Browse the Best Southold Resorts from CA $507

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

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Our top choices for Southold resorts

Water's Edge Resort & Spa

Westbrook Center

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CA $507 total

includes taxes & fees

Aug 12 - Aug 13

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Top Southold Hotel Reviews

Bayview Resort

10/10 Excellent

"Very peaceful, clean, and very nice location. The staff were very polite and accommodating. It was like staying over a family members home. Will definitely go back."

The Bentley Hotel Southampton

10/10 Excellent

"The staff at check in and check out were helpful and friendly. The suite was beautiful and felt like home. Also the entire room was extremely clean. The bed sheets were so soft! Most hotels they are like sand paper. Wish I traveled to this area more so I could stay there again. Wonderful experience."

The Harbor Front Inn

8/10 Good

"We are return guests and stayed for two nights. There was a new parking charge of $29/day. One of the reasons for choosing this hotel is that they are pet friendly. Unfortunately, that meant our room had several carpet stains and smelled distinctly of nature’s miracle cleaner (which is better than pee). I can deal with the stains, although had me wondering if the bed was clean, but the smell was overpowering. In our past stays, at this property the room was clean and odor free, so maybe just one room. This and the $75 pet fee seemed like we were simply covering for the damage caused by the untrained pets of others. We took our dog on six walks per day and never left her unattended so as to keep up our end of it. Otherwise it is a nice property in a good location with great staff."

Saybrook Point Resort & Marina

10/10 Excellent

"We had an outstanding stay at Saybrook Point Resort & Marina. The property is beautiful, impeccably maintained, and perfectly located with stunning views of the marina and Long Island Sound. The rooms were spacious, comfortable, and made for a relaxing getaway. What truly made our visit exceptional was the service. A special thank you to Scott at the front desk, who went above and beyond to make us feel welcome. Scott was professional, friendly, knowledgeable, and genuinely cared about ensuring we had a great experience. His outstanding customer service set the tone for our entire stay. If you’re looking for a relaxing coastal escape with first-class hospitality, I highly recommend Saybrook Point Resort & Marina. We’ll definitely be back!"

Find out more about Southold

Southold Resorts information

Number of reviews	1,007
Accommodation	4 Resorts
Lowest Price	CA $507
Highest Price	CA $507

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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Check prices for these dates

Our top choices for Southold resorts

Water's Edge Resort & Spa

Top Southold Hotel Reviews

Bayview Resort

Hyatt Place Long Island East End

North Fork Resort

The Bentley Hotel Southampton

Zey Hotel

The Harbor Front Inn

Hotel Indigo Long Island - East End by IHG

Water's Edge Resort & Spa

Saybrook Point Resort & Marina

Find out more about Southold

Southold Resorts information

Frequently asked questions

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Search Resort Hotels in Southold from CA $507

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southold resorts

Water's Edge Resort & Spa

Top Southold Hotel Reviews

Bayview Resort

Find out more about Southold

Southold Resorts information

Frequently asked questions

Explore a world of travel with Expedia