Southold Packages (Flight + Hotel)

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Top hotels in Southold

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is ฿5,543 per night from 8 Apr to 9 Apr
฿5,543
฿7,152 total
8 Apr - 9 Apr
includes taxes & fees
9.4/10 Exceptional! (250 reviews)
Clean, spacious and thoughtful room amenities. Close by to town and great restaurants.

Reviewed on 23 Mar 2026

The Shoals Suites and Slips
Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25 Southold NY
The price is ฿14,277 per night from 7 Apr to 8 Apr
฿14,277
฿16,312 total
7 Apr - 8 Apr
includes taxes & fees
9.8/10 Exceptional! (16 reviews)
Location was perfect for visiting the wineries… breakfast was to die for!

Reviewed on 22 Mar 2026

Vine & Sand
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ฿7,004 per night from 3 Apr to 4 Apr
฿7,004
฿8,623 total
3 Apr - 4 Apr
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.

Reviewed on 24 Mar 2026

Water's Edge Resort & Spa
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.

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