Compare and book 5 Star hotels in Southold, New York
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4 Sep - 6 SepOur top choices for Southold 5-star hotels
22.822.625 ₫
32.984.823 ₫ total
includes taxes & fees
27 Sept - 28 Sept
2. Casa Newmark Holiday home 7 BestStayz.1
Casa Newmark Holiday home 7 BestStayz.1Sagaponack
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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.
Sound View Greenport
58775 County Rd 48 Greenport NY
6.545.076 ₫
9.714.429 ₫ total
15 Sept - 16 Sept
includes taxes & fees
The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
14.001.599 ₫
17.596.496 ₫ total
14 Sept - 15 Sept
includes taxes & fees
9.4/10 Exceptional! (112 reviews)
Faraway Sag Harbor
31 West Water Street Sag Harbor NY
18.662.386 ₫
23.454.062 ₫ total
21 Sept - 22 Sept
includes taxes & fees
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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
Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.
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Photo by Benny Goh
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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 9.714.429 ₫
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.