Southold Holidays
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Southold Holiday
Our pick of the best Southold Hotel Deals
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is NZ$366 per night from 19 Nov to 20 Nov
NZ$366
19 Nov - 20 Nov
includes taxes & fees
9.4/10 Exceptional! (221 reviews)
This was a stunning place to stay in all respects. The large room was wonderrful. Thank you!
Reviewed on 8 Nov 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! (1,002 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on 3 Nov 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is NZ$205 per night from 30 Nov to 1 Dec
NZ$205
30 Nov - 1 Dec
includes taxes & fees
7.6/10 Good! (1,003 reviews)
Clean place, nice staff
Reviewed on 11 Nov 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.
Discover the most popular places to visit in Southold
Mattebella Vineyards
You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
What to do in Southold
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
NZ$311
per adult
76% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
