Connecticut

7 best places for family weekend getaway from Stamford, CT

12 Jun 2026Updated last time

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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    Mystic Seaport
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    Mystic Seaport
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  • 2

    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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    Bear Mountain State Park
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    Bear Mountain State Park
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    Bear Mountain State Park
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    Bear Mountain State Park
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  • 3

    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.
    The Catskills
    The Catskills
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    The Catskills
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    The Catskills
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    The Catskills
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    The Catskills
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    The Catskills
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    The Catskills
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  • 4

    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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    Newport
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    Newport
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    Newport
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  • 5

    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.
    Hudson Valley
    Hudson Valley
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    Hudson Valley
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    Hudson Valley
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    Hudson Valley
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    Hudson Valley
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  • 6

    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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    Hammonasset Beach State Park
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  • 7

    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.
    Lake Compounce
    Lake Compounce
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    Lake Compounce
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    Lake Compounce
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Restaurants

  • Picture for The Place

    The Place

    901 Boston Post Rd, Guilford, CT 06437, United States
    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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    • Picture for Louis' Lunch in New Haven, CT

      Louis' Lunch in New Haven, CT

      261 Crown St, New Haven, CT 06511, United States
      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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      • Picture for Oheka Castle

        Oheka Castle

        135 W Gate Dr, Huntington, NY 11743, United States
        Dine like royalty in this grandiose and historic castle setting. The estate provides an elegant dining experience with a touch of luxury.
        4.6
        Google Maps
        • Picture for The Little Red Barn

          The Little Red Barn

          262 Main St, Oakville, CT 06779, USA
          This charming restaurant offers a cozy and quirky atmosphere with delicious comfort food, making it a delightful stop for families.
          5
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          • Picture for Gillette Castle Tea Room

            Gillette Castle Tea Room

            67 River Rd, East Haddam, CT 06423, United States
            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
            Google Maps

            Hotels

            • Winvian Farm

              155 Alain White Rd, Morris, CT 06763, United States

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

              • Saybrook Point Inn & Spa

                2 Bridge St, Old Saybrook, CT 06475, ארצות הברית

                4.3
                This picturesque waterfront inn offers charming accommodations and a relaxing spa, making it an ideal spot for a tranquil and scenic retreat.

              • Castle Hotel & Spa

                400 Benedict Ave, Tarrytown, NY 10591, United States

                4.2
                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.

              • The Mayflower Inn & Spa

                118 Woodbury Rd, CT-47, Washington, CT 06793, United States

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

                • The Greenbrier Resort, West Virginia

                  101 W Main St, White Sulphur Springs, WV 24986, United States

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

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