Town of Southold Town Holidays from AU$3,215

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Top destinations in Town of Southold Town

An aerial view of agricultural fields, a coastline, and distant hills.
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Mattituck

Mattituck

The Latest Town of Southold Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was AU$4,570, price is now AU$3,215 per person
AU$3,215
per person
2 Aug - 11 Aug
found 17 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (1,615 reviews)
Great little find, good location. Clean and decent size rooms for NYC

Reviewed on 29 June 2026

Hilton Garden Inn New York/Times Square Central

Hilton Garden Inn New York/Times Square Central

3 out of 5
Manhattan
Save 100% on your flight
Price was AU$7,365, price is now AU$4,401 per person
AU$4,401
per person
1 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,941 reviews)
Staff for check in and out could not have been better. Super helpful friendly people.woyld definitely stay again

Reviewed on 1 July 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$5,861, price is now AU$3,918 per person
AU$3,918
per person
11 Sept - 18 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,099 reviews)
Excellent service snd breakfast

Reviewed on 30 June 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was AU$8,730, price is now AU$5,909 per person
AU$5,909
per person
21 Sept - 27 Sept
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9.6/10 Exceptional! (697 reviews)
Great location and beautiful interior

Reviewed on 30 June 2026

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$11,184, price is now AU$7,904 per person
AU$7,904
per person
1 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,007 reviews)
The Pierre is historic, located directly East of Central Park, and seemingly maintains a five star rating for precisely those attributes. The attractively priced suites are all interior facing on dimly lit lower floors. Don't expect to be upgraded for sunlight and a view without paying double. Also, room rates with 'breakfast included' have a restaurant credit, not a hotel credit. Ordering from the in-room breakfast menu simply to take advantage of my 'perk' resulted in hundreds of dollars in disputable charges. My membership in Taj's loyalty program resulted in zero benefits, which is a bit surprising as the company only operates two properties in North America.

Reviewed on 30 June 2026

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$1,273 per night from 30 July to 31 July
AU$1,273
30 July - 31 July
includes taxes & fees
8.4/10 Very good! (659 reviews)
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"

Reviewed on 20 June 2026

Sound View Greenport
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
The price is AU$334 per night from 15 July to 16 July
AU$334
15 July - 16 July
includes taxes & fees
9.2/10 Wonderful! (337 reviews)
"Good."

Reviewed on 24 June 2026

Zey Hotel
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is AU$650 per night from 15 July to 16 July
AU$650
15 July - 16 July
includes taxes & fees
9.4/10 Exceptional! (291 reviews)
"Incredibly beautiful place and perfectly clean!"

Reviewed on 26 June 2026

The Shoals Suites and Slips
See all 510 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$3,215. 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.

Stay near popular Town of Southold Town attractions

A rocky shoreline with large boulders and a calm sea.

Orient Point County Park

10.0/10 (1 review)
Explore the great outdoors at Orient Point County Park, a lovely green space in Orient Point. Stroll along the beaches or discover the area's sunsets.
See properties

What to do in Town of Southold Town

Downtown Westerly Ghost Tour

Downtown Westerly Ghost Tour

AU$49
per adult
100% of travellers recommend
Downtown Westerly Ghost Tour
Paranormal Pub Crawl: Beer Tour

Paranormal Pub Crawl: Beer Tour

AU$104
per adult
Paranormal Pub Crawl: Beer Tour
great fun with friends

Full Day Private Long Island Wine Tours from New York City

AU$263
per adult
Full Day Private Long Island Wine Tours from New York City
See all activities in Town of Southold Town
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.