Southold Holidays from AU$2,423
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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.
INNSiDE by Meliá New York Nomad
Manhattan
Price was AU$3,680, price is now AU$2,423 per person
AU$2,423
per person
17 Mar - 24 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Everyone on staff front desk to cleaning staff was wonderful to interact with. The hotel was clean and pleasant. The location was great for local food stops and also very walkable to many tourist destinations. The trains were very convenient also. Good fitness facilities. I would stay again absolutely.
Reviewed on 10 Jan 2026
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was AU$7,685, price is now AU$4,415 per person
AU$4,415
per person
17 Mar - 24 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
This hotel was FABULOUS! The view you see if the view you get! STUNNING magazine worthy view of the Brooklyn bridge. Almost kid free. The rooftop bar and lounge had stunning views of the Brooklyn bridge and Hudson river. Just minutes away from Manhattan and close enough to walk to the Bridge. Room service was excellent. Very clean room.
Reviewed on 3 Jan 2026
Park Lane New York
Manhattan
Save 100% on your flight
Price was AU$4,576, price is now AU$2,883 per person
AU$2,883
per person
17 Mar - 24 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
8.4/10 Very Good! (1,667 reviews)
long check in process after long journey. Wife stays there for business & wasn't happy with room for 10 nights. Hotel didn't know how to manage the" free morning coffee" perk. Destination fee of $52.23 incl tax daily was unexpected as law requires if be shown when offer is presented by expedia
Reviewed on 7 Jan 2026
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was AU$5,297, price is now AU$3,406 per person
AU$3,406
per person
30 Mar - 6 Apr
found 7 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
I agree, clean room, comfortable bed, pillows and sheets. Modernize shower and bathroom, accessible to all. I like most their guests accommodation where in they have a tie up restaurant where you can avail of 10% discounts when you dine in as hotel guest. And their coffee and tea counter, you can enjoy for free. A big savings for the guests since refreshments along the are were pricey. Definitely coming back and 100 % recommendable.
Reviewed on 10 Jan 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was AU$4,057, price is now AU$2,666 per person
AU$2,666
per person
17 Mar - 24 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
Great location to Broadway, Times Square and subways.
Reviewed on 11 Jan 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$266 per night from 19 Jan to 20 Jan
AU$266
19 Jan - 20 Jan
includes taxes & fees
9.4/10 Exceptional! (234 reviews)
The room was much larger than expected, very clean. Perfect location, Melissa at the front desk was very helpful
Reviewed on 1 Jan 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is AU$420 per night from 12 Jan to 13 Jan
AU$420
12 Jan - 13 Jan
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Great place!
Reviewed on 31 Dec 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,002 reviews)
Parking was very convenient, and the property is pet-friendly with a nice grassy area in the back for pets to relieve themselves. The room was clean and staff were friendly, although queen size bed felt like twin xl but overall, a pleasant and hassle-free stay.
Reviewed on 31 Dec 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$267
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.
