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), South Portland (Mill Creek Park & Spring Point Shoreway) and Portland Head Light (in Cape Elizabeth). There's lots more to do: appreciate the extensive heritage of Marginal Way Walkway, get a new perspective on things with Boat Tours & Water Sports, kick back and relax at Wells Beach, and cool off at Old Orchard Beach.

To see traveler tips, other places to visit, ratings, and more tourist information, go to the Ogunquit trip planning site.

Mobile to Ogunquit is an approximately 7.5-hour flight. You can also do a combination of flight and bus; or drive. The time zone difference when traveling from Mobile to Ogunquit is 1 hour. When traveling from Mobile in June, plan for little chillier days in Ogunquit, with highs around 75°F, while nights are cooler with lows around 52°F. Wrap up your sightseeing on the 9th (Wed) to allow time to drive to Boothbay Harbor.
Outdoors · Parks · Beaches · Historic Sites
Side Trips

Boothbay Harbor — 8 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. Get out of town with these interesting Boothbay Harbor side-trips: Museum L-A (in Lewiston), Rockport Marine Park (in Rockport) and Camden (Ducktrap Bay Trading Co, Mount Battie, &more). The adventure continues: take in the pleasant sights at Coastal Maine Botanical Gardens, step off the mainland to explore Cabbage Island, visit a coastal fixture at Rockland Breakwater Light, and see the interesting displays at Owls Head Transportation Museum.

To see other places to visit, where to stay, traveler tips, and more tourist information, refer to the Boothbay Harbor road trip website.

You can drive from Ogunquit to Boothbay Harbor in 2 hours. Other options are to 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. Finish your sightseeing early on the 17th (Thu) so you can travel to Greenville.
Parks · Nature · Wildlife · Outdoors
Side Trips

Greenville — 7 nights

Greenville is a town in Piscataquis County, Maine, United States. Explore the numerous day-trip ideas around Greenville: Jackman (Attean Pond & Attean Overlook), Mount Katahdin (in Millinocket) and Dead River Expeditions (in The Forks). There's much more to do: explore the activities along Moosehead Lake, admire the sheer force of Moxie Falls, get engrossed in the history at Moosehead Historical Society, and tour the pleasant surroundings at Borestone Mountain.

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.
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, don't miss a visit to Land Bridge to Bar Island, 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.
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 Sullivan (The Granite Garden Gallery, Spring Woods Gallery, &more), Milbridge (McClellan Park & Chipman's Wharf) and Wild Blueberry Land (in Columbia Falls). And it doesn't end there: take in the dramatic natural features at Schoodic Point, admire the natural beauty at Abby Aldrich Rockefeller Garden, look for gifts at Winter Harbor 5&10, and shop like a local with Whopaints.

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.
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: Reversing Falls Park (in Pembroke), Machias (The Bold Coast & Bad Little Falls Park) and Baileyville (Moosehorn National Wildlife Refuge & Pocomoonshine Lake). Next up on the itinerary: enjoy the sea views from West Quoddy Head Light, tour the pleasant surroundings at Hamilton Cove Preserve, see the interesting displays at McCurdy Smokehouse Museum, and take in the awesome beauty at Klondike Mountain.

For more things to do, traveler tips, and more tourist information, go to the Lubec online day trip planner.

You can drive from Winter Harbor to Lubec in 2 hours. Expect a daytime high around 75°F in July, and nighttime lows around 58°F. Cap off your sightseeing on the 22nd (Thu) early enough to travel to Bangor.
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, stroll around Bucksport Waterfront Walkway, see the interesting displays at Cole Land Transportation Museum, and admire the striking features of Stephen King's House.

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.
Parks · Museums · Outdoors · Wildlife
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.