South End Holidays from £1,191

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The Latest South End Holiday Packages

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  • A two-story house with a steeply pitched roof, green shutters, and a brick entrance.
    11 Jan - 17 Jan

    Head of Pond House + Flight

    Water Mill
    6 nights
    3.0 star property
    10/10 - Exceptional (18 reviews)
    "Monika is a warm, energetic and helpful host at every turn while granting your privacy . The rooms were immaculate and beautifully designed with comfortable mattress, thick towels, lovely sheets, a reading chair with ottoman, good lighting , an antique sturdy writing desk. Thick bathrobes and a great bathroom along with excellent controls for setting AC or heat too. Breakfasts were delicious with juice, fresh fruit, homemade scones and muffins, pastries, and yogurt , granola, one morning,a..."
    Reviewed October 12, 2026
    Return • London (LON) - New Haven (HVN)
    LHR - JFK • Direct JFK - LHR • Direct
    £1,314
    £1,191
    per traveller
    found 17 hours ago
    Head of Pond House

Where to stay in South End

Find the best South End areas for the activities you enjoy most.
A rocky shoreline at sunset with the sun setting over the water.

Black Rock Historic District

Visitors to Black Rock Historic District like its beaches and restaurants, and Longfellow Park is a sight worth a stop.

A tower with a spire, surrounded by wildflowers and greenery.

West End - West Side

While West End - West Side isn't home to many top sights, Seaside Beach and Seaside Park are some notable places to visit nearby.

A city street lined with parked cars and tall buildings.
Photo by Mark Ferg
Open Photo by Mark Ferg

Downtown Bridgeport

While visiting Downtown Bridgeport, you might make a stop by sights like Bridgeport Downtown South Historic District and Total Mortgage Arena.

North End

While visiting North End, you might make a stop by sights like Discovery Museum and The Adventure Park at Discovery Museum.

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

Black Rock Gardens Historic District

The beaches and waterfront are a few reasons travellers visit Black Rock Gardens Historic District. Want to see more of the surrounding area? Seaside Beach and Jennings Beach are a few top sights nearby.

Discover the most popular places to visit in South End

A large crowd gathered at a public event, with a stage and tents in the background.
Photo by Matthew Brickel
Open Photo by Matthew Brickel

Seaside Park

7.6/10 (4 reviews)
If a restful holiday is part of your travel plans, Seaside Park might be the perfect place to visit during your trip to Bridgeport. Amble around the area's parks or experience its live music.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.