Town of Southold Town Holidays from NZ$5,376

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Top destinations in Town of Southold Town

A fisherman's dinghy tied up at the shore in early autumn. Setauket Harbor, Long Island.
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Fishers Island

Fishers Island

The Latest Town of Southold Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was NZ$7,154, price is now NZ$5,376 per person
NZ$5,376
per person
15 July - 22 July
found 17 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (4,198 reviews)
Great midtown Oasis!

Reviewed on 24 Apr 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$8,084, price is now NZ$5,410 per person
NZ$5,410
per person
15 July - 22 July
found 17 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,963 reviews)
I only have two negatives about my stay, and that is, the room smelled rancid. As if it was moldy. Additionally, the bed was very uncomfortable. For the price, I would opt out of staying there again.

Reviewed on 22 Apr 2026

Concorde Hotel New York

Concorde Hotel New York

4 out of 5
Manhattan
Price was NZ$7,115, price is now NZ$5,474 per person
NZ$5,474
per person
15 July - 22 July
found 17 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,007 reviews)
It was amazing, the view was great and my cleaning staff for the duration of my stay was so nice and kind. Everyone was! Shoutout to the hotel, I'll definitely be back if plans work out!

Reviewed on 22 Apr 2026

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was NZ$7,002, price is now NZ$5,427 per person
NZ$5,427
per person
15 July - 22 July
found 17 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,060 reviews)
The room was great, check-in was easy.... but the AC issue really needs to be fixed! It was soooo warm in our room when NY was in a heat wave!

Reviewed on 21 Apr 2026

Kixby

Kixby

4 out of 5
Manhattan
Price was NZ$8,041, price is now NZ$6,337 per person
NZ$6,337
per person
15 July - 22 July
found 17 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (1,859 reviews)
A very unique hotel with the extra touches that made the stay memorable. Great location also.

Reviewed on 21 Apr 2026

Our pick of the best Town of Southold Town Hotel Deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is NZ$639 per night from 26 May to 27 May
NZ$639
26 May - 27 May
includes taxes & fees
8.4/10 Very Good! (639 reviews)
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...

Reviewed on 21 Apr 2026

Sound View Greenport
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
The price is NZ$540 per night from 3 May to 4 May
NZ$540
3 May - 4 May
includes taxes & fees
8.8/10 Excellent! (591 reviews)
Great

Reviewed on 23 Apr 2026

The Harbor Front Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is NZ$371 per night from 3 May to 4 May
NZ$371
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (263 reviews)
Beautiful

Reviewed on 24 Apr 2026

The Shoals Suites and Slips
See all 542 properties in Town of Southold Town
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.

Frequently asked questions

How much does a Town of Southold Town holiday package cost?
Tailor make your Town of Southold Town holiday package from only NZ$5,376. Pick from any combination of flights, hotels and rental cars to put together the trip you've been dreaming about for ages. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Town of Southold Town?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you a nice amount too. A Town of Southold Town holiday package makes it a cinch to put together your dream adventure. With more than 550 airlines throughout the world to choose from, finding flights that fit your schedule won't be a challenge. Not only that, we have over 1 000 000 hotels globally to select from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Town of Southold Town?
With popular attractions such as 67 Steps Beach and Orient Point County Park in this area, look for a hotel located near either one. Macari Vineyards is another Town of Southold Town hot spot that pulls the crowds.
What are the top hotels in Town of Southold Town?
If you intend to stay in the Greenport West neighbourhood, some great options are The Harborfront Inn and Sound View Greenport. Pipes Cove is another well-known Town of Southold Town area. We recommend Zey Hotel or The Menhaden if you prefer this part of town.
How far in advance should I book my Town of Southold Town holiday?
It depends on the air carrier, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will occasionally find a cheaper seat only weeks before their intended journey.
What does an Expedia Town of Southold Town travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your ideal Town of Southold Town holiday. You can also add on a few activities and tours once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Town of Southold Town travel package?
You'll land amazing savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place simply makes planning easier. So why waste money or time? Whether you're organising an upscale romantic escape or a budget family adventure, have a look at our holiday packages today.
Can I choose my airline with a Town of Southold Town Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have options galore when creating your Town of Southold Town escape.
If I'm not able to travel, can I cancel my Town of Southold Town holiday package?
We totally understand — life can throw you the odd curveball. If you've booked a Town of Southold Town holiday package and need to amend or cancel it, we can help. It's always worth checking out our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.