Southold Holidays from AU$934
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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.
The Lexington Hotel, Autograph Collection
Manhattan
Price was AU$1,333, price is now AU$934 per person
AU$934
per person
13 Nov - 16 Nov
found 1 day ago
Return direct flight included
Los Angeles (LAX) to New York (JFK)
8.2/10 Very Good! (1,531 reviews)
Our stay was excellent at the Lexington! We would love to come back.
Reviewed on 7 Oct 2025
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was AU$1,904, price is now AU$1,193 per person
AU$1,193
per person
13 Nov - 16 Nov
found 1 day ago
Return direct flight included
Los Angeles (LAX) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
The most inconvenient location ever. Streets dirty around the hotel. The room was so tiny and awkwardly set up. That half your bathroom was next to the bed. The only thing in its own room was a toilet even the mirror hung next to the bed over the bathroom sink And housekeeping did a terrible job though the room was clean when we first walked in. I would never stay there again and I would never stay in that area.
Reviewed on 6 Oct 2025
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was AU$1,443, price is now AU$982 per person
AU$982
per person
13 Nov - 16 Nov
found 1 day ago
Return direct flight included
Los Angeles (LAX) to New York (JFK)
8.6/10 Excellent! (1,115 reviews)
We had a very pleasant stay at Hotel Seville. The mattress and the shower were both exceptional. The staff members were friendly and helpful
Reviewed on 6 Oct 2025
The Fifty Sonesta Hotel New York
Manhattan
Save 100% on your flight
Price was AU$1,514, price is now AU$1,041 per person
AU$1,041
per person
13 Nov - 16 Nov
found 1 day ago
Return direct flight included
Los Angeles (LAX) to New York (JFK)
8.6/10 Excellent! (1,276 reviews)
Friendly staff and large sized room. Excellent location - we walked to so much.
Reviewed on 4 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$414 per night from 16 Oct to 17 Oct
AU$414
16 Oct - 17 Oct
includes taxes & fees
9.4/10 Exceptional! (209 reviews)
"Great quick stay"
Reviewed on 28 Sept 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 12 Oct to 13 Oct
AU$139
12 Oct - 13 Oct
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"I will go there forever now being that it's just it if the way but close enough to kokomos"
Reviewed on 2 Oct 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 2 Nov to 3 Nov
AU$162
2 Nov - 3 Nov
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"Overall, a nice hotel for a one day trip! :)"
Reviewed on 5 Oct 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
Long Island Wine and Food Day Trip with Sommelier host from NYC
AU$221
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
AU$210
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.
