60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine trip itinerary planner

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Make it your trip
Fly to Boston, Bus to Ogunquit
1
Ogunquit
— 8 nights
Drive
2
Boothbay Harbor
— 8 nights
Drive
3
Greenville
— 7 nights
Drive
4
Bar Harbor, Mount Desert Island
— 13 nights
Drive
5
Winter Harbor
— 8 nights
Drive
6
Lubec
— 7 nights
Drive
7
Bangor
— 8 nights
Fly

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Ogunquit

— 8 nights
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
You'll find plenty of places to visit near Ogunquit: Portland (Eastern Promenade Trail, Casco Bay, &more), Portland Head Light (in Cape Elizabeth) and South Portland (Mill Creek Park & Spring Point Shoreway). There's lots more to do: get to know the fascinating history of Marginal Way Walkway, enjoy the sea views from Nubble Lighthouse, kick back and relax at Ogunquit Beach, and look for all kinds of wild species at Wells Reserve at Laudholm.

To see photos, other places to visit, reviews, and tourist information, you can read our Ogunquit trip planner.

Mobile to Ogunquit is an approximately 7.5-hour flight. You can also do a combination of flight and bus; or drive. Traveling from Mobile to Ogunquit, you'll lose 1 hour due to the time zone difference. When traveling from Mobile in June, plan for a bit cooler days and much colder nights in Ogunquit: temperatures range from 75°F by day to 52°F at night. Cap off your sightseeing on the 9th (Wed) early enough to go by car to Boothbay Harbor.

Things to do in Ogunquit

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Boothbay Harbor

— 8 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore Boothbay Harbor's surroundings by going to Rockport Marine Park (in Rockport), Museum L-A (in Lewiston) and Camden (Ducktrap Bay Trading Co, Mount Battie, &more). There's much more to do: admire the natural beauty at Coastal Maine Botanical Gardens, see the interesting displays at Owls Head Transportation Museum, enjoy the sea views from Pemaquid Point Lighthouse, and look for all kinds of wild species at Boothbay Region Land Trust.

For photos, ratings, other places to visit, and other tourist information, read our Boothbay Harbor tour itinerary maker site.

Traveling by car from Ogunquit to Boothbay Harbor takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and taxi. In June, daytime highs in Boothbay Harbor are 73°F, while nighttime lows are 52°F. Wrap up your sightseeing on the 17th (Thu) early enough to travel to Greenville.

Things to do in Boothbay Harbor

Parks · Nature · Outdoors · Museums

Side Trips

Greenville

— 7 nights
Greenville is a town in Piscataquis County, Maine, United States. Explore the numerous day-trip ideas around Greenville: Mount Katahdin (in Millinocket), Dead River Expeditions (in The Forks) and Jackman (Attean Pond & Attean Overlook). There's much more to do: explore the activities along Moosehead Lake, admire the majestic nature at Lily Bay State Park, get engrossed in the history at Katahdin Cruises and Moosehead Marine Museum, and see exotic creatures in open habitats at Moose Country Safaris.

To see traveler tips, ratings, photos, and more tourist information, use the Greenville online holiday planner.

Getting from Boothbay Harbor to Greenville by car takes about 3 hours. While traveling from Boothbay Harbor, expect a bit cooler days and about the same nights in Greenville, ranging from highs of 68°F to lows of 51°F. Finish your sightseeing early on the 24th (Thu) to allow enough time to travel to Bar Harbor.

Things to do in Greenville

Parks · Nature · Wildlife · Outdoors

Side Trips

Bar Harbor, Mount Desert Island

— 13 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore the numerous day-trip ideas around Bar Harbor: Southwest Harbor (Wonderland Trail & Mansell Mountain). There's much more to do: get a new perspective on things with Boat Tours & Water Sports, take your sightseeing to a higher altitude at Cadillac Mountain, see the interesting displays at The Seal Cove Auto Museum, and take in the dramatic natural features at Schoodic Peninsula.

To see maps, photos, where to stay, and more tourist information, go to the Bar Harbor online route planner.

Getting from Greenville to Bar Harbor by car takes about 3 hours. Other options: drive. In June, daily temperatures in Bar Harbor can reach 68°F, while at night they dip to 52°F. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Winter Harbor.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Winter Harbor

— 8 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 Winter Harbor's surroundings by going to Milbridge (McClellan Park & Chipman's Wharf), Sullivan (The Granite Garden Gallery, Spring Woods Gallery, &more) and Wild Blueberry Land (in Columbia Falls). And it doesn't end there: take in the dramatic natural features at Schoodic Point, look for all kinds of wild species at Frenchman Bay Conservancy, look for gifts at Winter Harbor 5&10, and admire all the interesting features of Schoodic National Scenic Byway.

For reviews, other places to visit, traveler tips, and tourist information, read our Winter Harbor trip site.

You can drive from Bar Harbor to Winter Harbor in an hour. In July in Winter Harbor, expect temperatures between 75°F during the day and 58°F at night. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Lubec.

Things to do in Winter Harbor

Parks · Nature · Wildlife · Museums

Side Trips

Lubec

— 7 nights
Lubec is a town in Washington County, Maine, United States. Change things up with these side-trips from Lubec: Baileyville (Moosehorn National Wildlife Refuge & Pocomoonshine Lake), Reversing Falls Park (in Pembroke) and Jasper Beach (in Machiasport). There's much more to do: visit a coastal fixture at West Quoddy Head Light, look for all kinds of wild species at Hamilton Cove Preserve, take in the awesome beauty at Klondike Mountain, and kick back and relax at Cobscook Bay.

To find other places to visit, photos, traveler tips, and tourist information, use the Lubec route planner.

Traveling by car from Winter Harbor to Lubec takes 2 hours. July in Lubec sees daily highs of 75°F and lows of 58°F at night. Wrap up your sightseeing on the 22nd (Thu) to allow time to travel to Bangor.

Things to do in Lubec

Parks · Nature · Wildlife · Museums

Side Trips

Bangor

— 8 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. Change things up with these side-trips from Bangor: Twin Maple Outdoors (in Bradford), Castine (Wilson Museum & T/S State of Maine) and Holbrook Island Sanctuary (in Brooksville). There's still lots to do: explore the different monuments and memorials at Mount Hope Garden Cemetery, steep yourself in history at Penobscot Marine Museum, see the interesting displays at Cole Land Transportation Museum, and look for all kinds of wild species at Orono Bog Boardwalk.

For maps, traveler tips, other places to visit, and more tourist information, you can read our Bangor road trip site.

Getting from Lubec to Bangor by car takes about 2.5 hours. In July, daily temperatures in Bangor can reach 80°F, while at night they dip to 59°F. Wrap up your sightseeing on the 30th (Fri) early enough to fly back home.

Things to do in Bangor

Parks · Museums · Outdoors · Wildlife

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.