23 days in Maine Itinerary

23 days in Maine Itinerary

Created using Inspirock Maine planner
©
Make it your trip
Fly
1
York
— 4 nights
Drive
2
Rangeley
— 3 nights
Drive
3
Greenville
— 3 nights
Drive
4
Rockland
— 5 nights
Drive
5
Bar Harbor, Mount Desert Island
— 7 nights
Fly

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York — 4 nights

York is a town in York County, Maine, United States, near the southern tip of the state. Do some cultural sightseeing at Marginal Way Walkway and Mount Agamenticus. Get outdoors at Wells Reserve at Laudholm and Short Sands Beach. Change things up with these side-trips from York: Seashore Trolley Museum (in Kennebunkport), Portland Head Light (in Cape Elizabeth) and Spring Point Ledge Lighthouse (in South Portland). The adventure continues: visit a coastal fixture at Nubble Lighthouse, tour the pleasant surroundings at Footbridge Beach, view the masterpieces at PANACHE FINE JEWELRY AND ART GALLERY, and explore the world behind art at Ogunquit Museum of American Art.

To find traveler tips, where to stay, and more tourist information, use the York travel planner.

Philadelphia to York is an approximately 3-hour flight. You can also drive; or do a combination of train, bus, and taxi. Expect slightly colder temperatures when traveling from Philadelphia in May; daily highs in York reach 66°F and lows reach 47°F. Wrap up your sightseeing on the 8th (Sun) early enough to travel to Rangeley.
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Historic Sites · Parks · Outdoors · Beaches
Side Trips

Rangeley — 3 nights

Rangeley is a town in Franklin County, Maine, USA. The population was 1,168 at the 2010 census. Step out of the city life by going to Height of Land and Smalls Falls. Eschew the tourist crowds and head to Grafton Notch State Park and Screw Auger Falls. When in Rangeley, make a side trip to see Sugarloaf Mountain in Carrabassett Valley, approximately Carrabassett Valley away. There's more to do: get engrossed in the history at Outdoor Heritage Museum and admire the majestic nature at Rangeley Lake State Park.

Plan trip to Rangeley with our itinerary maker to find out where to go and what to do.

Getting from York to Rangeley by car takes about 3 hours. Traveling from York in May, expect slightly colder with lows of 39°F in Rangeley. Wrap up your sightseeing on the 11th (Wed) to allow time to drive to Greenville.
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Parks · Nature · Outdoors · Historic Sites
Side Trips

Greenville — 3 nights

Greenville is a town in Piscataquis County, Maine, United States. You'll explore the less-touristy side of things at Off-Road Tours and Lily Bay State Park. Visiting Moosehead Lake and Moxie Falls will get you outdoors. Explore the numerous day-trip ideas around Greenville: Mount Katahdin (in Millinocket) and River Rafting & Tubing (in The Forks). There's still lots to do: stop by Moosehead Lake Indian Store at Kamp Kamp.

For where to stay, reviews, and more tourist information, go to the Greenville trip builder.

Getting from Rangeley to Greenville by car takes about 2.5 hours. While traveling from Rangeley, expect little chillier days and about the same nights in Greenville, ranging from highs of 62°F to lows of 43°F. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to Rockland.
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Parks · Nature · Tours · Outdoors
Side Trips

Rockland — 5 nights

Rockland is a city in Knox County, Maine, in the United States. Your inner history buff will appreciate Maine Lighthouse Museum and Owls Head Lighthouse. Cellardoor Winery and Owls Head Transportation Museum are good opportunities to explore the local culture. Explore Rockland's surroundings by going to Popham Beach State Park (in Phippsburg), Marshall Point Lighthouse Museum (in Port Clyde) and Reid State Park (in Georgetown). Next up on the itinerary: learn more about the world around you at Maine State Museum, play a few rounds at Samoset Resort Golf Course, and go for a walk through Coastal Maine Botanical Gardens.

To see maps, where to stay, reviews, and other tourist information, you can read our Rockland online attractions planner.

Traveling by car from Greenville to Rockland takes 3 hours. In May, plan for daily highs up to 59°F, and evening lows to 43°F. Finish your sightseeing early on the 19th (Thu) to allow enough time to drive to Bar Harbor.
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Museums · Parks · Historic Sites · Outdoors
Side Trips

Bar Harbor, Mount Desert Island — 7 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Your inner history buff will appreciate Ship Harbor Nature Trail and Egg Rock Light. Get outdoors at Frenchman Bay and Wonderland Trail. There's still lots to do: hike along Bar Island Trails, tour the pleasant surroundings at Bubble Rock, indulge in some personalized pampering at some of the best spas, and play a few rounds at Pirate's Cove Miniature Golf.

To see maps, more things to do, ratings, and more tourist information, go to the Bar Harbor trip maker site.

You can drive from Rockland to Bar Harbor in 2.5 hours. Alternatively, you can take a bus. In May, plan for daily highs up to 60°F, and evening lows to 43°F. Finish your sightseeing early on the 26th (Thu) so you can fly back home.
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Parks · Outdoors · Trails · 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.
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