60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine vacation builder

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Make it your trip
Fly
1
Portland
— 23 nights
Drive
2
Greenville
— 6 nights
Drive
3
Lubec
— 7 nights
Drive
4
Bar Harbor, Mount Desert Island
— 14 nights
Drive
5
Rockland
— 9 nights
Fly

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Portland

— 23 nights

The Forest City

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.
Your cultural itinerary includes sights like Marginal Way Walkway and Ogunquit Museum of American Art. Escape the urban bustle at Wells Beach and Ocean Ave. Venture out of the city with trips to Kennebunk (Gooch's Kennebunk Beach & Mother's Beach), Kennebunkport (St. Ann's Episcopal Church, Compliments, &more) and Brunswick (Joshua L. Chamberlain Museum & Bowdoin College Museum of Art). There's much more to do: tour the pleasant surroundings at Wells Reserve at Laudholm, learn more about the world around you at Maine State Museum, kick back and relax at Short Sands Beach, and immerse yourself in nature at Popham Beach State Park.

To see where to stay, other places to visit, ratings, and other tourist information, use the Portland trip itinerary maker website.

Lexington to Portland is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and train. Traveling from Lexington in June, things will get a bit cooler in Portland: highs are around 73°F and lows about 54°F. Cap off your sightseeing on the 24th (Fri) early enough to travel to Greenville.

Things to do in Portland

Parks · Outdoors · Beaches · Nature

Side Trips

Greenville

— 6 nights
Greenville is a town in Piscataquis County, Maine, United States. Take a break from the city and head to Moosehead Lake and Lily Bay State Park. Explore hidden gems such as Height of Land and Katahdin Cruises and Moosehead Marine Museum. Explore Greenville's surroundings by going to Millinocket (Baxter State Park & Mount Katahdin), Rockwood (Borestone Mountain & Mount Kineo) and River Rafting & Tubing (in The Forks). And it doesn't end there: take an in-depth tour of Moosehead Historical Society, see Off-Road Tours, admire the sheer force of Moxie Falls, and admire the majestic nature at Mount Kineo State Park.

To see where to stay, ratings, more things to do, and more tourist information, you can read our Greenville tour itinerary maker.

Traveling by car from Portland to Greenville takes 3 hours. Traveling from Portland in June, you will find days in Greenville are slightly colder (68°F), and nights are about the same (51°F). Finish your sightseeing early on the 30th (Thu) to allow enough time to travel to Lubec.

Things to do in Greenville

Parks · Nature · Wildlife · Outdoors

Side Trips

Lubec

— 7 nights
Lubec is a town in Washington County, Maine, United States. You'll enjoy a bit of beach vacationing at Jasper Beach and Cobscook Bay. Get outdoors at Bog Brook Cove Preserve and Cutler Coast Public Reserved Land. Change things up with these side-trips from Lubec: Eastport (Raye's Mustard Mill Museum, The Mermaid - a bronze statue by Richard Klyver, &more), Machias Seal Island (in Jonesport) and Chapter Two Art Gallery (in Corea). The adventure continues: examine the collection at McCurdy Smokehouse Museum, pick up a one of a kind souvenir at The Clutter Shop Antique and Vintage Desirables, tour the pleasant surroundings at Hamilton Cove Preserve, and get engrossed in the history at Ruggles House.

You can plan Lubec trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Greenville to Lubec takes 4 hours. In June, plan for daily highs up to 68°F, and evening lows to 52°F. Finish your sightseeing early on the 7th (Thu) to allow enough time to drive to Bar Harbor.

Things to do in Lubec

Parks · Nature · Wildlife · Shopping

Side Trips

Bar Harbor, Mount Desert Island

— 14 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Cole Land Transportation Museum and St. Saviour's Church : are good opportunities to explore the local culture. You'll explore the less-touristy side of things at Sand Beach and Ocean Path. You'll find plenty of places to visit near Bar Harbor: Bass Harbor (Bass Harbor Head Lighthouse & Ship Harbor Nature Trail), Wonderland Trail (in Southwest Harbor) and Winter Harbor (Whopaints Gallery, Schoodic Point, &more). There's much more to do: hike along Champlain Mountain & Beehive Loop Trail, visit Stonington Village, see the interesting displays at The Seal Cove Auto Museum, and surround yourself with nature on a nature and wildlife tour.

To see traveler tips, photos, reviews, and other tourist information, read our Bar Harbor online journey builder.

Traveling by car from Lubec to Bar Harbor takes 2.5 hours. In July, daily temperatures in Bar Harbor can reach 75°F, while at night they dip to 58°F. Finish your sightseeing early on the 21st (Thu) so you can drive to Rockland.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Museums

Side Trips

Rockland

— 9 nights
Rockland is a city in Knox County, Maine, in the United States. Escape the urban bustle at Camden Hills State Park and Samoset Resort Golf Course. Museum-lovers will get to explore Farnsworth Art Museum and Owls Head Transportation Museum. Change things up with these side-trips from Rockland: Marshall Point Lighthouse Museum (in Port Clyde), Belfast (Belfast Harborwalk & Belfast Historical Society & Museum) and Colonial Pemaquid State Historic Site (in New Harbor). There's still lots to do: see the interesting displays at Sail Power and Steam Museum, get engrossed in the history at Boothbay Railway Village, stroll through Sandy Beach, and enjoy the sea views from Rockland Breakwater Light.

To find traveler tips, where to stay, other places to visit, and more tourist information, read Rockland trip planner.

You can drive from Bar Harbor to Rockland in 2.5 hours. Alternatively, you can take a bus. In July, daily temperatures in Rockland can reach 74°F, while at night they dip to 58°F. Finish your sightseeing early on the 30th (Sat) so you can fly back home.

Things to do in Rockland

Museums · Historic Sites · Parks · Nature

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.