Southold Packages (Flight + Hotel)
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- Better togetherSave up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is ฿5,543 per night from 8 Apr to 9 Apr
฿5,543
฿7,152 total
8 Apr - 9 Apr
includes taxes & fees
9.4/10 Exceptional! (250 reviews)
Clean, spacious and thoughtful room amenities. Close by to town and great restaurants.
Reviewed on 23 Mar 2026
Vine & Sand
47100 New York 25 Southold NY
The price is ฿14,277 per night from 7 Apr to 8 Apr
฿14,277
฿16,312 total
7 Apr - 8 Apr
includes taxes & fees
9.8/10 Exceptional! (16 reviews)
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on 22 Mar 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ฿7,004 per night from 3 Apr to 4 Apr
฿7,004
฿8,623 total
3 Apr - 4 Apr
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.
Reviewed on 24 Mar 2026
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.
Popular places to visit
Sparkling Pointe
You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.
What to do in Southold
Private Luxury Wine Tours of Long Island Pindar Winery
฿5,588
per adult
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM
฿10,524
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
