60 days in Maine Itinerary

Created using Inspirock Maine trip planner
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Make it your trip
Fly to Portland International Jetport, Drive to South Portland
1
South Portland
— 7 nights
Drive
2
Kennebunkport
— 6 nights
Drive
3
Ogunquit
— 7 nights
Drive
4
Rangeley
— 6 nights
Drive
5
Greenville
— 3 nights
Drive
6
Madawaska
— 1 night
Drive
7
Lubec
— 2 nights
Drive
8
Winter Harbor
— 3 nights
Drive
9
Acadia National Park, Mount Desert Island
— 7 nights
Drive
10
Southwest Harbor, Mount Desert Island
— 4 nights
Drive
11
Seal Cove
— 2 nights
Drive
12
Camden
— 5 nights
Drive
13
Wiscasset
— 6 nights
Drive to Portland International Jetport, Fly to Atlanta

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South Portland — 7 nights

South Portland is a city in Cumberland County, Maine, United States, and is the fourth-largest city in the state, incorporated in 1898. Get out of town with these interesting South Portland side-trips: Bretton Woods Canopy Tour (in Bretton Woods), Glen Ellis Falls (in Jackson) and North Conway (Black Cap Hiking Trail, Kancamagus Highway, &more). Next up on the itinerary: visit a coastal fixture at Portland Head Light, admire the masterpieces at Portland Museum of Art, let your taste buds guide you at The Maine Brew Bus, and see what you can catch with a fishing tour.

For more things to do, photos, where to stay, and tourist information, use the South Portland travel itinerary planner.

Atlanta to South Portland is an approximately 5.5-hour combination of flight and car. You can also drive. Prepare for a bit cooler weather when traveling from Atlanta in May: high temperatures in South Portland hover around 64°F and lows are around 45°F. Finish your sightseeing early on the 8th (Sat) so you can drive to Kennebunkport.
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Parks · Outdoors · Nature · Breweries & Distilleries
Side Trips
Find places to stay May 1 — 8:
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Kennebunkport — 6 nights

Kennebunkport is a town in York County, Maine, United States. Kennebunkport is known for scenic drive, historic sites, and beaches. Your trip includes some of its best attractions: cruise along Ocean Ave, view the masterpieces at Mast Cove Gallery, stop by Maine-ly Drizzle, and relax and rejuvenate at Cottage Breeze Day Spa & Boutique.

To find more things to do, maps, ratings, and tourist information, use the Kennebunkport online road trip planner.

Getting from South Portland to Kennebunkport by car takes about an hour. Other options: drive. In May, plan for daily highs up to 66°F, and evening lows to 43°F. Wrap up your sightseeing on the 14th (Fri) to allow time to drive to Ogunquit.
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Outdoors · Parks · Beaches · Shopping
Side Trips
Find places to stay May 8 — 14:
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Ogunquit — 7 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.
Explore the numerous day-trip ideas around Ogunquit: Wright Museum of WWII (in Wolfeboro), Abenaki Tower (in Tuftonboro) and Story Land (in Glen). The adventure continues: appreciate the extensive heritage of Marginal Way Walkway, steep yourself in history at Strawbery Banke Museum, take in the awesome beauty at West Rattlesnake Mountain, and admire the masterpieces at Ogunquit Museum of American Art.

To see photos, more things to do, traveler tips, and other tourist information, go to the Ogunquit online tour planner.

Ogunquit is just a stone's throw from Kennebunkport. In May in Ogunquit, expect temperatures between 66°F during the day and 43°F at night. Wrap up your sightseeing on the 21st (Fri) early enough to drive to Rangeley.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay May 14 — 21:
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Rangeley — 6 nights

Rangeley is a town in Franklin County, Maine, USA. The population was 1,168 at the 2010 census. Explore the numerous day-trip ideas around Rangeley: Tumbledown Mountain (in Weld), Bethel (Grafton Notch State Park, Sunday River Covered Bridge, &more) and Newry (Screw Auger Falls & Step Falls Preserve Hiking Trail). There's much more to do: take a memorable drive along Height of Land, stop by First Lake General Store, examine the collection at Maine Forestry Museum, and explore the activities along Lake Memphremagog.

To find more things to do, maps, reviews, and tourist information, you can read our Rangeley trip planner.

You can drive from Ogunquit to Rangeley in 3 hours. Another option is to drive. May in Rangeley sees daily highs of 68°F and lows of 39°F at night. Finish your sightseeing early on the 27th (Thu) so you can drive to Greenville.
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Parks · Nature · Museums · Trails
Side Trips
Find places to stay May 21 — 27:
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Greenville — 3 nights

Greenville is a town in Piscataquis County, Maine, United States. Explore the numerous day-trip ideas around Greenville: River Rafting & Tubing (in The Forks), Mount Katahdin (in Millinocket) and Houston Brook Falls (in Bingham). Next up on the itinerary: contemplate the waterfront views at Moosehead Lake, admire the majestic nature at Lily Bay State Park, take in the dramatic scenery at Moxie Falls, and see Off-Road Tours.

For more things to do, ratings, reviews, and tourist information, read our Greenville online trip itinerary builder.

You can drive from Rangeley to Greenville in 2.5 hours. Traveling from Rangeley in May, you will find days in Greenville are a bit cooler (62°F), and nights are about the same (43°F). Wrap up your sightseeing on the 30th (Sun) to allow time to drive to Madawaska.
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Parks · Nature · Tours · Outdoors
Side Trips
Find places to stay May 27 — 30:
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Madawaska — 1 night

Madawaska is a town in Aroostook County, Maine, United States. Start off your visit on the 31st (Mon): get in on the family fun at Madawaska Four Corners Park and then walk around Maine Acadian Culture.

To see maps, where to stay, other places to visit, and more tourist information, go to the Madawaska online route planner.

Getting from Greenville to Madawaska by car takes about 5 hours. Other options: drive. In May, daily temperatures in Madawaska can reach 61°F, while at night they dip to 41°F. Finish your sightseeing early on the 31st (Mon) to allow enough time to drive to Lubec.
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Parks · Theme Parks
Find places to stay May 30 — 31:
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Highlights from your trip

Lubec — 2 nights

Lubec is a town in Washington County, Maine, United States. Kick off your visit on the 1st (Tue): look for all kinds of wild species at Bog Brook Cove Preserve, take in the dramatic natural features at The Bold Coast, and then kick back and relax at Jasper Beach. On the next day, tour the pleasant surroundings at Cobscook Bay, browse for treasures at The Clutter Shop Antique and Vintage Desirables, and then enjoy the sea views from West Quoddy Head Light.

To plan Lubec vacation without wasting time, ask Inspirock to design an itinerary.

You can drive from Madawaska to Lubec in 5 hours. Another option is to drive. In May, plan for daily highs up to 60°F, and evening lows to 43°F. Finish your sightseeing early on the 2nd (Wed) so you can drive to Winter Harbor.
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Parks · Beaches · Outdoors · Historic Sites
Side Trips
Find places to stay May 31 — Jun 2:
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Winter Harbor — 3 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 Chipman's Wharf (in Milbridge), Hancock (Petit Manan National Wildlife Refuge & Frenchman Bay Conservancy) and Catherine Hill Winery (in Cherryfield). There's still lots to do: explore the striking landscape at Schoodic Point, take in the exciting artwork at Spring Woods Gallery, admire all the interesting features of Schoodic National Scenic Byway, and do a tasting at Bartlett Maine Estate Winery.

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

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. Wrap up your sightseeing on the 5th (Sat) to allow time to drive to Acadia National Park.
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Parks · Nature · Wildlife · Shopping
Side Trips
Find places to stay Jun 2 — 5:
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Acadia National Park, Mount Desert Island — 7 nights

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Acadia National Park is known for nature, trails, and scenic drive. Your trip includes some of its best attractions: take your sightseeing to a higher altitude at Cadillac Mountain, explore the striking landscape at Otter Cliff, hike along Heart of Acadia Loop, and contemplate the waterfront views at Jordan Pond Path Trailhead.

For ratings, photos, where to stay, and tourist information, refer to the Acadia National Park trip maker tool.

Getting from Winter Harbor to Acadia National Park by car takes about 1.5 hours. In June, plan for daily highs up to 68°F, and evening lows to 52°F. Cap off your sightseeing on the 12th (Sat) early enough to go by car to Southwest Harbor.
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Parks · Outdoors · Trails · Nature
Side Trips
Find places to stay Jun 5 — 12:
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Southwest Harbor, Mount Desert Island — 4 nights

Southwest Harbor is a town in Hancock County, Maine, United States. Get out of town with these interesting Southwest Harbor side-trips: T/S State of Maine (in Castine) and Stonington Village (in Stonington). Next up on the itinerary: take in nature's colorful creations at Asticou Azalea Garden, get to know the fascinating history of Ship Harbor Nature Trail, hike along Wonderland Trail, and stop by Naturalist's Notebook.

To see where to stay, photos, and tourist information, read Southwest Harbor visit planning tool.

Southwest Harbor is very close to Acadia National Park. In June, daytime highs in Southwest Harbor are 68°F, while nighttime lows are 52°F. Finish up your sightseeing early on the 16th (Wed) so you can go by car to Seal Cove.
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Parks · Trails · Outdoors · Historic Sites
Side Trips
Find places to stay Jun 12 — 16:
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Seal Cove — 2 nights

Tremont is a town in Hancock County, Maine, United States. Kick off your visit on the 17th (Thu): see the interesting displays at The Seal Cove Auto Museum. Here are some ideas for day two: tour the pleasant surroundings at Blue Hill Mountain, then examine the collection at Jonathan Fisher House, and then look for gifts at Blue Hill Co-op Community Market.

To see more things to do, photos, ratings, and other tourist information, use the Seal Cove itinerary maker.

Seal Cove is very close to Southwest Harbor. Expect a daytime high around 68°F in June, and nighttime lows around 52°F. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Camden.
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Museums · Parks · Shopping · Trails
Side Trip
Find places to stay Jun 16 — 18:
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Camden — 5 nights

You'll find plenty of places to visit near Camden: Marshall Point Lighthouse Museum (in Port Clyde) and Bar Harbor (Land Bridge to Bar Island, Shore Path, &more).

To find reviews, more things to do, and more tourist information, refer to the Camden travel itinerary planner.

Drive from Seal Cove to Camden in 2 hours. Expect a daytime high around 68°F in June, and nighttime lows around 51°F. Wrap up your sightseeing on the 23rd (Wed) early enough to drive to Wiscasset.
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Parks · Nature · Wildlife · Museums
Side Trips
Find places to stay Jun 18 — 23:
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Wiscasset — 6 nights

Wiscasset is a town in and the county seat of Lincoln County, Maine, in the United States. Explore the numerous day-trip ideas around Wiscasset: New Harbor (Pemaquid Point Lighthouse & Colonial Pemaquid State Historic Site), Rockland Breakwater Light (in Rockland) and Bath (Maine Maritime Museum & South End Dog Park). There's lots more to do: kick back and relax at Popham Beach State Park, ponder the world of politics at State Capitol, make a trip to rendall Fine Art, and immerse yourself in nature at Reid State Park.

To see ratings, where to stay, reviews, and more tourist information, go to the Wiscasset online travel route planner.

You can drive from Camden to Wiscasset in an hour. June in Wiscasset sees daily highs of 73°F and lows of 52°F at night. Finish your sightseeing early on the 29th (Tue) to allow enough time to drive back home.
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Parks · Nature · Outdoors · Trails
Side Trips
Find places to stay Jun 23 — 29:
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Maine travel guide

4.6
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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Kennebunks travel guide

4.6
Scenic Drive · Beaches · Churches

Mid Coast Maine travel guide

4.7
Lighthouses · Dolphin & Whale Watching · Scenic Walking Areas