Things to do in Southold

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Southold Travel Guide

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Recommended things to do in Southold

Number of things to do	16
Cheapest thing to do on Expedia	Public Schooner Sail in Greenport: $130
Top 5 things to do	Half-Day Private Long Island Wine Tour Experience Public Schooner Sail in Greenport Long Island Wine and Food Day Trip with Sommelier host from NYC The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC Mattituck New York Guided Farm and Wine Country Bike Tour
Under $25
With kids	Public Schooner Sail in Greenport Private Guided Wine Country Bike Tour in Mattituck

What to do in Southold

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Discover the most popular places to visit in Southold

Cleanest, prettiest winery on the east end of Long Island! Try the Cuvee' Rose!

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.

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

Popular day trips from Southold

Greenport

Peconic

Shelter Island

Shelter Island Heights

Noyack

Frequently asked questions

Is Southold worth visiting?

Whether you want to enjoy the local charm and cultural attractions or sample unique foods and explore the outdoors, there are many things to do in Southold.

How do I spend a day in Southold?

Kick-start your day with a visit to 67 Steps Beach and Truman's Beach. Then, tour different parts of Southold for a quick bite and a little retail therapy.

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 itinerary.

Is three days enough to stay in Southold?

Three days is plenty for a quick trip to Southold — you'll hit the main spots and get a good idea of the local vibe. But if you truly want to experience it all, hang around for at least a week or more to explore the surrounding areas too.

What are some activities to do in Southold with kids?

Deciding what to do in Southold with kids has never been simpler. Whether you're taking a trip with teenagers or toddlers, there's a range of family-friendly activities to keep everyone busy here.

What to do in Southold for adults?

There are lots of things to do in Southold, with experiences for adults of all ages. Round off your day with a visit to Peconic Bay Winery or Sparkling Pointe.

Are there free things to do in Southold?

One of the simplest ways to find free things to do in Southold is to ask a local tour guide. You'll get insider recommendations on exciting neighborhoods, parks and other hotspots you can experience without reaching for your wallet. 67 Steps Beach is one place that doesn't charge an admission fee.

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