Things to do in Southold

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Southold travel guide

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What to do in Southold

Popular places to visit

Sparkling Pointe

You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.

Sannino's Bella Vita Vineyard

You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area.

Croteaux Vineyards

You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Osprey's Dominion

You can enjoy a tasting or tour at Osprey's Dominion during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Corey Creek Winery

You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Horton Point Park

Explore the great outdoors at Horton Point Park, a lovely green space in Southold. Wander the beaches or discover the sunsets in this family-friendly area.

The Old Field Vineyards

You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. Stroll along the beaches or discover the sunsets in this family-friendly area.

Horton Lane Beach

Why not spend a lazy afternoon at Horton Lane Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.

Mattebella Vineyards

You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Shelter Island Heights

Frequently asked questions

Is Southold worth visiting?

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.

What to do in Southold for adults?

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.