Southold Holidays from NZ$2,184
Book a Hotel + Flight or Car together to unlock savings
Photo by Benny Goh
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Southold Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Flushing Garden Hotel
Queens
Price was NZ$2,437, price is now NZ$2,184 per person
NZ$2,184
per person
27 Dec - 31 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
15.2/10 Exceptional! (399 reviews)
The staff was fine checking in but walking into the front was like walking into a box and barely no larking but the room.was clean. Just a very compact place
Reviewed on 17 Nov 2025
Nova Hotel Brooklyn
Price was NZ$2,781, price is now NZ$2,440 per person
NZ$2,440
per person
27 Dec - 31 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
16.8/10 Exceptional! (849 reviews)
⭐️⭐️⭐️⭐️⭐️ Amazing Stay!
Wonderful hotel with an outstanding staff. Everyone was friendly, helpful, and truly welcoming. The room was clean, comfortable, and beautifully prepared. I had a fantastic experience and would definitely stay here again!
Thank you guy's!
Reviewed on 16 Nov 2025
Allegria Hotel
Price was NZ$2,711, price is now NZ$2,429 per person
NZ$2,429
per person
27 Dec - 31 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
7.8/10 Good! (1,257 reviews)
The staff at the bar and especially the Front desk Marsha & James was absolutely great.
Reviewed on 17 Nov 2025
Fairfield Inn & Suites New York Queens/Fresh Meadows
Queens
Price was NZ$2,541, price is now NZ$2,336 per person
NZ$2,336
per person
27 Dec - 31 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
16.8/10 Exceptional! (862 reviews)
Breakfast was good. Did not use laundry.
Reviewed on 6 Nov 2025
Southold Holiday
Our pick of the best Southold Hotel Deals
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is NZ$366 per night from 19 Nov to 20 Nov
NZ$366
19 Nov - 20 Nov
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
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on 3 Nov 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is NZ$205 per night from 30 Nov to 1 Dec
NZ$205
30 Nov - 1 Dec
includes taxes & fees
7.6/10 Good! (1,003 reviews)
Clean place, nice staff
Reviewed on 11 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.
Discover the most popular places to visit in Southold
Mattebella Vineyards
You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
What to do in Southold
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
NZ$311
per adult
76% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
