Find 5 Star Hotels in Southold, NY from SAR 1,618

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Check availability on Southold 5 Star Hotels

Compare Southold 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"Great experience at a wonderful property!"
The price is SAR 3,732
SAR 4,690 total
includes taxes & fees
28 Jul - 29 Jul
Mill House Inn
Casa Newmark Holiday home 7 BestStayz.1
House | Outdoor pool

Casa Newmark Holiday home 7 BestStayz.1

5.0 star property
Casa Newmark Holiday home 7 BestStayz.1
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southold.
Baron's Cove

Baron's Cove

31 West Water Street, Sag Harbor, NY
The price is SAR 2,097 per night from Aug 12 to Aug 13
SAR 2,097
SAR 2,635 total
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (268 reviews)
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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.

Learn more about Southold

Come to Southold and enjoy its wineries, island views, and beaches.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southold?
How much you pay for a 5-star hotel in Southold depends on things such as when you plan to go and the length of your trip. An insider tip for scoring the best deal? Use our pricing filters to check out all of the available hotels for your chosen dates.

  • Search for the lowest price per night from SAR 1,618

What makes a hotel 5 stars in Southold?
From fine dining restaurants and all-day gyms to swimming pools and luxury bedding, the 5-star experience in Southold is all about luxury and relaxation. But it calls for more than just top-notch conveniences to receive a 5-star rating. Accommodations must also provide extraordinary guest-focused services like in-room massage treatments, on-site dry cleaning and laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Southold?
Use Expedia's filters to find a luxury getaway in Southold where most of what you need is included in the price. From there, narrow down your results for hotels that have a 5-star rating and are deemed "All inclusive." The main thing to look forward to at these stays? Relaxation and indulgence.