Town of Southold Town Holidays from NZ$3,322

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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$5,014, price is now NZ$3,322 per person
NZ$3,322
per person
15 Feb - 26 Feb
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
Everyone on staff was helpful, accommodating and always smiling! We truly enjoyed staying here.

Reviewed on 3 Dec 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was NZ$4,448, price is now NZ$3,415 per person
NZ$3,415
per person
20 Jan - 31 Jan
found 21 hours ago
Return direct flight included
Auckland (AKL) to New York (NYC)
8.8/10 Excellent! (1,184 reviews)
Had a great stay here, the energy and helpfulness of the staff was appreciated

Reviewed on 5 Dec 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was NZ$6,087, price is now NZ$3,663 per person
NZ$3,663
per person
15 Feb - 26 Feb
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Room is great and the staff is excellent 💯

Reviewed on 5 Dec 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$6,201, price is now NZ$3,852 per person
NZ$3,852
per person
15 Feb - 26 Feb
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Excellent customer service!

Reviewed on 6 Dec 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was NZ$5,405, price is now NZ$3,608 per person
NZ$3,608
per person
15 Feb - 26 Feb
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Excellent staff, clean rooms and shower was fantastic!

Reviewed on 5 Dec 2025

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$470 per night from 5 Jan to 6 Jan
NZ$470
5 Jan - 6 Jan 2026
includes taxes & fees
8.4/10 Very Good! (596 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on 28 Nov 2025

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$344 per night from 29 Dec to 30 Dec
NZ$344
29 Dec - 30 Dec
includes taxes & fees
8.6/10 Excellent! (539 reviews)
Always love staying there when in Greenport. Clean. Central. Quality continental breakfast.

Reviewed on 24 Nov 2025

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$335 per night from 6 Jan to 7 Jan
NZ$335
6 Jan - 7 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (224 reviews)
My o

Reviewed on 24 Nov 2025

The Shoals Suites and Slips
See all 546 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$3,322. 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.