Southold Holidays from AU$4,012
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Your Southold Holiday
The coastal scenery and rich history are just the beginning of the things Southold has to offer. Discover the best of this captivating city your way with a personalised Southold holiday package. If taking in sights is part of the programme during your trip to Southold, swing by leading attractions like 67 Steps Beach, Pindar Vineyards and Kontokosta Winery. Don't put off your visit to this city any longer. Your dream Southold holiday is just a few clicks away with Expedia.
The Latest Southold Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Park Lane New York
Manhattan
Price was AU$5,746, price is now AU$4,012 per person
AU$4,012
per person
6 June - 12 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,764 reviews)
Great location; Central Park View is a must
Reviewed on 11 Apr 2026
WestHouse New York
Manhattan
Price was AU$6,758, price is now AU$4,336 per person
AU$4,336
per person
6 June - 12 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,003 reviews)
Super helpful & friendly staff! The breakfast & Happy Hour food was exceptional! Highly recommend! My new favorite hotel in New York!
Reviewed on 14 Apr 2026
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was AU$7,442, price is now AU$4,783 per person
AU$4,783
per person
6 June - 12 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Everything is great about this Hotel.
Reviewed on 9 Apr 2026
The Langham, New York, Fifth Avenue
Manhattan
Save 100% on your flight
Price was AU$10,663, price is now AU$7,387 per person
AU$7,387
per person
6 June - 12 June
found 22 hours ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (1,006 reviews)
10/10 def recommended
Reviewed on 15 Apr 2026
The Plaza - A Fairmont Managed Hotel
Manhattan
Save 100% on your flight
Price was AU$9,915, price is now AU$6,933 per person
AU$6,933
per person
6 June - 12 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
My stay for one night at the Plaza was magical. Constantly seeing tourists stopping to have their photo taken out front, made feel so lucky to be a guest in one of the worlds most famous hotels.
Reviewed on 3 Apr 2026
Southold Holiday
Southold Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 5,700 |
Max Temp Winter | 4ºC |
Max Temp Summer | 24ºC |
Top Sights | 67 Steps Beach, Macari Vineyards and Pindar Vineyards |
Our pick of the best Southold Hotel Deals
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is AU$337 per night from 30 Apr to 1 May
AU$337
30 Apr - 1 May
includes taxes & fees
9.4/10 Exceptional! (261 reviews)
The room was spacious. I’m very clean. I was very impressed. Location easy to get in and out of highly recommend.
Reviewed on 14 Apr 2026
Vine & Sand
47100 New York 25 Southold NY
The price is AU$532 per night from 19 Apr to 20 Apr
AU$532
19 Apr - 20 Apr
includes taxes & fees
9.8/10 Exceptional! (16 reviews)
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on 22 Mar 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is AU$406 per night from 20 Apr to 21 Apr
AU$406
20 Apr - 21 Apr
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Front desk staff were amazing! The bar staff were very attentive and friendly. Rooms are clean, but definitely dated.
Reviewed on 13 Apr 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.
What to do in Southold
Full Day Private Long Island Wine Tours from New York City
AU$269
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
