Southold Holidays from AU$1,724
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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 Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Price was AU$2,581, price is now AU$1,724 per person
AU$1,724
per person
9 Feb - 15 Feb
found 16 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
8.8/10 Excellent! (1,184 reviews)
No help when we arrived to unload the car. We had to unload and go to reception leaving th car unattended. We had to ask 3 times throughout the day to receive a water kettle. We only got it in the evening after we came back and called for a 3rd time. Shower pressure was a joke with only a trickle of water. This was our 3rd time stay at this hotel and were disappointed in what is otherwise an excellent hotel
Reviewed on 18 Nov 2025
Margaritaville Resort Times Square
Manhattan
Save 100% on your flight
Price was AU$3,795, price is now AU$2,316 per person
AU$2,316
per person
9 Feb - 15 Feb
found 16 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
The brightness and color of the rooms. They were always clean and tidy.
Reviewed on 26 Nov 2025
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was AU$3,508, price is now AU$2,240 per person
AU$2,240
per person
9 Feb - 15 Feb
found 16 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
There were so many broken amenities, hair dryer, sink, remote control and even the key access reader. Staff members were super friendly though, they need some maintenance done.
Reviewed on 26 Nov 2025
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was AU$3,212, price is now AU$2,057 per person
AU$2,057
per person
9 Feb - 15 Feb
found 16 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Staff helpful and friendly. The room was clean , a nice size and a fab view.
Reviewed on 26 Nov 2025
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$288 per night from 5 Dec to 6 Dec
AU$288
5 Dec - 6 Dec
includes taxes & fees
9.4/10 Exceptional! (221 reviews)
This was a stunning place to stay in all respects. The large room was wonderrful. Thank you!
Reviewed on 8 Nov 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 3 Dec to 4 Dec
AU$180
3 Dec - 4 Dec
includes taxes & fees
7.6/10 Good! (1,007 reviews)
Staff was kind. Easy, comfortable stay.
Reviewed on 19 Nov 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$359 per night from 30 Nov to 1 Dec
AU$359
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.
Reviewed on 19 Nov 2025
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
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
AU$276
per adult
76% of travellers recommend
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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.
