60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine holiday planner
©
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

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 Wells Reserve at Laudholm. Visit Spring Point Ledge Lighthouse and Portland Breakwater Lighthouse for their historical value. Change things up with these side-trips from Portland: Boothbay Harbor (Burnt Island Lighthouse & Boothbay Region Land Trust), Brunswick (Joshua L. Chamberlain Museum & Bowdoin College Museum of Art) and Giant's Stairs Trail (in Bailey Island). There's still lots to do: take a tour by water with Boat Tours & Water Sports, explore the activities along Casco Bay, take an in-depth tour of Maine State Museum, and have fun and explore at Children's Museum and Theatre of Maine.

For other places to visit, where to stay, reviews, and tourist information, go to the Portland online day trip planner.

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. Expect a bit warmer weather when traveling from Anchorage in January: highs in Portland hover around 33°F, while lows dip to 16°F. Finish up your sightseeing early on the 14th (Fri) so you can travel to Rangeley.
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 Sugarloaf Mountain. You'll find plenty of places to visit near Rangeley: Bethel (Carter's X-C Ski Center, Sunday River Covered Bridge, &more), Bigelow Preserve (in Stratton) and Wilson Lake (in Wilton). There's lots more to do: stroll through Rangeley Lakes Trails Center, admire the majestic nature at Rangeley Lake State Park, trek along Cascade Stream Gorge Trail, and take your sightseeing to a higher altitude at Bald Mountain.

To see more things to do, photos, and other tourist information, refer to the Rangeley trip planner.

You can drive from Portland to Rangeley in 2.5 hours. Plan for little chillier temperatures traveling from Portland in January, with highs in Rangeley at 27°F and lows at 5°F. Cap off your sightseeing on the 21st (Fri) early enough to go by car to Greenville.
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 Mount Kineo State Park. Explore hidden gems such as Off-Road Tours and Prong Pond. You'll find plenty of places to visit near Greenville: Rockwood (Mount Kineo, Elephant Mountain, &more), River Rafting & Tubing (in The Forks) and Katahdin Woods and Waters National Monument (in Patten). And it doesn't end there: admire the majestic nature at Lily Bay State Park, identify plant and animal life at Moose Country Safaris, take an in-depth tour of Katahdin Cruises and Moosehead Marine Museum, and stop by Moosehead Lake Indian Store at Kamp Kamp.

To see where to stay, maps, more things to do, and other tourist information, you can read our Greenville trip planner.

Traveling by car from Rangeley to Greenville takes 2.5 hours. Expect a daytime high around 23°F in January, and nighttime lows around 8°F. Wrap up your sightseeing on the 30th (Sun) early enough to drive to Bangor.
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 Stephen King's House. You'll find plenty of places to visit near Bangor: Millinocket (River Rafting & Tubing & Baxter State Park), Castine (Castine Historical Society & Wilson Museum) and Waterville (Two Cent Bridge & Colby College Museum of Art). There's still lots to do: have fun and explore at Maine Discovery Museum, grab your bike and head to Penobscot River Walkway, take in the exciting artwork at the rock & art shop, and fly down the slopes at New Hermon Mountain.

Start your trip to Bangor by creating a personalized itinerary on Inspirock.

You can drive from Greenville to Bangor in 2 hours. When traveling from Greenville in January, plan for a bit warmer days and about the same nights in Bangor: temperatures range from 29°F by day to 10°F at night. Wrap up your sightseeing on the 8th (Tue) to allow time to drive to Rockland.
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 Colonial Pemaquid State Historic Site. Eschew the tourist crowds and head to Camden Harbor Park and Amphitheatre and Owls Head Transportation Museum. Explore Rockland's surroundings by going to Opera House at Boothbay Harbor (in Boothbay Harbor), Marshall Point Lighthouse Museum (in Port Clyde) and Castle Tucker (in Wiscasset). And it doesn't end there: fly down the slopes at Camden Snow Bowl, pause for some photo ops at Andre the Seal Statue, take in the pleasant sights at Belfast Harborwalk, and do a tasting at Cellardoor Winery.

For where to stay, reviews, traveler tips, and more tourist information, you can read our Rockland tour planning website.

You can drive from Bangor to Rockland in 2 hours. Alternatively, you can take a bus. Traveling from Bangor in February, Rockland is somewhat warmer at night with lows of 16°F. Wrap up your sightseeing on the 18th (Fri) early enough to drive to Bar Harbor.
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 Woodlawn Museum will appeal to history buffs. You'll explore and learn at Bar Harbor Historical Society - La Rochelle Mansion and Musuem and Wendell Gilley Museum. You'll find plenty of places to visit near Bar Harbor: Beech Mountain Trail (in Acadia National Park), Southwest Harbor (Wonderland Trail & Perpendicular Trail) and Maine Coastal Islands National Wildlife Refuge (in Milbridge). There's still lots to do: contemplate the waterfront views at Frenchman Bay, stroll through Shore Path, make a trip to Land Bridge to Bar Island, and indulge in some personalized pampering at some of the best spas.

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 drive; or 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.
Parks · Outdoors · Wildlife · Trails
Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Gift & Specialty Shops
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.