Southold Holiday Packages

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Top Southold holiday packages

Price found within the past 48 hours. Click for updated prices.
The Flat NYC

The Flat NYC

2 out of 5
Manhattan
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.6/10 Excellent! (587 reviews)
We had an excellent stay. Staff were extremely helpful, professional and friendly. It would be my first choice if I'm ever back in NYC again.

Reviewed on 27 Jul. 2024

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,259 reviews)
Interfaith 21

Interfaith 21

2 out of 5
Manhattan
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (19 reviews)
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,126 reviews)
Property was in a great location but it was not as depicted in the Wotif ad. The room was very spacious but old. Bed was great. Longe was great. Kitchen was very under catered for. It was disappointing. Had a microwave and a hot plate, but no pots, no pans, no wine glasses. No crockery. 2 plates, 2 cups, 2 glasses, 2 knives, forks and spoons, but nothing to cook with. Had to ask staff and they did oblige with no issue at all. They were very friendly and supplied what I asked for within minutes. The front desk was fantastic. They solved all queries with a smile. In summary it was a great location, very clean, fantastic staff.

Reviewed on 27 Sep. 2024

Hilton Club The Central at 5th New York

Hilton Club The Central at 5th New York

3.5 out of 5
Manhattan
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (890 reviews)

Top Southold hotels

Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25, Southold, NY
Vine & Sand: Business-friendly bed & breakfast with free breakfast and free WiFi.
"Beautiful house and trip to stay in the North Fork. Hosts are incredible. Highly recommend!!"

Reviewed on 23 Jul. 2025

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Vine & Sand
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd, Southold, NY
The price is AU$695 per night from 6 Aug to 7 Aug
AU$695
6 Aug - 7 Aug
includes taxes & fees
The Shoals Suites and Slips: Winery hotel with free WiFi and a bar/lounge. Located near the bay.
Already Want to Return
"The property is beautiful- was nice to relax in the Adirondack chairs near the marina in the evenings. We stayed in the Grand Suite and everything was spotless and comfortable. As others have said, it is a bit easy to hear your neighbors through the walls at night, but nothing earplugs can’t fix ..."

Reviewed on 31 Jul. 2025

The Shoals Suites and Slips
Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
Greenview Inn Riverhead: Motel with free WiFi and free parking. Located in the city centre.
"Property was updated from old photos and it was a great value. Staff was very accommodating."

Reviewed on 4 Aug. 2025

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Greenview Inn Riverhead
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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.