Southold Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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Find the Best Southold Vacation Packages
Southold Hotel Deals
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is ₩256,967 per night from Apr 14 to Apr 15
₩256,967
₩331,534 total
Apr 14 - Apr 15
includes taxes & fees
9.4/10 Exceptional! (253 reviews)
Simply delightful!
Reviewed on Mar 30, 2026
Vine & Sand
47100 New York 25 Southold NY
The price is ₩587,463 per night from Apr 13 to Apr 14
₩587,463
₩671,176 total
Apr 13 - Apr 14
includes taxes & fees
9.8/10 Exceptional! (16 reviews)
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on Mar 22, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ₩353,825 per night from Apr 8 to Apr 9
₩353,825
₩433,083 total
Apr 8 - Apr 9
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Enjoyable stay.
Reviewed on Mar 28, 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.
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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.
