Southold Holiday Packages

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Top Southold holiday packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
per person
19 Sept - 25 Sept
found 3 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.6/10 Excellent! (1,504 reviews)
Aura Hotel Times Square

Aura Hotel Times Square

4 out of 5
Manhattan
per person
17 Sept - 24 Sept
found 2 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.6/10 Excellent! (2,213 reviews)
Very convenient and clean

Reviewed on 4 Jul. 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
19 Sept - 25 Sept
found 3 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Great location. Funky cool vibe. Not your standard hotel environment. Great roof too bar view of Manhattan.

Reviewed on 11 Sep. 2021

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
19 Sept - 25 Sept
found 3 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
7.8/10 Good! (2,138 reviews)
CODA Williamsburg

CODA Williamsburg

4 out of 5
per person
19 Sept - 25 Sept
found 3 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.2/10 Very Good! (369 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 7 Aug to 8 Aug
AU$695
7 Aug - 8 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
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.