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What to do in Southold
Stay near popular Southold attractions
Sparkling Pointe
8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines.
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
Southold has a unique blend of culture, attractions and local charm. Whether you're into outdoor activities, history or regional cuisine, there's a lot to enjoy here.
How do I spend a day in Southold?
Once you've visited popular attractions like 67 Steps Beach and Truman's Beach, spend the rest of your day enjoying the retail and food options in Southold.
What is the top tourist attraction in Southold?
The top tourist attraction in Southold is 67 Steps Beach, so be sure to include it on your sightseeing list.
Is three days enough to stay in Southold?
Book an escape in Southold for three days and you'll have enough time to explore its key sights and get a taste for the local vibe. For the chance to see highlights in nearby areas and venture off the beaten path, consider hanging around for a week or longer.
What are some activities to do in Southold with kids?
If you are after sights and activities for all of your group, take a look at these terrific ideas for what to do in Southold with kids.
Peconic Bay Winery and Sparkling Pointe are just a couple of the things to do in Southold. With lots of activities available, there's something here for everyone.
Are there free things to do in Southold?
In Southold, 67 Steps Beach is a top spot for anyone wishing to see the city without opening their wallet. Also, wander around the green spaces and other neighbourhoods, and ask a local tour guide for tips. It's a top way to find out about the best free things to do in Southold.
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