
Southold Holidays from AU$3,018
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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.

Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was AU$4,850, price is now AU$3,018 per person
AU$3,018
per person
3 June - 10 June
found 4 hours ago
Return direct flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,411 reviews)
family had a great stay at the Riu Hotel Manhattan. The location is a 10/10. It is in a busy area but just steps from Times Square and surrounded by great restaurants. Serendipity is right next door, Dilli Dilli is just up the street, and there are plenty of street vendors nearby, which made grabbing food easy and fun.
The staff was friendly and helpful throughout our stay. The snack shack and breakfast were both excellent, and we really enjoyed the breakfast buffet each morning.
The only downside was the elevator situation, especially when trying to get to breakfast. Each day, we waited around 20 to 25 minutes for an elevator. Guests have to go to the first floor, wait in line, and then are taken up to the fifth floor to be seated as space opens. This setup ties up the elevators and causes long delays. I was traveling with my mom, who had a strained muscle, so taking the stairs was not a realistic option after the first day.
A better system might be to move the breakfast line to the fifth floor and adjust the space to accommodate it, which could help reduce elevator congestion.
The room itself was small and basic, but that did not matter much since we were rarely in it.
Overall, great location, great staff, and great food. Just be prepared for possible elevator delays during breakfast hours.
Reviewed on 16 Apr 2026

Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was AU$4,959, price is now AU$3,068 per person
AU$3,068
per person
3 June - 10 June
found 4 hours ago
Return direct flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,951 reviews)
The staff was extremely helpful in answering any questions we had and providing recommendations for restaurants and directions. The rooms and property were always clean. Breakfast provided many choices da and was always well stocked. The breakfast bone moves quickly and efficiently. The frosted glass shower/bathroom wall” was NOT an issue as the person in the bathroom could only be seen as a “blob.”
Reviewed on 14 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 1 day 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
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$305 per night from 29 Apr to 30 Apr
AU$305
29 Apr - 30 Apr
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$540 per night from 22 Apr to 23 Apr
AU$540
22 Apr - 23 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$423 per night from 26 Apr to 27 Apr
AU$423
26 Apr - 27 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.











