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
Drive
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). The adventure continues: stroll the grounds of Mount Hope Garden Cemetery, look for gifts at Jacobson Glass Studio, take in panoramic vistas at Penobscot Narrows Bridge and Observatory, and examine the collection at Cole Land Transportation Museum.

To see other places to visit, traveler tips, more things to do, and other tourist information, refer to the Bangor sightseeing site.

Chicago to Bangor is an approximately 4-hour flight. You can also drive; or take a bus. You'll lose 1 hour traveling from Chicago to Bangor due to the time zone difference. Traveling from Chicago in June, things will get little chillier in Bangor: highs are around 74°F and lows about 52°F. Wrap up your sightseeing on the 19th (Sat) early enough 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 Roque Bluffs State Park (in Roque Bluffs), Machias (Burnham Tavern & Bad Little Falls Park) and Calais (Saint Croix Island International Historic Site & Calais Waterfront Walkway). 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 identify plant and animal life at Cutler Coast Public Reserved Land.

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 Abby Aldrich Rockefeller Garden (in Seal Harbor), Frenchman Bay Conservancy (in Hancock) and Lamoine State Park (in Lamoine). 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, explore the world behind art 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 · Shopping

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: get interesting insight from Tours, 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: Dead River Expeditions (in The Forks), Moose Country Safaris (in Sangerville) and Borestone Mountain (in Rockwood). There's still lots to do: explore the activities along Moosehead Lake, identify plant and animal life at Mount Kineo State Park, take a memorable drive along Height of Land, and surround yourself with nature on Lone Wolf Guiding Services.

To find other places to visit, where to stay, and more tourist information, read Greenville tour itinerary maker app.

You can drive from Bar Harbor to Greenville in 3 hours. In July, daily temperatures in Greenville can reach 75°F, while at night they dip to 58°F. Cap off 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: Popham Beach State Park (in Phippsburg), Haynes Gallery (in Thomaston) and Camden (Camden Hills State Park, Mount Battie, &more). And it doesn't end there: admire the natural beauty at Coastal Maine Botanical Gardens, take a memorable tour with Tours, 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 Portland (Old Port, Allagash Brewing Company, &more), Ferry Beach (in Scarborough) and South Portland (Spring Point Shoreway & Portland Breakwater Lighthouse). And it doesn't end there: get to know the fascinating history of Marginal Way Walkway, explore and take pictures at Ocean Ave, take a memorable tour with Tours, and look for all kinds of wild species at Wells Reserve at Laudholm.

For reviews, other places to visit, more things to do, and tourist information, go to the Ogunquit trip planner.

Traveling by car from Boothbay Harbor to Ogunquit takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. August in Ogunquit sees daily highs of 80°F and lows of 54°F at night. Finish your sightseeing early on the 10th (Tue) to allow enough time to fly 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.