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16 Mar 2025Updated last time
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10 Best Places for Weekend Getaways From Portland, ME

Discover the Best Weekend Getaways from Portland, ME

Looking to escape the hustle and bustle of Portland, ME for a relaxing weekend? The surrounding areas offer a plethora of destinations that promise scenic beauty, outdoor adventures, charming towns, and cultural experiences. From the rugged coastlines of Acadia National Park to the quaint streets of Kennebunkport, each destination provides a unique opportunity to unwind and explore. Whether you’re in the mood for hiking, shopping, or simply soaking in picturesque views, there’s something for everyone within a short drive from Portland. Let’s dive into the best weekend getaway spots that will rejuvenate your spirit and create lasting memories.


Recommended Activities

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    Acadia National Park

    Acadia National Park offers stunning coastal scenery, clear lakes, and lush forests, perfect for hiking, biking, and wildlife spotting.
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    Kennebunkport

    Kennebunkport is a charming coastal town known for its beautiful beaches, picturesque architecture, quaint shops, and delicious seafood.
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  • Freeport is famous for its shopping outlets, including the flagship L.L.Bean store, and offers a variety of dining options and outdoor activities.
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  • Camden is a picturesque town with a vibrant harbor, historic architecture, and beautiful views from Camden Hills State Park.
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  • Bar Harbor is the gateway to Acadia National Park and offers charming shops, waterfront dining, and stunning views of the harbor.
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  • Ogunquit is known for its beautiful sandy beaches, vibrant arts scene, scenic Marginal Way coastal walk, and charming downtown area.
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    North Conway, NH

    North Conway offers year-round outdoor activities, stunning mountain views, and tax-free shopping. It's perfect for hiking, skiing, and exploring the White Mountains.
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    Lake Winnipesaukee, NH

    Lake Winnipesaukee is New Hampshire's largest lake, offering boating, fishing, swimming, and beautiful lakefront scenery. It's great for a relaxing or adventurous getaway.
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    Portsmouth, NH

    Portsmouth is a historic coastal town with a vibrant arts scene, excellent dining options, charming boutiques, and fascinating colonial history.
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  • Rockland is a coastal town known for its vibrant arts scene, historic schooner fleet, delicious seafood, and the renowned Farnsworth Art Museum.
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Restaurants

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    Eventide Oyster Co.

    9.2
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    Eventide Oyster Co.

    Known for their innovative seafood dishes and a modern twist on the classic New England oyster bar experience.
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    The Lost Kitchen

    4.8
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    The Lost Kitchen

    Located in an old mill in Freedom, ME, this restaurant offers a unique, farm-to-table dining experience with locally sourced ingredients.
    4.8
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    The Well at Jordan's Farm

    4.7
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    The Well at Jordan's Farm

    This farm-to-table restaurant located in Cape Elizabeth provides a unique dining experience in a beautiful farm setting.
    4.7
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    Red's Eats

    4.3
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    Red's Eats

    Famous for their overstuffed lobster rolls, this iconic Wiscasset eatery offers a quintessentially Maine experience.
    4.3
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    Schulte & Herr

    4.2
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    Schulte & Herr

    A cozy spot in Portland that offers a unique menu of authentic German dishes, providing a delightful change from typical New England fare.
    4.2
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Hotels

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    The Cliff House Maine

    4.6

    The Cliff House Maine

    Perched atop Bald Head Cliff in Ogunquit, this luxury hotel offers stunning ocean views, spa services, and modern amenities for a perfect coastal retreat.
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    The Press Hotel, Maine

    4.7

    The Press Hotel, Maine

    Housed in a former newspaper building in Portland, this boutique hotel features decor that pays homage to its journalistic past, offering a unique blend of history and luxury.
    4.7
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    The Norumbega Inn, Camden

    4.9

    The Norumbega Inn, Camden

    Located in Camden, this castle-like bed and breakfast offers a unique stay with its historic architecture, beautiful gardens, and gourmet breakfasts.
    4.9
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    Seguin Tree Dwellings

    4.5

    Seguin Tree Dwellings

    For a truly unique experience, stay in one of these cozy treehouses located in Georgetown. They offer a unique blend of rustic charm and modern comfort.
    4.5
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    Inn by the Sea, Cape Elizabeth, ME

    4.7

    Inn by the Sea, Cape Elizabeth, ME

    This eco-luxury resort in Cape Elizabeth offers ocean views, spa services, and a commitment to sustainability, providing a perfect blend of nature and comfort.
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Local Events & Happenings


Travel Gems from Reddit

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    "Does it really rain all the time? When will Mt. Hood erupt? Where can I get a decent beer in this town?" and other thought provoking queries In the past, we'v...

    Any ideas for a short trip (within 3 hours of Portland) mid- ...

    "Does it really rain all the time? When will Mt. Hood erupt? Where can I get a decent beer in this town?" and other thought provoking queries In the past, we'v...

    /r/askportland

Music for Your Journey

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    Red Hot Chili Peppers - Road Trippin'

    Red Hot Chili Peppers - Road Trippin'

    Red Hot Chili Peppers' mellow tune captures the essence of a laid-back journey, perfect for the open road.
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    Eagles - Take It Easy - 2013 Remaster

    Eagles - Take It Easy - 2013 Remaster

    This Eagles classic is synonymous with road trips, encouraging you to relax and enjoy the ride.
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    Rascal Flatts - Life is a Highway

    Rascal Flatts - Life is a Highway

    Tom Cochrane's energetic anthem embodies the thrill of travel and exploration.
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    Rusted Root - Send Me on My Way

    Rusted Root - Send Me on My Way

    Rusted Root's upbeat track is perfect for setting a joyful and adventurous mood.
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    Willie Nelson - On The Road Again - Live

    Willie Nelson - On The Road Again - Live

    Willie Nelson's famous song celebrates the excitement of being on the move.
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    The Proclaimers - I'm Gonna Be (500 Miles)

    The Proclaimers - I'm Gonna Be (500 Miles)

    The Proclaimers' catchy tune is great for sing-alongs and keeping spirits high.
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    Edith Whiskers - Home

    Edith Whiskers - Home

    Edward Sharpe & The Magnetic Zeros deliver a feel-good track that's perfect for a road trip soundtrack.
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    Geek Music - America, F**K Yeah! (From "Team America World Police")

    Geek Music - America, F**K Yeah! (From "Team America World Police")

    Simon & Garfunkel's reflective song paints a picture of journeying across the American landscape.
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    Coldplay - Adventure of a Lifetime

    Coldplay - Adventure of a Lifetime

    Coldplay's uplifting song fits the adventurous spirit of a weekend getaway.
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    Tom Petty - Free Fallin'

    Tom Petty - Free Fallin'

    Tom Petty's classic is perfect for cruising down the highway with the windows down.
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