Southold Holiday Packages

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Top Southold holiday packages

Price found within the past 48 hours. Click for updated prices.
Hotel 1080 Brooklyn
Concorde Hotel New York
6 Columbus Central Park Hotel
WestHouse New York
San Carlos Hotel

Top Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd, Southold, NY
The price is AU$412 per night from 26 Oct to 27 Oct
AU$412
26 Oct - 27 Oct
includes taxes & fees
The Shoals Suites and Slips: Winery hotel with free WiFi and a bar/lounge. Located near the bay.
"It was amazing"

Reviewed on 10 Oct 2025

Opens in a new windowThe 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 AU$141 per night from 15 Oct to 16 Oct
AU$141
15 Oct - 16 Oct
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"We had a quick stop in the area and picked this hotel. We weee pleasantly surprised! It’s rare to find a small private hotel maintained like a corporate hotel. This is a good one."

Reviewed on 13 Oct 2025

Opens in a new windowPier 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 AU$165 per night from 2 Nov to 3 Nov
AU$165
2 Nov - 3 Nov
includes taxes & fees
Quality Inn Old Saybrook - Westbrook: Business-friendly hotel with free breakfast and free WiFi. Located near a metro station.
"Overall, a nice hotel for a one day trip! :)"

Reviewed on 5 Oct 2025

Opens in a new windowQuality Inn Old Saybrook - Westbrook
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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.