Compare and book 5 Star hotels in Southold, New York

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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, (70)
"Great experience at a wonderful property!"
The price is 15.631.840 ₫
19.645.151 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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.
Sound View Greenport

Sound View Greenport

58775 County Rd 48, Greenport, NY
The price is 7.612.060 ₫ per night from 9 Sept to 10 Sept
7.612.060 ₫
9.983.507 ₫ total
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (560 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

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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Top Southold Hotel Reviews

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 7.612.060 ₫

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.