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
Fly
1
Boothbay Harbor
— 5 nights
Drive
2
Winter Harbor
— 5 nights
Drive
3
Bar Harbor, Mount Desert Island
— 8 nights
Drive
4
Bangor
— 5 nights
Drive
5
Millinocket
— 3 nights
Drive
6
Rangeley
— 5 nights
Drive
7
Portland
— 8 nights
Fly

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Boothbay Harbor

— 5 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore the numerous day-trip ideas around Boothbay Harbor: Pemaquid Point Lighthouse (in Bristol), Camden (Camden Hills State Park, Mount Battie, &more) and Maine Maritime Museum (in Bath). The adventure continues: see majestic marine mammals with Cap'n Fish's Cruises, visit a coastal fixture at Rockland Breakwater Light, examine the collection at Owls Head Transportation Museum, and take an in-depth tour of Boothbay Region Historical Society Museum.

To find reviews, maps, other places to visit, and tourist information, refer to the Boothbay Harbor online journey planner.

Atlanta to Boothbay Harbor is an approximately 6.5-hour flight. You can also drive; or do a combination of bus, train, and taxi. Prepare for little chillier weather when traveling from Atlanta in October: high temperatures in Boothbay Harbor hover around 61°F and lows are around 41°F. Finish up your sightseeing early on the 27th (Wed) so you can travel to Winter Harbor.

Things to do in Boothbay Harbor

Parks · Museums · Historic Sites · Wildlife

Side Trips

Winter Harbor

— 5 nights
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. You'll find plenty of places to visit near Winter Harbor: West Quoddy Head Light (in Lubec), Catherine Hill Winery (in Cherryfield) and The Granite Garden Gallery (in Sullivan). The adventure continues: explore the striking landscape at Schoodic Point, head off the coast to Beals Island, take in the awesome beauty at Schoodic Mountain, and take a leisurely stroll along Chipman's Wharf.

To see more things to do and other tourist information, you can read our Winter Harbor tour planner.

You can drive from Boothbay Harbor to Winter Harbor in 3 hours. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Finish up your sightseeing early on the 1st (Mon) so you can go by car to Bar Harbor.

Things to do in Winter Harbor

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Bar Harbor, Mount Desert Island

— 8 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for parks, wildlife, and trails. Your trip includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, take in the awesome beauty at Cadillac Mountain, explore the activities along Jordan Pond Path Trailhead, and hit the best photo ops around with an inspiring photography tour.

To see where to stay, more things to do, photos, and more tourist information, read Bar Harbor itinerary planning app.

You can drive from Winter Harbor to Bar Harbor in an hour. Expect a daytime high around 46°F in November, and nighttime lows around 30°F. Wrap up your sightseeing on the 9th (Tue) to allow time to drive to Bangor.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Bangor

— 5 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: Belfast (Passy Rail Trail & Belfast Harborwalk), Penobscot Narrows Bridge and Observatory (in Prospect) and Northern Solstice Alpaca Farm (in Unity). The adventure continues: stroll the grounds of Mount Hope Garden Cemetery, admire the masterpieces at Colby College Museum of Art, tour the pleasant surroundings at Bangor City Forest, and try your luck at Hollywood Casino.

To find traveler tips, ratings, other places to visit, and other tourist information, you can read our Bangor planner.

You can drive from Bar Harbor to Bangor in 1.5 hours. Alternatively, you can take a shuttle; or take a bus. Expect a daytime high around 46°F in November, and nighttime lows around 28°F. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Millinocket.

Things to do in Bangor

Outdoors · Parks · Trails · Museums

Side Trips

Millinocket

— 3 nights
Millinocket is a town in Penobscot County, Maine, United States.The population was 4,506 at the 2010 census. You'll find plenty of places to visit near Millinocket: Greenville (Moosehead Lake Indian Store at Kamp Kamp, Moosehead Lake, &more). There's more to do: take your sightseeing to a higher altitude at Mount Katahdin and immerse yourself in nature at Baxter State Park.

To find where to stay, other places to visit, maps, and more tourist information, refer to the Millinocket trip planner.

You can drive from Bangor to Millinocket in 1.5 hours. November in Millinocket sees daily highs of 43°F and lows of 27°F at night. Cap off your sightseeing on the 17th (Wed) early enough to travel to Rangeley.

Things to do in Millinocket

Parks · Nature · Museums · Shopping

Side Trip

Rangeley

— 5 nights
Rangeley is a town in Franklin County, Maine, USA. The population was 1,168 at the 2010 census. Venture out of the city with trips to Tumbledown Mountain (in Weld), Jackman (Attean Pond & Moose River) and Bethel (Grafton Notch State Park & Sunday River Covered Bridge). Next up on the itinerary: explore and take pictures at Height of Land, get engrossed in the history at Stanley Museum, stroll around Rangeley Lake State Park, and admire the sheer force of Smalls Falls.

To see photos, maps, where to stay, and more tourist information, go to the Rangeley trip planner.

Drive from Millinocket to Rangeley in 3.5 hours. In November, daily temperatures in Rangeley can reach 43°F, while at night they dip to 23°F. Wrap up your sightseeing on the 22nd (Mon) to allow time to travel to Portland.

Things to do in Rangeley

Parks · Nature · Outdoors · Museums

Side Trips

Portland

— 8 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.
You'll find plenty of places to visit near Portland: Kennebunkport (Ocean Ave, Walker's Point, &more), Nubble Lighthouse (in York) and Ogunquit (Perkins Cove, Marginal Way Walkway, &more). And it doesn't end there: indulge your thirst for a good beer at Allagash Brewing Company, explore the world behind art at Portland Museum of Art, take an in-depth tour of Victoria Mansion, and stroll around Fort Williams Park.

To find other places to visit, more things to do, photos, and tourist information, you can read our Portland trip planner.

Traveling by car from Rangeley to Portland takes 2.5 hours. Traveling from Rangeley in November, things will get a bit warmer in Portland: highs are around 49°F and lows about 30°F. Finish up your sightseeing early on the 30th (Tue) so you can catch the flight back home.

Things to do in Portland

Parks · Historic Sites · Outdoors · Breweries & Distilleries

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.