Town of Southold Town Holidays from AU$4,762

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Top destinations in Town of Southold Town

FlightsFlightsHotelsHotels

Mattituck

Mattituck

The Latest Town of Southold Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was AU$6,377, price is now AU$4,762 per person
AU$4,762
per person
12 Jan - 23 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
8.4/10 Very Good! (1,006 reviews)
Staff is amazingly nice and helpful.

Reviewed on 24 Oct 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$13,535, price is now AU$8,703 per person
AU$8,703
per person
24 Dec - 5 Jan
found 18 hours ago
Return flight included
Melbourne (MEL) to New York (NYC)
9/10 Wonderful! (1,008 reviews)
Beautiful hotel ! Smells so good in lobby .. room a clean and nice

Reviewed on 3 Nov 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$14,546, price is now AU$9,861 per person
AU$9,861
per person
24 Dec - 5 Jan
found 18 hours ago
Return flight included
Melbourne (MEL) to New York (NYC)
9.6/10 Exceptional! (151 reviews)
A perfect place to stay!!

Reviewed on 20 Sept 2025

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$17,931, price is now AU$12,410 per person
AU$12,410
per person
24 Dec - 5 Jan
found 18 hours ago
Return flight included
Melbourne (MEL) to New York (NYC)
9.2/10 Wonderful! (584 reviews)
The Mandarin Oriiental is a beautiful charming hotel on the Upper West Side with great atmosphere and a far more welcoming wonderful accommodating staff! The staff was outstanding and the service impeccable. I had a horrendous experience at the hotel I had booked with my mother in Soho that week who lost our reservation and couldn’t care less, even when I showed them it was not cancelled. They were not helpful and we were frantic trying to find accommodations at 1am. My mother had a knee replacement and it was extremely traumatic for her to not be able to lay down and ice her leg and to be treated so poorly while I spent hours trying to re plan our entire trip to see my daughter in college. We were very relieved to be in the such great hands at the Mondrian Oriental. I can’t say enough good things about every single aspect the staff did to make our stay special! It is truly a gem.

Reviewed on 22 Oct 2025

Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was AU$13,110, price is now AU$9,817 per person
AU$9,817
per person
24 Dec - 5 Jan
found 18 hours ago
Return flight included
Melbourne (MEL) to New York (NYC)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on 13 June 2025

Town of Southold Town Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Top Sights
67 Steps Beach, Harbes Family Farm and Orient Point County Park

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 AU$427 per night from 24 Nov to 25 Nov
AU$427
24 Nov - 25 Nov
includes taxes & fees
8.4/10 Very Good! (586 reviews)
Staff was amazing , room clean view phenomenal

Reviewed on 5 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 AU$313 per night from 7 Dec to 8 Dec
AU$313
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (527 reviews)
Beautiful view and room. Staff friendly and accommodating. Excellent location.

Reviewed on 27 Oct 2025

The Harbor Front Inn
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (277 reviews)
Great place. Would come again

Reviewed on 19 Oct 2025

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Greenporter Hotel
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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 AU$4,762. 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.

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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.