Hotels in Southold, New York

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Best hotels in Southold

Southold overview

Visitors can plan a fun excursion to The Old Field Vineyards and Sparkling Pointe while in Southold. There's plenty more to see, including local sights like Croteaux Vineyards and Mattebella Vineyards. Southold is an inviting destination that has something for everyone.

Where to stay in Southold

Whether traveling on business or vacation, Southold can comfortably accommodate all visitors. There are 5 hotels in Southold and you can shop as many as 112 deals for rooms on, some with discounts of up to 43%. We have room prices starting at 46 USD per night and below are the number of hotels by star rating in Southold as well as in the surrounding area:
  • • 3 5-star hotels from 495 USD per night
  • • 40 4-star hotels from 162 USD per night
  • • 63 3-star hotels from 100 USD per night
  • • 27 2-star hotels from 59 USD per night

How to get to Southold

Southold Station is the closest train station, located 0.7 mi (1 km) from the city center.

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
Recommended sights include:
  • • The Old Field Vineyards
  • • Sparkling Pointe
  • • Croteaux Vineyards
  • • Mattebella Vineyards
  • • Corey Creek 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