Southold Holidays
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Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is Rp3.091.562 per night from 21 Dec to 22 Dec
Rp3.091.562
Rp3.532.109 total
21 Dec - 22 Dec
includes taxes & fees
9.4/10 Exceptional! (228 reviews)
Great sta
Reviewed on 8 Dec 2025
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is Rp2.798.682 per night from 18 Dec to 19 Dec
Rp2.798.682
Rp3.506.404 total
18 Dec - 19 Dec
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Holiday family tradition!
Reviewed on 12 Dec 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
Clean and pleasant place staff is accommodating and professional a good value on the shoreline
Reviewed on 10 Dec 2025
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
The Old Field Vineyards
You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. Stroll along the beaches or discover the sunsets in this family-friendly area.
What to do in Southold
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
Rp2.992.164
per adult
76% of travellers recommend
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
