Town of Southold Town Holidays from AU$2,910

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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.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was AU$4,212, price is now AU$2,910 per person
AU$2,910
per person
19 Mar - 28 Mar
found 20 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
7.4/10 Good! (5,413 reviews)
In general, the service was very good; however, we had to wait seven hours to get a room because it was not ready yet. I understand that the staff may have been understaffed due to the busy season. I would like to stay at this hotel again and hope that I won’t face the same situation next time.

Reviewed on 31 Dec 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was AU$7,230, price is now AU$4,695 per person
AU$4,695
per person
30 Jan - 7 Feb
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Staff was extremely nice helpful

Reviewed on 26 Dec 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was AU$4,911, price is now AU$3,272 per person
AU$3,272
per person
19 Mar - 28 Mar
found 20 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Happy to have stayed there. Overall good experience

Reviewed on 31 Dec 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Price was AU$5,261, price is now AU$3,542 per person
AU$3,542
per person
30 Jan - 7 Feb
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (1,667 reviews)
Clean room and close to many attractions

Reviewed on 31 Dec 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$7,104, price is now AU$4,876 per person
AU$4,876
per person
30 Jan - 7 Feb
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
The Hotel is in a great location, just minutes from great shopping, restaurants, and of course Central Park. What really made me give 5 stars is the Shane at the front. He makes you feel so welcomed and always goes above and beyond to make sure you're having a great stay.

Reviewed on 29 Dec 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

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
The price is AU$276 per night from 13 Jan to 14 Jan
AU$276
13 Jan - 14 Jan 2026
includes taxes & fees
8.8/10 Excellent! (552 reviews)
Great check in experience. Very nice room

Reviewed on 27 Dec 2025

The Harbor Front Inn
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AU$309 per night from 1 Jan to 2 Jan
AU$309
1 Jan - 2 Jan 2026
includes taxes & fees
8.4/10 Very Good! (601 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on 28 Nov 2025

Sound View Greenport
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is AU$278 per night from 8 Jan to 9 Jan
AU$278
8 Jan - 9 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (231 reviews)
Overall excellent experience during the off-season at this new seaside hotel…Large rooms with separate kitchen/living room areas, modern and elegant, friendly check-in service, and expansive lobby area with lots of seating and spectacular water views.

Reviewed on 23 Dec 2025

The Shoals Suites and Slips
See all 538 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.
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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$2,910. 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.