60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine tour itinerary planner

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Make it your trip
Fly
1
Bangor
— 7 nights
Drive
2
Lubec
— 7 nights
Drive
3
Winter Harbor
— 7 nights
Drive
4
Bar Harbor, Mount Desert Island
— 13 nights
+2
Drive to Hancock County-Bar Harbor Airport, Fly to Bangor International Airport, Drive to Greenville
5
Greenville
— 8 nights
Drive
6
Boothbay Harbor
— 8 nights
Drive
7
Ogunquit
— 9 nights
Fly

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Bangor

— 7 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. Explore Bangor's surroundings by going to Chapter Two Art Gallery (in Corea), Twin Maple Outdoors (in Bradford) and Belfast (Belfast City Park, Belfast Historical Society & Museum, &more). And it doesn't end there: explore the different monuments and memorials at Mount Hope Garden Cemetery, steep yourself in history at Penobscot Marine Museum, admire the natural beauty at The Granite Garden Gallery, and enjoy breathtaking views from Penobscot Narrows Bridge and Observatory.

To find where to stay, photos, maps, and other tourist information, read Bangor online tour planner.

Chicago to Bangor is an approximately 4-hour flight. You can also drive; or take a bus. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Chicago in June, expect Bangor to be a bit cooler, temps between 74°F and 52°F. Finish your sightseeing early on the 19th (Sat) to allow enough time to travel to Lubec.

Things to do in Bangor

Parks · Museums · Outdoors · Wildlife

Side Trips

Lubec

— 7 nights
Lubec is a town in Washington County, Maine, United States. Explore Lubec's surroundings by going to Machias (Burnham Tavern & Bad Little Falls Park), Calais (Saint Croix Island International Historic Site & Calais Waterfront Walkway) and Roque Bluffs State Park (in Roque Bluffs). There's still lots to do: enjoy the sea views from West Quoddy Head Light, head off the coast to Beals Island, take in the awesome beauty at Klondike Mountain, and stop by The Commons Eastport.

To see traveler tips, other places to visit, and tourist information, read Lubec holiday builder.

Traveling by car from Bangor to Lubec takes 2.5 hours. Traveling from Bangor in June, you will find days in Lubec are slightly colder (68°F), and nights are about the same (52°F). Finish your sightseeing early on the 26th (Sat) to allow enough time to drive to Winter Harbor.

Things to do in Lubec

Parks · Nature · Wildlife · Museums

Side Trips

Winter Harbor

— 7 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 Lamoine State Park (in Lamoine), Abby Aldrich Rockefeller Garden (in Seal Harbor) and Frenchman Bay Conservancy (in Hancock). There's lots more to do: explore the striking landscape at Schoodic Point, tour or see a show at Schoodic Institute at Acadia National Park, take in the exciting artwork at Works of Hand, and stop by Winter Harbor 5&10.

To find reviews, ratings, more things to do, and more tourist information, go to the Winter Harbor trip planner.

You can drive from Lubec to Winter Harbor in 2 hours. In June, daily temperatures in Winter Harbor can reach 68°F, while at night they dip to 52°F. On the 3rd (Sat), you're off to Bar Harbor.

Things to do in Winter Harbor

Parks · Nature · Museums · 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. Change things up with these side-trips from Bar Harbor: Southwest Harbor (Wonderland Trail, Mansell Mountain, &more). The adventure continues: head outdoors with Outdoor Activities, take your sightseeing to a higher altitude at Cadillac Mountain, make a trip to Land Bridge to Bar Island, and hike along Champlain Mountain & Beehive Loop Trail.

Plan a trip to Bar Harbor easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by car from Winter Harbor to Bar Harbor takes an hour. In July, plan for daily highs up to 75°F, and evening lows to 58°F. Finish up your sightseeing early on the 16th (Fri) so you can travel to Greenville.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Greenville

— 8 nights
Greenville is a town in Piscataquis County, Maine, United States. Get out of town with these interesting Greenville side-trips: Borestone Mountain (in Rockwood), Moose Country Safaris (in Sangerville) and Dead River Expeditions (in The Forks). The adventure continues: contemplate the waterfront views at Moosehead Lake, get engrossed in the history at Moosehead Historical Society, take in the dramatic scenery at Moxie Falls, and admire the majestic nature at Mount Kineo State Park.

To see traveler tips, other places to visit, maps, and tourist information, refer to the Greenville travel route planner.

The Route module can help you plan travel from Bar Harbor to Greenville. July in Greenville sees daily highs of 75°F and lows of 58°F at night. Wrap up your sightseeing on the 24th (Sat) early enough to travel to Boothbay Harbor.

Things to do in Greenville

Parks · Nature · Wildlife · Outdoors

Side Trips

Boothbay Harbor

— 8 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Change things up with these side-trips from Boothbay Harbor: Haynes Gallery (in Thomaston), Popham Beach State Park (in Phippsburg) and Camden (Camden Hills State Park, Mount Battie, &more). And it doesn't end there: admire the natural beauty at Coastal Maine Botanical Gardens, get outside with Outdoor Activities, head off the coast to Cabbage Island, and get engrossed in the history at Boothbay Region Historical Society Museum.

To find other places to visit, reviews, ratings, and tourist information, go to the Boothbay Harbor driving holiday planning site.

Traveling by car from Greenville to Boothbay Harbor takes 3 hours. In July, plan for daily highs up to 79°F, and evening lows to 59°F. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Ogunquit.

Things to do in Boothbay Harbor

Parks · Museums · Nature · Historic Sites

Side Trips

Ogunquit

— 9 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.
Venture out of the city with trips to Ferry Beach (in Scarborough), Portland (Old Port, Allagash Brewing Company, &more) and South Portland (Spring Point Shoreway & Portland Breakwater Lighthouse). And it doesn't end there: appreciate the extensive heritage of Marginal Way Walkway, stroll through Wells Reserve at Laudholm, take a memorable drive along Ocean Ave, and enjoy the sand and surf at Wells Beach.

For reviews, photos, other places to visit, and other tourist information, go to the Ogunquit trip itinerary maker website.

You can drive from Boothbay Harbor to Ogunquit in 2 hours. Other options are to do a combination of taxi and train; or do a combination of taxi and bus. In August, daily temperatures in Ogunquit can reach 80°F, while at night they dip to 54°F. Finish up your sightseeing early on the 10th (Tue) so you can catch the flight back home.

Things to do in Ogunquit

Parks · Outdoors · Beaches · Historic Sites

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.