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Trip Planner :  USA  /  New York State  /  Long Island  /  North Fork  /  Southold

Southold

4.2
Wineries & Vineyards · Lighthouses · Waterskiing & Jetskiing
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    Top Southold tours

    BOOK WITH VIATOR NYC Hamptons, Sag Harbor, and Outlet Shopping Day Trip
    3.7
    Duration: 11h - 13h
    Tours from $169 ›
    Likely to sell out BOOK WITH VIATOR Long Island Wine Tour from Manhattan
    4.5
    Duration: 10h
    Tours from $169 ›
    BOOK WITH VIATOR Southold Bay Oyster Farm Tour
    5.0
    Duration: 2h - 3h
    Tours from $950 ›
    BOOK WITH VIATOR Long Island Winery Tour
    4.2
    Duration: 5h - 10h
    Tours from $99 ›
    BOOK WITH VIATOR Full-Day Long Island Wine Tour from New York
    1.5
    Duration: 8h
    Tours from $150 ›
    BOOK WITH VIATOR Private Hamptons Tour with Outlet Center Shopping
    Duration: 12h
    Tours from $1,199 ›

    Popular things to do in Southold

    See all ›
    Sparkling Pointe Vineyards & Winery ©
    Winery / Vineyard
    Sparkling Pointe Vineyards & Winery
    4.2
    Duration: 1h 30 min
    Croteaux Vineyards ©
    Winery / Vineyard
    Croteaux Vineyards
    3.9
    Duration: 2 hours
    Horton Point Lighthouse Nautical Museum ©
    Lighthouse
    Horton Point Lighthouse Nautical Museum
    4.2
    Duration: 2 hours
    The Old Field Vineyards ©
    Winery / Vineyard
    The Old Field Vineyards
    4.8
    Duration: 2 hours

    Side trips from Southold

    ©
    Boat Tour
    Boat Tours & Water Sports
    Greenport
    4.9
    Duration: 1h 30 min
    Tanger Outlets Riverhead ©
    Factory Outlet
    Tanger Outlets Riverhead
    Riverhead
    4.2
    Duration: 4 hours
    Long Island Aquarium ©
    Aquarium
    Long Island Aquarium
    Riverhead
    3.9
    Duration: 2 hours
    ©
    Wine Tour / Tasting
    Wine Tours & Tastings
    Mattituck
    5.0
    Duration: 2 hours

    Hidden gems in Southold

    Southold Bay Oysters ©
    Farm
    Southold Bay Oysters
    5.0
    Duration: 1h 30 min
    Fish North Fork
    Fishing Charter / Tour
    Fish North Fork
    5.0
    Duration: 2 hours
    Mattebella Vineyards ©
    Winery / Vineyard
    Mattebella Vineyards
    4.2
    Duration: 2 hours
    One Woman Wines & Vineyards ©
    Winery / Vineyard
    One Woman Wines & Vineyards
    4.2
    Duration: 2 hours

    Wineries in Southold

    Corey Creek Vineyards ©
    Winery / Vineyard
    Corey Creek Vineyards
    4.0
    Duration: 2 hours
    Duck Walk Vineyards North ©
    Winery / Vineyard
    Duck Walk Vineyards North
    2.8
    Duration: 2 hours

    Kid-friendly things to do in Southold

    Custer Institute & Observatory ©
    Observatory
    Custer Institute & Observatory
    4.9
    Duration: 1h 30 min
    Goldsmith's Inlet
    Beach
    Goldsmith's Inlet
    3.8
    Duration: 2 hours

    Historic Sites in Southold

    Southold Historical Museum ©
    Lighthouse
    Southold Historical Museum
    4.9
    Duration: 1h 30 min
    Don't Miss a Thing.
    See & Do More.

    Our expert advice on where to stay in Southold

    Sparkling Pointe Vineyards & Winery ©
    Most accommodations in Southold sit either directly on or just off Route 25, the main highway running through town. Here you can choose from several pleasant, independent inns and bed and breakfasts, where you'll enjoy a cozy atmosphere and a complimentary morning meal. Look for accommodations with beach access to enjoy the best natural attractions in Southold.
    20 million rooms are at your fingertips!
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    Places to visit with Southold

    New York CityTrip planner Best for: Observation Deck, Scenic Walking Area, Historic Site Niagara FallsTrip planner Best for: Waterfall, Cave, Casino BronxTrip planner Best for: Zoo, Garden, Landmark BuffaloTrip planner Best for: Architectural Building, Nightlife, Landmark Lake PlacidTrip planner Best for: Water Body, Lookout, Fun & Games
    Visit a single location or make it a multi-destination trip.

    Recently planned trips to Southold

    11 days in Southold BY A USER FROM UNITED STATES Southold 7 days in Southold BY A USER FROM UNITED STATES Bedell Cellars Horton Point Lighthouse Nautical Museum Parrish Art Museum 10 days in Southold BY A USER FROM UNITED STATES Wine Tours & Tastings Lavender By The Bay Sparkling Pointe Vineyards & Winery 2 days in Southold BY A USER FROM UNITED STATES Boat Tours & Water Sports Sparkling Pointe Vineyards & Winery Croteaux Vineyards 1 day in Southold BY A USER FROM UNITED STATES Boat Tours & Water Sports Sparkling Pointe Vineyards & Winery Croteaux Vineyards 3 days in Southold BY A USER FROM UNITED STATES Boat Tours & Water Sports Sparkling Pointe Vineyards & Winery Harbes Family Farm 1 day in Southold BY A USER FROM UNITED STATES Boat Tours & Water Sports Sparkling Pointe Vineyards & Winery Croteaux Vineyards 1 day in Southold BY A USER FROM UNITED STATES Boat Tours & Water Sports Sparkling Pointe Vineyards & Winery Croteaux Vineyards 5 days in Southold BY A USER FROM UNITED STATES Tanger Outlets Riverhead Long Island Aquarium Harbes Family Farm 5 days in Southold BY A USER FROM UNITED STATES Tanger Outlets Riverhead Long Island Aquarium Harbes Family Farm 5 days in Southold BY A USER FROM UNITED STATES Tanger Outlets Riverhead Long Island Aquarium Harbes Family Farm 49 days in Southold BY A USER FROM UNITED STATES Railroad Museum of Long Island Lavender By The Bay Kontokosta Winery
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