60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine holiday planner

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Make it your trip
Fly
1
Portland
— 13 nights
Drive
2
Rangeley
— 7 nights
Drive
3
Greenville
— 9 nights
Drive
4
Bangor
— 9 nights
Drive
5
Rockland
— 10 nights
Drive
6
Bar Harbor, Mount Desert Island
— 11 nights
Fly

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Portland

— 13 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.
Take a break from the city and head to Back Cove Trail and Reid State Park. Visit Wells Reserve at Laudholm and Joshua L. Chamberlain Museum for their historical value. Change things up with these side-trips from Portland: Boothbay Harbor (Burnt Island Lighthouse & Boothbay Region Land Trust), Augusta (State Capitol & Maine State Museum) and Giant's Stairs Trail (in Bailey Island). There's still lots to do: enjoy the sand and surf at Casco Bay, let the kids burn off some steam at Children's Museum and Theatre of Maine, stroll through Maine Wildlife Park, and admire the majestic nature at Wolfe's Neck Woods State Park.

To see reviews, where to stay, photos, and tourist information, read Portland trip itinerary planning website.

Anchorage to Portland is an approximately 11.5-hour flight. You can also drive. The time zone difference moving from Alaska Standard Time to Eastern Standard Time is 4 hours. While traveling from Anchorage, expect a bit warmer days and about the same nights in Portland, ranging from highs of 33°F to lows of 16°F. Wrap up your sightseeing on the 14th (Fri) to allow time to travel to Rangeley.

Things to do in Portland

Parks · Outdoors · Museums · Historic Sites

Side Trips

Rangeley

— 7 nights
Rangeley is a town in Franklin County, Maine, USA. The population was 1,168 at the 2010 census. The Wilton Farm and Home Museum and Maine Mineral and Gem Museum will appeal to museum buffs. Discover out-of-the-way places like Height of Land and Saddleback. You'll find plenty of places to visit near Rangeley: Bigelow Preserve (in Stratton), Sugarloaf Mountain (in Carrabassett Valley) and Bethel (Carter's X-C Ski Center, Sunday River Covered Bridge, &more). And it doesn't end there: stroll through Rangeley Lakes Trails Center, trek along Cascade Stream Gorge Trail, take in the awesome beauty at Bald Mountain, and explore the activities along Wilson Lake.

To find maps, where to stay, traveler tips, and tourist information, use the Rangeley vacation maker tool.

You can drive from Portland to Rangeley in 2.5 hours. Prepare for little chillier weather when traveling from Portland in January: high temperatures in Rangeley hover around 27°F and lows are around 5°F. Wrap up your sightseeing on the 21st (Fri) early enough to drive to Greenville.

Things to do in Rangeley

Parks · Outdoors · Nature · Winter Sports

Side Trips

Greenville

— 9 nights
Greenville is a town in Piscataquis County, Maine, United States. Step out of the city life by going to Moosehead Lake and Lily Bay State Park. Explore hidden gems such as Off-Road Tours and Mount Kineo State Park. You'll find plenty of places to visit near Greenville: Katahdin Woods and Waters National Monument (in Patten), Rockwood (Mount Kineo, Elephant Mountain, &more) and River Rafting & Tubing (in The Forks). There's much more to do: stroll through Burnt Jacket Mountain, see exotic creatures in open habitats at Moose Country Safaris, look for gifts at Moosehead Lake Indian Store at Kamp Kamp, and take a memorable drive along Old Canada Road Scenic Byway.

To see traveler tips and other tourist information, use the Greenville driving holiday planner.

Getting from Rangeley to Greenville by car takes about 2.5 hours. In January, daily temperatures in Greenville can reach 23°F, while at night they dip to 8°F. Wrap up your sightseeing on the 30th (Sun) to allow time to drive to Bangor.

Things to do in Greenville

Parks · Nature · Wildlife · Outdoors

Side Trips

Bangor

— 9 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. Get some historical perspective at Mount Hope Garden Cemetery and Buck Cemetery. Step off the beaten path and head to Cole Land Transportation Museum and Maine Discovery Museum. You'll find plenty of places to visit near Bangor: Castine (Castine Historical Society & Wilson Museum), Millinocket (River Rafting & Tubing & Baxter State Park) and Waterville (Two Cent Bridge & Colby College Museum of Art). There's lots more to do: admire the landmark architecture of Stephen King's House, fly down the slopes at New Hermon Mountain, try your luck at Hollywood Casino, and tour the pleasant surroundings at Orono Bog Boardwalk.

For reviews, maps, ratings, and tourist information, you can read our Bangor vacation planning site.

Traveling by car from Greenville to Bangor takes 2 hours. While traveling from Greenville, expect a bit warmer days and about the same nights in Bangor, ranging from highs of 29°F to lows of 10°F. Cap off your sightseeing on the 8th (Tue) early enough to go by car to Rockland.

Things to do in Bangor

Parks · Museums · Outdoors · Historic Sites

Side Trips

Rockland

— 10 nights
Rockland is a city in Knox County, Maine, in the United States. Get some historical perspective at Maine Lighthouse Museum and Marshall Point Lighthouse Museum. Eschew the tourist crowds and head to Camden Harbor Park and Amphitheatre and Camden Snow Bowl. Explore Rockland's surroundings by going to Castle Tucker (in Wiscasset), Opera House at Boothbay Harbor (in Boothbay Harbor) and Glidden Point Oyster Farms (in Edgecomb). The adventure continues: see the interesting displays at Owls Head Transportation Museum, walk around Buoy Park, pause for some photo ops at Andre the Seal Statue, and shop like a local with Owls Head Lighthouse.

To find maps, traveler tips, reviews, and tourist information, refer to the Rockland tour itinerary builder.

Drive from Bangor to Rockland in 2 hours. Alternatively, you can take a bus. Traveling from Bangor in February, plan for somewhat warmer nights in Rockland, with lows around 16°F. Cap off your sightseeing on the 18th (Fri) early enough to go by car to Bar Harbor.

Things to do in Rockland

Parks · Museums · Historic Sites · Nature

Side Trips

Bar Harbor, Mount Desert Island

— 11 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Ship Harbor Nature Trail and Egg Rock Light will appeal to history buffs. You'll explore and learn at Bar Harbor Historical Society - La Rochelle Mansion and Musuem and Maine Granite Industry Museum. You'll find plenty of places to visit near Bar Harbor: Southwest Harbor (Wonderland Trail & Perpendicular Trail), Woodlawn Museum (in Ellsworth) and Maine Coastal Islands National Wildlife Refuge (in Milbridge). There's still lots to do: indulge in some personalized pampering at some of the best spas, stroll through Shore Path, make a trip to Land Bridge to Bar Island, and hike along Bar Island Trails.

For ratings, more things to do, where to stay, and more tourist information, refer to the Bar Harbor trip planning website.

Drive from Rockland to Bar Harbor in 2.5 hours. Alternatively, you can take a bus. February in Bar Harbor sees daily highs of 33°F and lows of 15°F at night. On the 1st (Tue), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Bar Harbor

Parks · Outdoors · Wildlife · Trails

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.