60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine itinerary planner

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Make it your trip
Fly
1
Boothbay Harbor
— 8 nights
Drive
2
Portland
— 17 nights
Drive
3
Bethel
— 7 nights
Drive
4
Bangor
— 8 nights
Drive
5
Winter Harbor
— 6 nights
Drive
6
Bar Harbor, Mount Desert Island
— 13 nights
Fly

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Boothbay Harbor

— 8 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore Boothbay Harbor's surroundings by going to Camden (Camden Hills State Park, Mount Battie, &more), Rockland (Maine Lighthouse Museum, Farnsworth Art Museum, &more) and Owls Head Transportation Museum (in Owls Head). And it doesn't end there: get up close to creatures of the deep with Cap'n Fish's Cruises, admire the majestic nature at Reid State Park, observe the fascinating underwater world at Maine State Aquarium, and indulge in some culinary diversions at a local gastronomic tour.

To find where to stay, ratings, reviews, and tourist information, you can read our Boothbay Harbor trip maker site.

New York City to Boothbay Harbor is an approximately 3-hour flight. You can also drive; or do a combination of train, bus, and taxi. Expect a bit cooler temperatures when traveling from New York City in July; daily highs in Boothbay Harbor reach 79°F and lows reach 59°F. Finish your sightseeing early on the 26th (Tue) so you can drive to Portland.

Things to do in Boothbay Harbor

Parks · Historic Sites · Nature · Museums

Side Trips

Portland

— 17 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.
Change things up with these side-trips from Portland: Kennebunkport (Seashore Trolley Museum, Boat Tours & Water Sports, &more), Ogunquit (Perkins Cove, Marginal Way Walkway, &more) and York Beach (Long Sands Beach & Short Sands Beach). There's much more to do: sample some tasty brews at a beer tour and tasting, indulge your thirst for a good beer at Allagash Brewing Company, step off the mainland to explore Casco Bay Islands, and tour the pleasant surroundings at Wells Beach.

To find other places to visit, maps, photos, and more tourist information, read Portland driving holiday planner.

Traveling by car from Boothbay Harbor to Portland takes 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi and train. In July, daytime highs in Portland are 79°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 12th (Fri) to allow time to drive to Bethel.

Things to do in Portland

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Bethel

— 7 nights
Bethel is a town in Oxford County, Maine, United States. Explore Bethel's surroundings by going to Stanley Museum (in Kingfield), Tumbledown Mountain (in Weld) and Long Lake (in Naples). Next up on the itinerary: immerse yourself in nature at Grafton Notch State Park, cruise along Height of Land, snap pictures at Sunday River Covered Bridge, and get to know the fascinating history of Mount Will Walking Trail.

To see photos, other places to visit, more things to do, and other tourist information, use the Bethel trip planning site.

Traveling by car from Portland to Bethel takes 2 hours. Traveling from Portland in August, expect slightly colder with lows of 51°F in Bethel. Finish up your sightseeing early on the 19th (Fri) so you can travel to Bangor.

Things to do in Bethel

Parks · Nature · Outdoors · Museums

Side Trips

Bangor

— 8 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. Venture out of the city with trips to Penobscot Narrows Bridge and Observatory (in Prospect), Greenville (Moosehead Lake & Off-Road Tours) and Bucksport Waterfront Walkway (in Bucksport). And it doesn't end there: explore the different monuments and memorials at Mount Hope Garden Cemetery, take an exotic tour of Moose Country Safaris, relax and float downstream with a rafting and tubing tour, and admire the masterpieces at Colby College Museum of Art.

For traveler tips, ratings, photos, and other tourist information, go to the Bangor trip itinerary builder tool.

Traveling by car from Bethel to Bangor takes 2.5 hours. Traveling from Bethel in August, Bangor is somewhat warmer at night with lows of 57°F. Cap off your sightseeing on the 27th (Sat) early enough to go by car to Winter Harbor.

Things to do in Bangor

Outdoors · Parks · Museums · Nature

Side Trips

Winter Harbor

— 6 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. Explore the numerous day-trip ideas around Winter Harbor: The Bold Coast (in Machias), Catherine Hill Winery (in Cherryfield) and West Quoddy Head Light (in Lubec). There's much more to do: take in the dramatic natural features at Schoodic Point, do a tasting at Bartlett Maine Estate Winery, admire the natural beauty at The Granite Garden Gallery, and stroll through Frenchman Bay Conservancy.

To see maps, ratings, other places to visit, and more tourist information, read Winter Harbor journey tool.

Traveling by car from Bangor to Winter Harbor takes 1.5 hours. Expect a daytime high around 75°F in August, and nighttime lows around 57°F. Cap off your sightseeing on the 2nd (Fri) early enough to go by car to Bar Harbor.

Things to do in Winter Harbor

Parks · Nature · Wildlife · Shopping

Side Trips

Bar Harbor, Mount Desert Island

— 13 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Take a break from Bar Harbor with a short trip to Bass Harbor Head Lighthouse in Bass Harbor, about 32 minutes away. And it doesn't end there: get outside with Outdoor Activities, stroll through Shore Path, hike along Gorham Mountain Trail, and see the interesting displays at The Seal Cove Auto Museum.

To see photos, reviews, traveler tips, and tourist information, refer to the Bar Harbor trip builder tool.

Traveling by car from Winter Harbor to Bar Harbor takes an hour. In September, daily temperatures in Bar Harbor can reach 70°F, while at night they dip to 52°F. Cap off your sightseeing on the 15th (Thu) early enough to catch the flight back home.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

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.