
Southold Vacations
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Southold Hotel Deals

The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is AED 622 per night from Apr 16 to Apr 17
AED 622
AED 802 total
includes taxes & fees
16 Apr - 17 Apr
9.4/10 Exceptional! (155 reviews)
"Great stay! Would come back again."
Reviewed on 2 April 2025

Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AED 724 per night from Apr 6 to Apr 7
AED 724
AED 896 total
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (1,001 reviews)
Excellent stay
"It was a lovely one night stay with a friend. The room was beautiful, the hotel was stunning, and the check in was great. Lots of recommendations for good places to go. Very pleasant experience!"
Reviewed on 26 March 2025

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AED 260 per night from Apr 6 to Apr 7
AED 260
AED 299 total
includes taxes & fees
6 Apr - 7 Apr
7.6/10 Good! (938 reviews)
"It was great for a weekend getaway the commute was reasonable from New York Area was quiet nice , clean and for the first ever there was NO Weed smoking which was so awesome!!! That has been a major problem everywhere we go ! We will definitely go back again !"
Reviewed on 1 April 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.
Frequently asked questions
Discover the most popular places to visit in Southold

Sparkling Pointe
You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.
Sannino's Bella Vita Vineyard
You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area.
Croteaux Vineyards
You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.