Southold Holidays
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Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is Rp2.841.702 per night from 3 Feb to 4 Feb
Rp2.841.702
Rp3.246.643 total
3 Feb - 4 Feb
includes taxes & fees
9.4/10 Exceptional! (238 reviews)
Room was great. Clean and comfortable. Glad I found this place and will be back.
Reviewed on 22 Jan 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,000 reviews)
I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!
Reviewed on 23 Jan 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is Rp2.251.506 per night from 3 Feb to 4 Feb
Rp2.251.506
Rp3.051.863 total
3 Feb - 4 Feb
includes taxes & fees
8.4/10 Very Good! (608 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on 10 Jan 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
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.
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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.
