Things to do in Southold

Activities, attractions and tours

A calm lake with a forest in the background during sunset.
A calm lake with tall grasses in the foreground and a forested shoreline under a pink sky.
A river with red vegetation and a forest in the background.
A lifeguard tower, a boat, and a sandy beach with the ocean in the background.
A river with boats, a marina, and residential areas.

Things to do

great fun with friends

Full Day Private Long Island Wine Tours from New York City

P11,842
per adult
Full Day Private Long Island Wine Tours from New York City
Half Da

Half Day(AM) North Fork Private Wine & Food Tour by Local Expert

P27,569
per adult
Half Day(AM) North Fork Private Wine & Food Tour by Local Expert
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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. Savor their diverse bubblies in an elegant tasting room with vineyard views.
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A wooden gazebo by a pond with a large tree trunk nearby.

Shelter Island

A pebbled beach with a sunset and a distant bridge.

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 neighborhoods, 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.