A calm lake with a forest in the background during sunset.

Best Resorts in Southold

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

Our top choices for Southold resorts

Bar (on property)

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,004 reviews)
"Very nice place would stay again."
United States
Cary
$306 nightly
The price is $352
Jul 29 - Jul 30
Total with taxes and fees
Water's Edge Resort & Spa
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.
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Top Southold Hotel Reviews

North Fork Resort

North Fork Resort

10/10 Excellent
"We had an absolutely wonderful stay at this resort and the cottages exceeded our expectations. From the moment we arrived, we felt welcomed by the friendly and attentive staff, who made us feel right at home. The cottages were beautiful, spotless, and very comfortable, with everything we needed for a relaxing vacation. The entire property was well maintained, peaceful, and the perfect place to unwind and enjoy nature. We left with wonderful memories and can't wait to come back. We will definitely recommend this resort to our family and friends!"
Marina 4-night trip
Posted 4 hours ago
North Fork Resort

Find out more about Southold

Southold Resorts information

Number of reviews
Accommodation
7 Resorts
Lowest Price
$352
Highest Price
$352

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's a favorite resort for my stay in Southold?
Here are our top-rated resorts near Southold: Water's Edge Resort & Spa - Beach resort. 15 mi (24.1 km) from Southold. Features 3 restaurants, a private beach, and a full-service spa. Highly rated for its great beach location. Ocean Colony Beach and Tennis Club - Beach resort, 5-minute walk from The Hamptons Beaches. 20.2 mi (32.5 km) from Southold. Has a seasonal outdoor pool, a garden, and free self parking. Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 - Beach resort. 14.9 mi (24 km) from Southold. Access to a sauna, a fitness center, and beach sun loungers.
What can I do in Southold?
For some time by the water, you can head to McCabe's Beach and Horton Lane Beach. Sparkling Pointe and Croteaux 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.

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