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AI-Magellan
16 Mar 2025Updated last time
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7 best places for family weekend getaway from Stamford, CT

Family Weekend Getaways from Stamford, CT

Planning a weekend getaway with the family can be a delightful opportunity to create lasting memories and explore new destinations. Stamford, CT, boasts a prime location that offers easy access to several wonderful places perfect for a family escape. From historic seaside towns to scenic state parks and adventurous amusement parks, there are numerous options for families seeking both relaxation and excitement. Whether you're interested in learning about maritime history, hiking through picturesque landscapes, or enjoying thrilling rides, there's something for everyone just a short drive from Stamford. Discover the charm of Mystic Seaport, the natural beauty of Bear Mountain State Park, the captivating scenery of The Catskills, and much more. Each destination promises unique experiences and fun activities that cater to families looking for a memorable weekend adventure.

Recommended Activities

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    Mystic Seaport

    Mystic Seaport offers a historic maritime experience with an interactive museum, a recreated 19th-century seafaring village, and historic ships, making it an educational and fun destination for families.
    Mystic Seaport
    Mystic Seaport
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    Mystic Seaport
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    Mystic Seaport
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  • Trip Point Pin2

    Bear Mountain State Park

    Bear Mountain State Park provides a variety of outdoor activities such as hiking, picnicking, and boating, as well as picturesque views of the Hudson River and the iconic Bear Mountain Bridge, perfect for a family adventure.
    Bear Mountain State Park
    Bear Mountain State Park
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    Bear Mountain State Park
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    The Catskills

    The Catskills feature stunning natural landscapes, numerous hiking trails, and charming small towns, offering a great mix of outdoor recreation and relaxation for families looking to escape the city and connect with nature.
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    The Catskills
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    The Catskills
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    The Catskills
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    Newport

    Newport is known for its stunning coastal scenery, historic mansions, and vibrant cultural scene. Families can enjoy beautiful beaches, explore the Cliff Walk, and visit the famous Gilded Age mansions.
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    Newport
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    Newport
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    Hudson Valley

    Hudson Valley offers picturesque views, historic sites, and a variety of outdoor activities. Families can enjoy hiking, visiting orchards and farms, and exploring charming towns with rich history and culture.
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    Hudson Valley
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    Hudson Valley
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    Hudson Valley
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    Hammonasset Beach State Park

    Hammonasset Beach State Park is Connecticut's largest shoreline park, featuring over two miles of beach, nature trails, and picnic areas. It provides a perfect spot for families to relax, swim, and enjoy the natural beauty.
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    Hammonasset Beach State Park
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    Hammonasset Beach State Park
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    Hammonasset Beach State Park
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  • Trip Point Pin7

    Lake Compounce

    Lake Compounce is the oldest continuously operating amusement park in the United States and offers a fun-filled experience with a variety of rides, attractions, and a water park. It's an ideal destination for families looking for excitement and entertainment.
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    Lake Compounce
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Restaurants

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    The Place

    4.5
    $$$$

    The Place

    Known for its unique outdoor setting where diners sit on tree stumps and enjoy freshly grilled seafood, this rustic spot offers a one-of-a-kind dining experience.
    4.5
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    Louis' Lunch in New Haven, CT

    4.4
    $$$$

    Louis' Lunch in New Haven, CT

    Renowned as the birthplace of the hamburger, Louis' Lunch is a historic spot where you can enjoy a taste of American culinary history.
    4.4
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    Oheka Castle

    4.6

    Oheka Castle

    Dine like royalty in this grandiose and historic castle setting. The estate provides an elegant dining experience with a touch of luxury.
    4.6
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    The Little Red Barn

    The Little Red Barn

    This charming restaurant offers a cozy and quirky atmosphere with delicious comfort food, making it a delightful stop for families.
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    Gillette Castle Tea Room

    4.7

    Gillette Castle Tea Room

    Located within the scenic Gillette Castle State Park, this tea room offers a unique opportunity to enjoy a meal while exploring a historic castle.
    4.7
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Hotels

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    Winvian Farm

    4.6

    Winvian Farm

    Located in the Litchfield Hills, Winvian Farm offers whimsical and unique cottages, each with a different theme, providing an enchanting and luxurious stay.
    4.6
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    Saybrook Point Inn & Spa

    8.6

    Saybrook Point Inn & Spa

    This picturesque waterfront inn offers charming accommodations and a relaxing spa, making it an ideal spot for a tranquil and scenic retreat.
    8.6
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    Castle Hotel & Spa

    4.2

    Castle Hotel & Spa

    Stay in a historic castle just outside of New York City. This luxurious hotel offers a regal experience with elegant rooms and a world-class spa.
    4.2
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    The Mayflower Inn & Spa

    4.5

    The Mayflower Inn & Spa

    Nestled in Washington, CT, this inn offers a serene and elegant escape with beautifully decorated rooms and a highly acclaimed spa.
    4.5
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    The Greenbrier Resort, West Virginia

    4.5

    The Greenbrier Resort, West Virginia

    Known as 'America's Resort,' The Greenbrier offers a blend of iconic luxury and modern amenities, situated in the mountains of West Virginia.
    4.5
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Local Events & Happenings

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    Völkerball- Germany's Best Rammstein Tribute Band

    Völkerball- Germany's Best Rammstein Tribute Band

    The event will take place at Toyota Oakdale Theatre in Wallingford.
    Map IconToyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon24 Aug 2025
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    Chevelle with special guests Asking Alexandria and Dead Poet Society

    Chevelle with special guests Asking Alexandria and Dead Poet Society

    The event will take place at Toyota Oakdale Theatre in Wallingford.
    Map IconToyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon28 Aug 2025
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    R&B ONLY LIVE - Wallingford, CT (10 Year Anniversary)

    R&B ONLY LIVE - Wallingford, CT (10 Year Anniversary)

    The event will take place at Dome at Toyota Oakdale Theatre in Wallingford.
    Map IconDome at Toyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon30 Aug 2025
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    The Plot In You: AMERICAN TOUR 2025

    The Plot In You: AMERICAN TOUR 2025

    The DOME at Toyota Oakdale Theatre offers General Admission/Standing Room only tickets. Guests who are in need of an ADA or Accessible Seating accommodation will purchase a GA ticket and will be assisted on the day of the show once inside the venue.
    Map IconDome at Toyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon6 Sep 2025
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    Danny Go! Live!

    Danny Go! Live!

    Danny Go! is a live-action educational childrens show filled with music, movement and silliness. Created in 2019 by 3 childhood friends in Charlotte, North Carolina, the show inspires learning and off-the-couch exercise for kids ages 3 to 7. Any atte...
    Map IconToyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon11 Sep 2025
    Website IconVisit Website
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    Russell Dickerson - RUSSELLMANIA Tour

    Russell Dickerson - RUSSELLMANIA Tour

    The event will take place at Toyota Oakdale Theatre in Wallingford.
    Map IconToyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon18 Sep 2025
    Website IconVisit Website
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    The Best of The Eagles

    The Best of The Eagles

    The event will take place at Toyota Oakdale Theatre in Wallingford.
    Map IconToyota Oakdale Theatre in Wallingford (10.62 mi)
    Calendar Icon19 Sep 2025
    Website IconVisit Website
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Travel Gems from Reddit

Music for Your Journey

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    Mark Ronson - Uptown Funk (feat. Bruno Mars)

    Mark Ronson - Uptown Funk (feat. Bruno Mars)

    A high-energy track that will keep everyone in the car in a great mood and ready to have fun.
    Listen on Spotify
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    Pharrell Williams - Happy - From "Despicable Me 2"

    Pharrell Williams - Happy - From "Despicable Me 2"

    This feel-good anthem is perfect for setting a positive tone for your family trip.
    Listen on Spotify
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    WALK THE MOON - Shut Up and Dance

    WALK THE MOON - Shut Up and Dance

    An infectious and upbeat song that is great for singing along and lifting spirits.
    Listen on Spotify
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    Imagine Dragons - On Top Of The World

    Imagine Dragons - On Top Of The World

    A cheerful tune that complements the sense of adventure and excitement on a family getaway.
    Listen on Spotify
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    Justin Timberlake - CAN'T STOP THE FEELING! (from DreamWorks Animation's "TROLLS")

    Justin Timberlake - CAN'T STOP THE FEELING! (from DreamWorks Animation's "TROLLS")

    A catchy and energetic track that is sure to get everyone moving and groove along.
    Listen on Spotify
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    Adele - Rolling in the Deep

    Adele - Rolling in the Deep

    A powerful and engaging song that is perfect for sing-alongs during the drive.
    Listen on Spotify
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    Coldplay - Adventure of a Lifetime

    Coldplay - Adventure of a Lifetime

    An inspiring and uplifting track that matches the theme of embarking on a family adventure.
    Listen on Spotify
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    The Lumineers - Ho Hey

    The Lumineers - Ho Hey

    A fun and catchy tune that is great for light-hearted family singing sessions.
    Listen on Spotify
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    Rascal Flatts - Life is a Highway

    Rascal Flatts - Life is a Highway

    An iconic road trip song that will keep everyone pumped and excited about the journey ahead.
    Listen on Spotify
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    American Authors - Best Day Of My Life

    American Authors - Best Day Of My Life

    An optimistic and cheerful track that captures the joy of spending quality time together on a trip.
    Listen on Spotify
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