Search Resorts in Southold

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

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

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1001)
"Lovely property .... The dinner was great . Room service was very convenient and fast . The spa was wonderful Justine was amazing with the massage I felt so relaxed after. Our pedicures the next day were equally amazing, my feet are so soft and clean my polish is neat. I will definitely be back for a massage and relaxing overnight trip . "
The price is AEDĀ 625
AEDĀ 782 total
includes taxes & fees
25 Mar - 26 Mar
Water's Edge Resort & Spa

Ocean Colony Beach and Tennis Club

2.0 star property
The price is AEDĀ 744
AEDĀ 1,984 total
includes taxes & fees
1 Apr - 2 Apr
Ocean Colony Beach and Tennis Club

Available July 21-28, 2023

8.8 out of 10, Excellent, (3)
"This rental was absolutely perfect. Room was exactly as described and very clean and well maintained. Very short walk to beach and pool. Waterā€™s Edge staff was extremely courteous and attentive. The grounds are gorgeous and well maintained. The pool and beach combo was perfect for a family with kids. The owner of this rental was very easy to communicate with and responded quickly. We have zero complaints. We will absolutely be back again!"
Available July 21-28, 2023

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

8.0 out of 10, Very Good, (1)
"Comfortable space for a small family. We liked the flexibility of having a small beach on property and our own kitchen. The owner was easy to contact too."
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

10.0 out of 10, Exceptional, (1)
"Had a great stay for a long weekend getaway! The unit was in great shape, and we really enjoyed ourselves!"
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4

Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)

Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)
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.
Don't see what you're looking for?
See all available properties in Southold
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southold

North Fork 7 Bedroom Farmhouse Escape

3.0 star property
9.4 out of 10, Exceptional, (3)
"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that itā€™s on a busy road. The house is set back so there wasnā€™t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that itā€™s down the busy road as someone else mentioned. It wasnā€™t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...
North Fork 7 Bedroom Farmhouse Escape

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Great cozy place"
The price is AEDĀ 484
AEDĀ 633 total
includes taxes & fees
13 Mar - 14 Mar
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove itā€™s not efficient and refrigerator blocked with the corner of wall"
The price is AEDĀ 636
AEDĀ 887 total
includes taxes & fees
25 Mar - 26 Mar
Cliffside Resort Condominiums
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 youā€™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: Waterā€™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. Available July 21-28, 2023 - Family-friendly resort. 14.9 mi (24 km) from Southold. Enjoy the sauna, fitness center, and concierge services. Waterā€™s Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 - Beach resort. 14.9 mi (24 km) from Southold. Amenities include a sauna, a fitness center, and beach sun loungers. Waterā€™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?
Sparkling Pointe, The Old Field Vineyards, and Croteaux Vineyards are a few of the interesting sights to visit. Corey Creek Winery and Sanninoā€™s Bella Vita Vineyard 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 70Ā°F, while the coldest months are January and February with an average of 38Ā°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.