56 days in Maine Itinerary

56 days in Maine Itinerary

Created using Inspirock Maine travel planner

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Make it your trip
1
Boothbay Harbor
— 7 nights
Drive
2
Boothbay
— 2 nights
Drive
3
York
— 2 nights
Drive
4
Kennebunkport
— 2 nights
Drive
5
Cape Elizabeth
— 2 nights
Drive
6
South Portland
— 2 nights
Drive
7
Portland
— 3 nights
Drive
8
Acadia National Park
— 7 nights
Drive
9
Camden
— 3 nights
Drive
10
Greenville
— 3 nights
Drive
11
Rockland
— 3 nights
Drive
12
Bangor
— 3 nights
Drive
13
Southwest Harbor
— 3 nights
Drive
14
Bar Harbor
— 7 nights
Drive
15
Wells
— 3 nights
Drive
16
Millinocket
— 3 nights
Drive

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Boothbay Harbor

— 7 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore Boothbay Harbor's surroundings by going to Androscoggin Brunswick-Topsham Riverwalk (in Topsham) and Cliff Trail (in Harpswell). There's lots more to do: head off the coast to Cabbage Island, get engrossed in the history at Boothbay Region Historical Society Museum, identify plant and animal life at Boothbay Region Land Trust, and let your taste buds guide you at a local gastronomic tour.

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

The Route module can give you travel options from your home to Boothbay Harbor. July in Boothbay Harbor sees daily highs of 79°F and lows of 59°F at night. On the 24th (Fri), you're off to Boothbay.

Things to do in Boothbay Harbor

Parks · Tours · Nature · Historic Sites

Side Trips

Boothbay

— 2 nights
Boothbay is a town in Lincoln County, Maine, United States. Kick off your visit on the 25th (Sat): don't miss a visit to Doubling Point Lighthouse, stroll through Reid State Park, contemplate the long history of The Wilson Memorial Chapel, then enjoy the sea views from Pemaquid Point Lighthouse, and finally stop by Pemaquid Craft Co-op. On the 26th (Sun), you'll have a packed day of sightseeing: admire the majestic nature at Colonial Pemaquid State Historic Site, steep yourself in history at Nickels-Sortwell House, and then get engrossed in the history at Boothbay Railway Village.

To see photos, other places to visit, ratings, and other tourist information, read Boothbay tour builder app.

Boothbay is just a short distance from Boothbay Harbor. In July, daily temperatures in Boothbay can reach 79°F, while at night they dip to 59°F. Finish your sightseeing early on the 26th (Sun) so you can travel to York.

Things to do in Boothbay

Historic Sites · Nature · Parks · Museums

Side Trips

York

— 2 nights
York is a town in York County, Maine, United States, near the southern tip of the state. On the 27th (Mon), head outdoors with Fisherman's Walk, then get to know the resident critters at York's Wild Kingdom Zoo and Fun Park, then enjoy the sea views from Nubble Lighthouse, and finally tour the pleasant surroundings at Long Sands Beach. Get ready for a full day of sightseeing on the 28th (Tue): explore the world behind art at George Marshall Store Gallery, then explore the striking landscape at Perkins Cove, then get to know the fascinating history of Marginal Way Walkway, and finally stroll through Short Sands Beach.

To find reviews, photos, other places to visit, and other tourist information, go to the York holiday maker tool.

Traveling by car from Boothbay to York takes 2 hours. In July, daily temperatures in York can reach 81°F, while at night they dip to 63°F. Finish your sightseeing early on the 28th (Tue) so you can drive to Kennebunkport.

Things to do in York

Parks · Outdoors · Beaches · Historic Sites

Side Trip

Kennebunkport

— 2 nights
Kennebunkport is a town in York County, Maine, United States. Start off your visit on the 29th (Wed): shop like a local with Compliments, look for gifts at Scalawags Pet Boutique, then cruise along Ocean Ave, then pause for some serene contemplation at St. Ann's Episcopal Church, and finally take a memorable tour with Tours. Keep things going the next day: don't miss a visit to President Bush Compound, then gain interesting insight with Seashore Trolley Museum, then tour the pleasant surroundings at Goose Rocks Beach, and finally cruise along Walker's Point.

For photos, reviews, ratings, and other tourist information, go to the Kennebunkport route planner.

Kennebunkport is just a short distance from York. Plan for a bit cooler nights when traveling from York in July since evenings lows in Kennebunkport dip to 58°F. Finish your sightseeing early on the 30th (Thu) so you can drive to Cape Elizabeth.

Things to do in Kennebunkport

Outdoors · Scenic Drive · Tours · Museums

Cape Elizabeth

— 2 nights
Cape Elizabeth is a town in Cumberland County, Maine, United States. On the 31st (Fri), walk around Fort Williams Park, enjoy the sea views from Portland Head Light, and then enjoy the sand and surf at Crescent Beach State Park. On the next day, enjoy the sea views from Wood Island Lighthouse, then admire the majestic nature at Two Lights State Park, and then enjoy the sea views from Cape Elizabeth Light.

To find maps, reviews, where to stay, and other tourist information, read our Cape Elizabeth road trip tool.

Drive from Kennebunkport to Cape Elizabeth in an hour. In July, daytime highs in Cape Elizabeth are 79°F, while nighttime lows are 61°F. Cap off your sightseeing on the 1st (Sat) early enough to go by car to South Portland.

Things to do in Cape Elizabeth

Historic Sites · Parks · Nature · Beaches

Side Trip

South Portland

— 2 nights
South Portland is a city in Cumberland County, Maine, United States, and is the fourth-largest city in the state, incorporated in 1898. On the 2nd (Sun), enjoy the sea views from Portland Breakwater Lighthouse, then stroll around Bug Light Park, and then take a tour by water with Boat Tours & Water Sports. On the 3rd (Mon), you'll have a packed day of sightseeing: enjoy the sand and surf at Willard Beach, then visit a coastal fixture at Spring Point Ledge Lighthouse, and then head off the coast to Peaks Island.

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

South Portland is very close to Cape Elizabeth. In August, daily temperatures in South Portland can reach 79°F, while at night they dip to 59°F. Cap off your sightseeing on the 3rd (Mon) early enough to go by car to Portland.

Things to do in South Portland

Parks · Outdoors · Historic Sites · Wildlife

Side Trip

Portland

— 3 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.
On the 4th (Tue), get engrossed in the history at Victoria Mansion, then enjoy the sand and surf at Old Orchard Beach, then indulge your thirst for a good beer at Allagash Brewing Company, and finally take in the architecture and atmosphere at The Cathedral Of The Immaculate Conception. Get ready for a full day of sightseeing on the next day: admire the masterpieces at Portland Museum of Art, see what you can catch with a fishing tour, and then visit Old Port.

For reviews, other places to visit, ratings, and other tourist information, you can read our Portland trip itinerary planner.

Portland is just a short distance from South Portland. In August, daily temperatures in Portland can reach 79°F, while at night they dip to 59°F. Wrap up your sightseeing by early afternoon on the 6th (Thu) to allow enough time to drive to Acadia National Park.

Things to do in Portland

Outdoors · Museums · Wildlife · Neighborhoods

Side Trip

Acadia National Park

— 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.
Take a break from Acadia National Park with a short trip to Abby Aldrich Rockefeller Garden in Seal Harbor, about 2h 15 min away. Next up on the itinerary: take your sightseeing to a higher altitude at Cadillac Mountain, hike along Champlain Mountain & Beehive Loop Trail, explore the striking landscape at Otter Cliff, and enjoy the sand and surf at Sand Beach.

To see reviews, more things to do, photos, and other tourist information, refer to the Acadia National Park online trip planner.

Traveling by car from Portland to Acadia National Park takes 3.5 hours. Alternatively, you can do a combination of bus and car; or take a bus. August in Acadia National Park sees daily highs of 75°F and lows of 57°F at night. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Camden.

Things to do in Acadia National Park

Parks · Outdoors · Trails · Nature

Side Trips

Camden

— 3 nights
Start off your visit on the 14th (Fri): admire the majestic nature at Camden Hills State Park, then take your sightseeing to a higher altitude at Mount Battie, then wander the streets of High Street Historic District, and finally make a trip to Curtis Island Light. Get ready for a full day of sightseeing on the 15th (Sat): get engrossed in the history at Belfast Historical Society & Museum, then take in the pleasant sights at Belfast Harborwalk, then do a tasting at Cellardoor Winery, and finally stroll around Camden Harbor Park and Amphitheatre.

To find traveler tips, photos, ratings, and other tourist information, go to the Camden trip tool.

Traveling by car from Acadia National Park to Camden takes 2.5 hours. Alternatively, you can take a bus. In August, plan for daily highs up to 74°F, and evening lows to 56°F. Wrap up your sightseeing by early afternoon on the 16th (Sun) to allow enough time to travel to Greenville.

Things to do in Camden

Parks · Nature · Neighborhoods · Wineries

Side Trips

Greenville

— 3 nights
Greenville is a town in Piscataquis County, Maine, United States. Change things up with these side-trips from Greenville: The Wire Bridge (in North New Portland) and Sugarloaf Mountain (in Carrabassett Valley). There's much more to do: contemplate the waterfront views at Moosehead Lake, take in the dramatic scenery at Moxie Falls, admire the majestic nature at Lily Bay State Park, and see Off-Road Tours.

To find where to stay, traveler tips, reviews, and tourist information, use the Greenville trip itinerary planner.

Traveling by car from Camden to Greenville takes 2.5 hours. In August in Greenville, expect temperatures between 73°F during the day and 56°F at night. Cap off your sightseeing on the 19th (Wed) early enough to travel to Rockland.

Things to do in Greenville

Parks · Nature · Outdoors · Wildlife

Side Trips

Rockland

— 3 nights
Rockland is a city in Knox County, Maine, in the United States. Kick off your visit on the 20th (Thu): make a trip to Haynes Gallery, visit a coastal fixture at Owls Head Lighthouse, enjoy the sea views from Rockland Breakwater Light, then steep yourself in history at Finnish Church and Heritage House, and finally view the masterpieces at Linda Bean’s Maine Wyeth Gallery. Get ready for a full day of sightseeing on the next day: see the interesting displays at Owls Head Transportation Museum, explore the world behind art at Center for Maine Contemporary Art (CMCA), then admire the masterpieces at Farnsworth Art Museum, and finally take a tour by water with Boat Tours & Water Sports.

To see other places to visit, traveler tips, and other tourist information, read Rockland road trip planning website.

Traveling by car from Greenville to Rockland takes 3 hours. August in Rockland sees daily highs of 74°F and lows of 56°F at night. On the 22nd (Sat), wrap the sightseeing up by early afternoon so you can drive to Bangor.

Things to do in Rockland

Museums · Historic Sites · Shopping · Tours

Side Trips

Bangor

— 3 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. You'll find plenty of places to visit near Bangor: Penobscot Narrows Bridge and Observatory (in Prospect), Waterville (Colby College Museum of Art & Two Cent Bridge) and Bucksport (Bucksport Historical Society & Bucksport Waterfront Walkway). Next up on the itinerary: see the interesting displays at Cole Land Transportation Museum, stroll the grounds of Mount Hope Garden Cemetery, stop by Tea Maineia, and admire the striking features of Stephen King's House.

To see photos, traveler tips, other places to visit, and more tourist information, use the Bangor online trip maker.

Drive from Rockland to Bangor in 2 hours. Alternatively, you can take a bus. In August, daytime highs in Bangor are 79°F, while nighttime lows are 57°F. Finish your sightseeing early on the 25th (Tue) to allow enough time to drive to Southwest Harbor.

Things to do in Bangor

Museums · Casinos · Fun & Games · Historic Sites

Side Trips

Southwest Harbor

— 3 nights
Southwest Harbor is a town in Hancock County, Maine, United States. Start off your visit on the 26th (Wed): tour the pleasant surroundings at Flying Mountain Hiking Trail, then take in the dramatic natural features at Schoodic Point, and then get lost in a book at Southwest Harbor Public Library. Here are some ideas for day two: trek along Wonderland Trail, enjoy the sea views from Bass Harbor Head Lighthouse, and then examine the collection at The Seal Cove Auto Museum.

To see other places to visit, where to stay, more things to do, and other tourist information, refer to the Southwest Harbor trip itinerary planner.

You can drive from Bangor to Southwest Harbor in 1.5 hours. In August in Southwest Harbor, expect temperatures between 75°F during the day and 57°F at night. Wrap up your sightseeing by early afternoon on the 28th (Fri) to allow time for the car ride to Bar Harbor.

Things to do in Southwest Harbor

Outdoors · Parks · Trails · Tours

Side Trips

Bar Harbor

— 7 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for wildlife, trails, and adventure. Your plan includes some of its best attractions: look for all kinds of wild species at Shore Path, stroll around Village Green, stroll through Cadillac Mountain North Ridge Trail, and don't miss a visit to Land Bridge to Bar Island.

To see traveler tips, where to stay, more things to do, and more tourist information, you can read our Bar Harbor online day trip planner.

Bar Harbor is just a short distance from Southwest Harbor. Expect a daytime high around 75°F in August, and nighttime lows around 57°F. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Wells.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Trails

Side Trip

Wells

— 3 nights
Wells is a town in York County, Maine, United States. Venture out of the city with trips to West Rattlesnake Mountain (in Holderness), Lost River Gorge and Boulder Caves (in Woodstock) and Moultonborough (Casual Cape & Castle in the Clouds). The adventure continues: tour the pleasant surroundings at Ogunquit Beach, enjoy the sand and surf at Wells Beach, see the interesting displays at Wells Auto Museum, and look for all kinds of wild species at Rachel Carson National Wildlife Refuge.

To find out how to plan a trip to Wells, use our trip itinerary maker.

Getting from Bar Harbor to Wells by car takes about 4 hours. Other options: do a combination of flight and train; or take a bus. In September, plan for daily highs up to 74°F, and evening lows to 48°F. Wrap up your sightseeing on the 7th (Mon) early enough to travel to Millinocket.

Things to do in Wells

Parks · Beaches · Outdoors · Wildlife

Side Trips

Millinocket

— 3 nights
Millinocket is a town in Penobscot County, Maine, United States.The population was 4,506 at the 2010 census. Start off your visit on the 8th (Tue): explore the activities along Jerry Pond, get interesting insight from Tours, then take in the exciting artwork at Moose Prints Gallery and Gifts, and finally immerse yourself in nature at Baxter State Park. Get ready for a full day of sightseeing on the 9th (Wed): take your sightseeing to a higher altitude at Mount Katahdin.

For traveler tips, maps, reviews, and other tourist information, refer to the Millinocket online vacation planner.

Traveling by car from Wells to Millinocket takes 3.5 hours. In September, daily temperatures in Millinocket can reach 72°F, while at night they dip to 50°F. Wrap up your sightseeing by early afternoon on the 10th (Thu) to allow enough time to travel back home.

Things to do in Millinocket

Nature · Parks · Museums · Adventure

Side Trip

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.