Hotels in Southold, New York

Search & Compare Southold Hotels

Get Secret Prices on select hotels

These prices aren’t available to everyone.

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best hotels in Southold

Southold overview

Southold is a friendly locale unique for its wineries and marina. You'll enjoy Southold's beaches and gardens, along with activities like boating and diving. Soak up some sunshine at Crescent Beach and Sunset Beach. A stop at places like The Old Field Vineyards and Sparkling Pointe will create some memories. A family-friendly area, Southold also has something for everyone.

Where to stay in Southold

Whether you're planning to stay for a night or for the week, the area around Southold has accommodations to fit every need. Search for hotels in Southold with by checking our online map. Our maps display the areas and neighborhoods around all Southold hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Southold hotel deals are here with our lowest price guarantee.

How to get to Southold

Fly in to Islip, NY (ISP-MacArthur), 40.2 mi (64.7 km) from downtown Southold. New York, NY (JFK-John F. Kennedy Intl.) is the next closest major airport, 76.9 mi (123.8 km) away. Southold Station is the closest train station.

What to see around Southold

Fun activities are on hand such as boating, diving, and strolling the marina, along with attractions such as:
  • • The Old Field Vineyards
  • • Sparkling Pointe
  • • Croteaux Vineyards
  • • Mattebella Vineyards
  • • Corey Creek Winery
Highlights like its gardens are popular with families and top attractions include:
  • • Shelter Island Tennis Club
  • • Harbes Family Farm
  • • Long Island Aquarium and Exhibition Center
  • • Safari Adventure
Distinguished for its historical sites, here are some top landmarks to visit:
  • • Sylvester Manor
  • • Halsey House
  • • Pollack-Krasner House and Studio
  • • General William Hart House
  • • Adam Stanton House and General Store Museum
It's recognized for its beaches, and top places for nature lovers include:
  • • Crescent Beach
  • • Sunset Beach
  • • Shell Beach
  • • Wades Beach
  • • 67 Steps Beach
Here are some top sights to see:
  • • Osprey's Dominion
  • • Horton Point Park
  • • Raphael Winery
  • • Goldsmith's Inlet Park
  • • Lenz Winery

When to visit Southold

If you're starting to plan your trip, you might be wondering when's the best time to visit. Here are the seasonal norms to help you decide when to go:

Seasonal temperature averages
  • January-March: 52°F day, 19°F night
  • April-June: 79°F day, 31°F night
  • July-September: 81°F day, 46°F night
  • October-December: 68°F day, 21°F night
Seasonal rainfall averages
  • January-March: 11.22 inches
  • April-June: 12.60 inches
  • July-September: 11.54 inches
  • October-December: 11.61 inches