Search Resorts in Southold

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Compare Resorts in Southold with updated reviews, rates, and availability.

Other property types in Southold

Windward Shores Ocean Resort
Property grounds
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (237)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is SAR 906
SAR 1,116 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Room
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (183)
"Wonderful stay and super clean! Can’t wait to come back. "
The price is SAR 1,023
SAR 1,331 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Cliffside Resort Condominiums
North Fork Escape Near Wineries, Beaches And Hamptons
Room
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can I expect from a resort vacation in Southold?
You deserve some time off, and a resort is the perfect place to find all the services and amenities you need for a relaxing time in Southold. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you want an amazing pool, blissful spa treatments, or nightly entertainment options.
What can I do in Southold?
Sparkling Pointe, Croteaux Vineyards, and Sannino’s Bella Vita Vineyard are a few of the interesting sights to visit. The Old Field Vineyards and Mattebella Vineyards are a few additional attractions in the area that you might like.
What's the seasonal weather like in Southold?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What's the best way to get to and around Southold?
Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) from the heart of the city. You can also search for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. If you want to venture outside of the area, hop aboard a train at Southold Station.

Recent reviews of Southold hotels
Expedia verified reviews

The Harbor Front Inn

The Harbor Front Inn

5/5 Excellent
Great getaway
"Hotel was cozy, great location on the main street of all entertainment. View was amazing. Will definitely stay again!"
A verified traveler stayed at The Harbor Front Inn
Posted 1 day ago
The Harbor Front Inn