Southold Holiday Packages
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Top Southold holiday packages
Price found within the past 48 hours. Click for updated prices.
Empire Hotel
Manhattan
Price was AU$3,838, price is now AU$2,975 per person
AU$2,975
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
7.6/10 Good! (7,058 reviews)
The hotel itself was very pretty and the restaurant bar and pool were nice areas. The room was very small, and the bathroom did not have a fan so there was some noticeable water damage in the room/bathroom. The price was reasonable. The pool was nice, but no jacuzzi. I’d probably choose a different property next time.
Reviewed on 20 Aug 2026
Top Southold hotels
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$555 per night from 15 Sept to 16 Sept
AU$555
15 Sept - 16 Sept
includes taxes & fees
Sound View Greenport: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
"Stayed here for 2 nights mid-August. Pool was nice (could have been a little cleaner). Restaurant, excellent. Valet staff, excellent. Front desk staff, good. Bar, nice. Breakfast included, very nice. Room, a bit dated but nicely renovated. Through the years I always wanted to stay here - glad I did. ..."
Reviewed on 19 Aug 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AU$154 per night from 20 Sept to 21 Sept
AU$154
20 Sept - 21 Sept
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"Clean and comfortable room. Very dated furniture."
Reviewed on 19 Aug 2026
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is AU$501 per night from 2 Sept to 3 Sept
AU$501
2 Sept - 3 Sept
includes taxes & fees
The Shoals Suites and Slips: Winery hotel with free WiFi and a bar/lounge. Located near the bay.
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.
