Southold Holidays from AU$4,014
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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.
Thompson Central Park New York, by Hyatt
Manhattan
Price was AU$5,213, price is now AU$4,014 per person
AU$4,014
per person
11 May - 16 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,130 reviews)
clean room, wonderful staff
Reviewed on 27 Feb 2026
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was AU$6,355, price is now AU$4,131 per person
AU$4,131
per person
11 May - 16 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Service at the hotel was fantastic!!! Beds are comfy, and bathrooms are very very nice!
Reviewed on 21 Feb 2026
The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was AU$8,296, price is now AU$5,627 per person
AU$5,627
per person
11 May - 16 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
EVERYTHIING WAS 👌. 6 stars! Thank you Karla and the wonderful team.
Reviewed on 21 Feb 2026
The Wall Street Hotel
Manhattan
Save 100% on your flight
Price was AU$5,937, price is now AU$4,393 per person
AU$4,393
per person
11 May - 16 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (591 reviews)
The room was very beautiful and
Reviewed on 27 Feb 2026
The Manner, The Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was AU$6,144, price is now AU$4,642 per person
AU$4,642
per person
11 May - 16 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (56 reviews)
Great stay. There are delicious complimentary breakfast items which we just happened upon this trip so even better.
Reviewed on 28 Oct 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$250 per night from 2 Mar to 3 Mar
AU$250
2 Mar - 3 Mar
includes taxes & fees
9.4/10 Exceptional! (243 reviews)
Clean and spacious room
Reviewed on 19 Feb 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AU$168 per night from 2 Mar to 3 Mar
AU$168
2 Mar - 3 Mar
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question.
Reviewed on 22 Feb 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$281 per night from 2 Mar to 3 Mar
AU$281
2 Mar - 3 Mar
includes taxes & fees
8.4/10 Very Good! (617 reviews)
The rooms are clean but very little insulation in the walls. I could hear the entire conversation of my neighbors. Our room was very close to the highway as well. Nice view though.
Reviewed on 27 Feb 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$268
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.
