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A lighthouse at night with a full moon in the sky.

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    Check prices for these dates

    Check prices for these dates, December 12 – 13, 2026

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    Our top choices for Bridgeport cottages

    1. 4 Mi to Beach & Dtwn! Charming Fairfield Home

    A two-story house with a front porch, a white picket fence, and a stone pillar.

    2. Serene Country Cottage

    A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

    3. Cozy Home near private beach , close to New Haven area colleges Hospitals

    A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

    4. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

    A porch with a white railing, a stone floor, and a view of a well-maintained lawn and trees.

    5. Nama-stay, sweet pink Saugatuck Shores beach cottage

    A two-story house with a white picket fence, a garage, and a tree in front.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Bridgeport

    Stroll through the historic downtown district, catching a show at the Downtown Cabaret Theatre or exploring the quirky Barnum Museum. Unwind at Seaside Park's beach, then visit Beardsley Zoo to see exotic animals or catch a game at Total Mortgage Arena.

    See all hotels in Bridgeport

    A lighthouse at night with a full moon in the sky.

    Top reviews in Bridgeport

    The Circle Hotel Fairfield

    A turquoise bicycle with a white seat and 'COWNIE' branding, parked on grass in front of a white building with large windows and vents.

    Delamar Westport

    A building with a central entrance, a covered area, and a landscaped driveway with a curved path.

    The Surfside Hotel

    A white metal deck with a white metal chair and a small table, overlooking a sandy beach and the ocean.

    Residence Inn by Marriott Milford

    A two-story building with a beige facade, a prominent entrance with glass doors, and a landscaped garden with various plants and flowers.

    Delamar Southport

    A classic black car parked in front of a building with a white facade and black shutters, labeled "DEIAMAR."

    Hyatt Place Milford / New Haven

    A multi-story hotel with a prominent sign reading "HYATT PLACE".

    Homewood Suites by Hilton Stratford

    A building entrance with a stone facade, a wooden archway, and a large glass door.

    Best Western Plus Fairfield Hotel

    A hotel with a prominent 'Best Western Plus' sign, a parking lot with several cars, and a landscaped entrance area.

    Hyatt House Shelton

    A multi-story hotel with a stone facade and a flat roof.

    DUNE Fairfield Beach

    A beach with a wooden fence and rocks, leading to the water.

    Hilton Garden Inn Milford

    A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.

    Homewood Suites by Hilton Orange New Haven

    A modern hotel with a stone facade, multiple floors, and a covered entrance area.

    Trumbull Marriott Shelton

    A Marriott hotel entrance with a covered driveway and landscaped gardens.

    Hampton Inn by Hilton Shelton

    A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped garden area.

    Home2 Suites by Hilton East Haven New Haven

    A modern hotel with a flat facade, multiple windows, and a covered entrance with lights.

    Courtyard By Marriott Shelton

    A multi-story hotel with a prominent "Courtyard by Marriott" sign, featuring a modern architectural design with a flat roof and large windows.

    Hilton Garden Inn Shelton

    A hotel with a modern design, featuring a central entrance with a covered area and a green roof.

    Frequently Asked Questions

    Why book your cottage in Bridgeport with Expedia?

    Reserving a cottage in Bridgeport is as easy as entering your travel dates and picking an ideal place for a vacation in the outdoors. From chic retreats to inexpensive stays and cottages that offer amenities like a kitchenette, Expedia has something for all traveler styles. As for awesome deals? We've got you covered!

    How can I find cheap cottages in Bridgeport?

    Expedia can help you easily track down cheap cottages in Bridgeport. To discover the perfect stay in a couple of clicks, simply use our handy filter tool to refine your search results by star rating, budget and amenities.

    What is there to do in Bridgeport near my cottage?

    There are plenty of fantastic things to do in Bridgeport. Check out attractions like Hartford HealthCare Amphitheater, Seaside Park and Bridgeport Downtown South Historic District. Total Mortgage Arena, Beardsley Zoo and Seaside Beach are also visited by many.

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