Southold Holiday Packages
Save when you book Southold package deals
Top Southold holiday packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn New York/Manhattan-Chelsea
Manhattan
Price was AU$3,872, price is now AU$3,015 per person
AU$3,015
per person
15 Aug - 23 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8/10 Very good! (3,188 reviews)
Room was basic and clean but it was also small and showing signs of wear and tear. I paid extra for a higher floor with city view but it was not a value at all. The breakfast left a lot to he desired. It consisted of 4 cereal options, a small assortment of fruit, poorly made oatmeal and toast/bagel. The restaurant staff acted so overly friendly that it was fake. They really just want you to order a real breakfast from the menu. The front desk staff did not even try to be friendly. I do not feel that this property was up to HILTON standards. I would not recommend anyone stay there. Hilton should completely remodel this property and replace the manager or remove their name!
Reviewed on 5 July 2026
Top Southold hotels
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is AU$648 per night from 7 July to 8 July
AU$648
7 July - 8 July
includes taxes & fees
The Shoals Suites and Slips: Winery hotel with free WiFi and a bar/lounge. Located near the bay.
"Incredibly beautiful place and perfectly clean!"
Reviewed on 26 June 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$841 per night from 14 July to 15 July
AU$841
14 July - 15 July
includes taxes & fees
Sound View Greenport: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
"Amazing views Rooms were just right People were pleasant BEach chairs and towels readily available Otherwise had a great time Service at the restaurant very slow"
Reviewed on 2 July 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AU$149 per night from 12 July to 13 July
AU$149
12 July - 13 July
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located near a train station.
"Really friendly staff"
Reviewed on 5 July 2026
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.
