40 days in Maine Itinerary

40 days in Maine Itinerary

Created using Inspirock Maine trip itinerary builder

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Make it your trip
Drive
1
Rangeley
— 4 nights
Drive
2
Bangor
— 7 nights
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3
Lubec
— 7 nights
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4
Bar Harbor, Mount Desert Island
— 7 nights
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5
Boothbay Harbor
— 7 nights
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6
Portland
— 7 nights
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Rangeley

— 4 nights
Rangeley is a town in Franklin County, Maine, USA. The population was 1,168 at the 2010 census. Get out of town with these interesting Rangeley side-trips: River Rafting & Tubing (in The Forks), The Wire Bridge (in North New Portland) and Sugarloaf Mountain (in Carrabassett Valley). There's lots more to do: appreciate the extensive heritage of Height of Land, get outside with Quill Hill, immerse yourself in nature at Rangeley Lake State Park, and take your sightseeing to a higher altitude at Bald Mountain.

To find maps, photos, where to stay, and more tourist information, go to the Rangeley attractions planning app.

North Conway to Rangeley is an approximately 2.5-hour car ride. Traveling from North Conway in September, you can expect nighttime temperatures to be little chillier in Rangeley, with lows of 45°F. Cap off your sightseeing on the 25th (Sat) early enough to travel to Bangor.

Things to do in Rangeley

Parks · Outdoors · Nature · Winter Sports

Side Trips

Bangor

— 7 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. You'll find plenty of places to visit near Bangor: Millinocket (Baxter State Park & Moose Prints Gallery and Gifts), Waterville (Two Cent Bridge & Colby College Museum of Art) and Fairfield Antiques Mall (in Fairfield). There's much more to do: stroll the grounds of Mount Hope Garden Cemetery, identify plant and animal life at Orono Bog Boardwalk, walk around Cascade Park, and get engrossed in the history at Bucksport Historical Society.

To see reviews, other places to visit, more things to do, and more tourist information, read our Bangor trip planner.

You can drive from Rangeley to Bangor in 2.5 hours. Traveling from Rangeley in September, Bangor is somewhat warmer at night with lows of 51°F. Wrap up your sightseeing on the 2nd (Sat) early enough to travel to Lubec.

Things to do in Bangor

Parks · Outdoors · Trails · Museums

Side Trips

Lubec

— 7 nights
Lubec is a town in Washington County, Maine, United States. Venture out of the city with trips to Bad Little Falls Park (in Machias), Jasper Beach (in Machiasport) and Roque Bluffs State Park (in Roque Bluffs). There's much more to do: visit a coastal fixture at West Quoddy Head Light, browse for treasures at The Clutter Shop Antique and Vintage Desirables, take in the awesome beauty at Klondike Mountain, and head off the coast to Beals Island.

For ratings, more things to do, maps, and tourist information, go to the Lubec trip itinerary maker app.

Traveling by car from Bangor to Lubec takes 2.5 hours. In October, daily temperatures in Lubec can reach 59°F, while at night they dip to 42°F. Wrap up your sightseeing on the 9th (Sat) early enough to drive to Bar Harbor.

Things to do in Lubec

Parks · Nature · Wildlife · Shopping

Side Trips

Bar Harbor, Mount Desert Island

— 7 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. When in Bar Harbor, make a side trip to see Schoodic Point in Winter Harbor, approximately Winter Harbor away. The adventure continues: get a new perspective on things with Boat Tours & Water Sports, stroll through Ocean Path, examine the collection at The Seal Cove Auto Museum, and take in the dramatic natural features at Schoodic Peninsula.

For reviews, where to stay, and tourist information, refer to the Bar Harbor sightseeing planner.

Traveling by car from Lubec to Bar Harbor takes 2.5 hours. In October, daytime highs in Bar Harbor are 59°F, while nighttime lows are 42°F. Wrap up your sightseeing on the 16th (Sat) early enough to drive to Boothbay Harbor.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Boothbay Harbor

— 7 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Venture out of the city with trips to Owl's Head State Park (in Port Clyde), Bristol (Pemaquid Point Lighthouse & The Swimming Hole At Bristol Dam) and Owls Head Transportation Museum (in Owls Head). There's still lots to do: get up close to creatures of the deep with Cap'n Fish's Cruises, examine the collection at Maine Maritime Museum, admire the natural beauty at Coastal Maine Botanical Gardens, and head off the coast to Cabbage Island.

To find where to stay, photos, and tourist information, use the Boothbay Harbor day trip planning tool.

Traveling by car from Bar Harbor to Boothbay Harbor takes 3 hours. Alternatively, you can do a combination of bus and taxi. In October, daytime highs in Boothbay Harbor are 61°F, while nighttime lows are 41°F. On the 23rd (Sat), you'll have the morning to explore before heading off to Portland.

Things to do in Boothbay Harbor

Parks · Nature · Wildlife · Museums

Side Trips

Portland

— 7 nights

The Forest City

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.
Venture out of the city with trips to Ogunquit (Perkins Cove & Marginal Way Walkway), The Cassidy Gallery (in Jackson) and Kancamagus Highway (in North Conway). The adventure continues: wander the streets of North End, don't miss a visit to Faneuil Hall Marketplace, enjoy the sea views from Portland Head Light, and get outside with Red Claws Basketball.

To see maps, ratings, reviews, and more tourist information, you can read our Portland trip planner.

Drive from Boothbay Harbor to Portland in 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi and train. In October in Portland, expect temperatures between 62°F during the day and 43°F at night. On the 30th (Sat), you'll have the morning to explore before heading back home.

Things to do in Portland

Outdoors · Historic Sites · Breweries & Distilleries · Parks

Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.