Mountain, tour the pleasant surroundings at Gorham Mountain Trail, kick back and relax at Sand Beach, and take in the dramatic natural features at Thunder Hole.

For maps, traveler tips, and tourist information, go to the Acadia National Park tour itinerary builder .

You can drive from Camden to Acadia National Park in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Finish up your sightseeing early on the 23rd (Wed) so you can travel to Lubec.

Things to do in Acadia National Park

Parks Outdoors Trails

Side Trips

Mount Desert Island, Somes Sound
Highlights from your plan
Cadillac Mountain ©
Cadillac Mountain
Park Loop Road ©
Park Loop Road
Jordan Pond Path Trailhead ©
Jordan Pond Path Trailhead

9
nights
Lubec

Lubec ©
Lubec is a town in Washington County, Maine, United States. Explore the numerous day-trip ideas around Lubec: Reversing Falls Park (in Pembroke), Eastport (Shackford Head State Park, The Mermaid - a bronze statue by Richard Klyver, & more) and Machias Seal Island (in Jonesport). Next up on the itinerary: visit a coastal fixture at West Quoddy Head Light, pause for some photo ops at Lost Fishermen's Memorial, admire the majestic nature at Roque Bluffs State Park, and identify plant and animal life at Moosehorn National Wildlife Refuge.

For photos, where to stay, maps, and tourist information, refer to the Lubec online trip itinerary builder .

You can drive from Acadia National Park to Lubec in 2.5 hours. In September, daytime highs in Lubec are 70°F, while nighttime lows are 52°F. On the 2nd (Fri), you'll travel to Hancock.

Things to do in Lubec

Parks Nature Wildlife

Side Trips

Columbia Falls, Eastport, Machias, Baileyville, Calais
Highlights from your plan
Bog Brook Cove Preserve ©
Bog Brook Cove Preserve
West Quoddy Head Light ©
West Quoddy Head Light
Lost Fishermen's Memorial ©
Lost Fishermen's Memorial

9
nights
Hancock

Hancock ©
Hancock is a town in Hancock County, Maine, United States. Change things up with these side-trips from Hancock: Bass Harbor Head Lighthouse (in Bass Harbor), Bar Harbor (Dolphin & Whale Watching, Shore Path, & more) and The Seal Cove Auto Museum (in Seal Cove). There's lots more to do: explore the striking landscape at Schoodic Point, explore the activities along Frenchman Bay, admire the landmark architecture of Stephen King's House, and take in nature's colorful creations at Asticou Terraces / Thuya Garden.

For where to stay, maps, reviews, and tourist information, read our Hancock road trip planning site .

Drive from Lubec to Hancock in 2 hours. October in Hancock sees daily highs of 59°F and lows of 42°F at night. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Boothbay Harbor.

Things to do in Hancock

Parks Outdoors Nature

Side Trips

Bar Harbor, Bangor, Gouldsboro, Northeast Harbor, Chipman's Wharf
Highlights from your plan
Schoodic Point ©
Schoodic Point
Shore Path ©
Shore Path
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum

9
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: Bath (Maine Maritime Museum & South End Dog Park), Sheepscot Links (in Whitefield) and Rockland Breakwater Light (in Rockland). There's lots more to do: admire the natural beauty at Coastal Maine Botanical Gardens, walk around Grist Mill Park, look for all kinds of wild species at Boothbay Region Land Trust, and head off the coast to Damariscove Island.

For ratings, reviews, more things to do, and more tourist information, read Boothbay Harbor trip itinerary maker .

You can drive from Hancock to Boothbay Harbor in 2.5 hours. In October, daily temperatures in Boothbay Harbor can reach 61°F, while at night they dip to 41°F. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Ogunquit.

Things to do in Boothbay Harbor

Parks Outdoors Nature

Side Trips

Boothbay, Bristol, Bath, Maine State Museum, Nickels-Sortwell House
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

10
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.
Change things up with these side-trips from Ogunquit: Yarmouth (Beth Condon Pathway & Royal River Park), Cape Elizabeth (Fort Williams Park & Portland Head Light) and Portland (Victoria Mansion, Rising Tide Brewing Company, & more). And it doesn't end there: appreciate the extensive heritage of Marginal Way Walkway, cruise along Walker's Point, take in the architecture and atmosphere at St. Ann's Episcopal Church, and enjoy the sand and surf at Wells Beach.

To find reviews, where to stay, and other tourist information, you can read our Ogunquit trip maker tool .

You can drive from Boothbay Harbor to Ogunquit in 2 hours. Other options are to do a combination of taxi and train; or do a combination of taxi and bus. In October, daytime highs in Ogunquit are 62°F, while nighttime lows are 38°F. Cap off your sightseeing on the 30th (Fri) early enough to travel back home.

Things to do in Ogunquit

Parks Outdoors Beaches

Side Trips

Portland, Kennebunkport, Wells, Cape Elizabeth, Yarmouth
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Perkins Cove ©
Perkins Cove
Ogunquit Beach ©
Ogunquit Beach

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