Title: 10 TOP Things to Do in Southold February 2026 | Expedia.co.uk [Hotels in Southold](https://expedia.co.uk/Southold-Hotels.d183719.Travel-Guide-Hotels)[Southold Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southold.d183719.Car-Hire-Guide)[Southold Holidays](https://expedia.co.uk/Southold.d183719.Holidays-City-Breaks) # What to do in Southold, NY ## Activities, attractions and tours ## Visit Southold Types of activities [Southold travel guide](https://expedia.co.uk/Southold.dx183719) ![Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tranquil sunset seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/2f5d59dd-9baa-4fe4-96b8-839361de94bb.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tranquil seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/31ba309a-453e-45eb-ba2b-eccf35423a5b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod. ](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Southold Attractions Let Expedia help you to experience the best that Southold has to offer! If you’re planning a trip to Southold, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Southold with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Places of interest in Southold Southold is crammed with must-see places to visit and things to do. We can help you decide where to stay in Southold, and make it a breeze to explore Southold and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Southold to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit to Southold, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Southold. #### Southold attractions Southold has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Southold to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Southold. Looking for things to do in Southold can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Southold or catch up with the vibrant local culture, our guides to Southold attractions ensure that you’ll have a successful trip, whatever the season. Happy trails! --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save % or more on select activities, hotels, cars and holiday rentals. [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) --- ## Recommended things to do in Southold | Number of things to do | 6 | | ------------------------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Private Luxury Wine Tours of Long Island Pindar Winery](/things-to-do/private-luxury-wine-tours-of-long-island-pindar-winery.a50790562.activity-details): £132 | | Top 5 things to do | [Half-Day Private Long Island Wine Tour Experience](/things-to-do/half-day-private-long-island-wine-tour-experience.a47265708.activity-details)[Private Luxury Wine Tours of Long Island Pindar Winery](/things-to-do/private-luxury-wine-tours-of-long-island-pindar-winery.a50790562.activity-details)[The Hamptons Coastal Escape from NYC](/things-to-do/the-hamptons-coastal-escape-from-nyc.a50590738.activity-details)[Long Island North Fork Sights Bites & Flights, Half-Day Tour: PM](/things-to-do/half-day-private-long-island-north-fork-sightseeing-tour.a50223091.activity-details)[Long Island North Fork Sights Bites & Flights, Half-Day Tour: AM](/things-to-do/north-fork-sights-bites-and-flights-private-tour.a49153679.activity-details) | | Half-day tours | | | With kids | | ## What to do in Southold --- ### Popular places to visit ![Cleanest, prettiest winery on the east end of Long Island! Try the Cuvee' Rose!](https://images.trvl-media.com/place/183719/1c666367-92bc-4b18-b16d-e60341a06481.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.co.uk/Sparkling-Pointe-Southold.d6327589.Attraction) #### 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. [](https://expedia.co.uk/Horton-Lane-Beach-Southold.d553248635983992604.Attraction) #### 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. [](https://expedia.co.uk/Sanninos-Bella-Vita-Vineyard-Southold.d6327435.Attraction) #### 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. [](https://expedia.co.uk/Croteaux-Vineyards-Southold.d6326852.Attraction) #### 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. [](https://expedia.co.uk/The-Old-Field-Vineyards-Southold.d6327777.Attraction) #### 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. [](https://expedia.co.uk/Ospreys-Dominion-Southold.d6326243.Attraction) #### 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. [](https://expedia.co.uk/Corey-Creek-Winery-Southold.d6326844.Attraction) #### 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. [](https://expedia.co.uk/Horton-Point-Park-Southold.d6064489.Attraction) #### McCabe's Beach Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets. [](https://expedia.co.uk/McCabes-Beach-Southold.d950890248278548480.Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Day trip destinations from Southold ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Shelter Island ## Frequently asked questions ### Is Southold worth visiting? ### How do I spend a day in Southold? ### What is the top tourist attraction in Southold? ### Is three days enough to stay in Southold? ### What are some activities to do in Southold with kids? ### What to do in Southold for adults? ### Are there free things to do in Southold? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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