Southold Trips (flight + hotel)
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Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is P9,974 per night from Mar 15 to Mar 16
P9,974
P11,395 total
Mar 15 - Mar 16
includes taxes & fees
9.4/10 Exceptional! (244 reviews)
Very friendly
Reviewed on Mar 6, 2026
Vine & Sand
47100 New York 25 Southold NY
9.6/10 Exceptional! (15 reviews)
Vine + Sand was wonderful. The hosts were so friendly and it was close to many wineries.
Reviewed on Jan 19, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is P10,053 per night from Apr 1 to Apr 2
P10,053
P12,588 total
Apr 1 - Apr 2
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
This was my first time at Water’s Edge and will definitely not be my last. Our stay was wonderful. Becky at the front desk was
Reviewed on Mar 7, 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
McCabe's Beach
Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.
Custer Institute and Observatory
Enjoy an outing to Custer Institute and Observatory during your stay in Southold. Wander the beaches and gardens while you're in the area.
What to do in Southold
Full Day Private Long Island Wine Tours from New York City
P10,967
per adult
Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day
P32,438
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.
