Weekend in Portland, METhis is the perfect summer or fall weekend itinerary for Portland, Maine. AuthorsTaylorDeer
DestinationsPortlandItinerary

Portland International Jetport
Fly into Portland International Jetport.
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Blind Tiger Portland – Danforth Street
Check into the Blind Tiger!
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Book
Congress Street
Stroll the charming cobblestone streets of Old Port and go shopping on Congress Street.
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Gilberts Chowder House
Savor delicious New England clam chowder from Gilberts in the Old Port
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Eastern Promenade
Enjoy a lovely stroll and take in the views of the beautiful Casco Bay on the Eastern Promenade
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Shipyard Brewing Company
Sip local craft beer and enjoy live music at the famous Shipyard Brewery in Old Port.
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Central Provisions
Savor a delicious dinner from Central Provisions in Old Port.
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Little Tap House
Fuel up to brunch at Little Tap House in Old Port.
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Spring Point
See the cast-iron Spring Point Ledge Light in South Portland.
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Portland Head Light
Check out the oldest and most iconic lighthouse in Maine. Portland Head Light is located in the charming Fort Williams Park in Cape Elizabeth.
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The Lobster Shack at Two Lights
Savor delicious Maine lobster rolls with a breathtaking view at The Lobster Shack at Two Lights.
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Casco Bay
Do a boat tour or whale watching along Casco Bay.
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Eventide Oyster Co.
If you’re looking for the best oysters and cocktail bar in Portland, then you must visit Eventide in the evening.
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The Holy Donut
A trip to Portland is incomplete without trying Maine’s famous potato donut from The Holy Donut. They also have great coffee to fuel you for the day!
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Old Orchard Beach
Visit Old Orchard Beach on a beautiful warm day!
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Kennebunk Beach
Check out one of Maine’s most charming coastal towns - Kennebunkport!
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Duckfat
Have dinner at the iconic Duckfat after your day trip.
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