Southold Vacations

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Find the Best Southold Vacation Packages

Southold Hotel Deals

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd, Southold, NY
The price is ₩341,418 per night from Sep 29 to Sep 30
₩341,418
₩425,312 total
Sep 29 - Sep 30
includes taxes & fees
9.4/10 Exceptional! (206 reviews)
Quiet Gem
"Lovely hotel in a beautiful, quiet area. Great view and service. Staff was so friendly and helpful."

Reviewed on Sep 19, 2025

The Shoals Suites and Slips
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₩112,918 per night from Sep 29 to Sep 30
₩112,918
₩129,863 total
Sep 29 - Sep 30
includes taxes & fees
7.8/10 Good! (1,011 reviews)
"Highly recommend!"

Reviewed on Sep 21, 2025

Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₩137,799 per night from Oct 13 to Oct 14
₩137,799
₩158,469 total
Oct 13 - Oct 14
includes taxes & fees
7.6/10 Good! (1,009 reviews)
"Clean, quiet, friendly staff."

Reviewed on Sep 23, 2025

Quality Inn Old Saybrook - Westbrook
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.