Compare and book 5 Star hotels in Southold, New York

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Check availability on Southold 5 Star Hotels

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Southold 5 Star Hotels

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 20.788.455 ₫
26.125.989 ₫ total
includes taxes & fees
29 Jun - 30 Jun
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 8.426.478 ₫ per night from 13 Jul to 14 Jul
8.426.478 ₫
10.590.090 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (255 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.

See all hotels in Southold

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southold?
There are various pricing options for a 5-star hotel in Southold on Expedia. How much you'll pay will depend on your travel dates, trip length and other factors. Compare all of the available properties for your chosen dates and use our pricing and other filters to score the ideal upscale stay.
  • Search for the lowest price per night from 8.426.478 ₫

What makes a hotel 5 stars in Southold?
Exceptional guest service is the foundation of every 5-star hotel in Southold. From the moment you arrive, staff attend to your every need, whether arranging valet parking or providing in-room beauty treatments. Additionally, hotels have to feature top-rate amenities to be entitled to a 5-star rating. These can include luxury bathrobes, saunas or spas, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Southold?
Find a luxury escape that includes your lodging, food, activities and entertainment in Southold with the help of our filters. Search for hotels with a 5-star rating and click on the "All inclusive" filter. Double-check what's included in the purchase price. That way, you'll be ready to maximise the many perks on offer as soon as you arrive.