Town of Southold Town Holidays from AU$5,943

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Town of Southold Town Holiday

Answer the call of adventure with a customised holiday package to Town of Southold Town. Wherever it is you're going and whatever you plan to do, get ready to immerse yourself in a destination that'll make you truly feel alive. Get your trip to Town of Southold Town off to a great start by heading to its most renowned cities. New Suffolk is one you shouldn't miss. Stop dreaming and start packing, because your Town of Southold Town holiday is only clicks away with Expedia.

The Latest Town of Southold Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
per person
27 Dec - 8 Jan
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.6/10 Excellent! (1,426 reviews)
Loved our stay. Great location and the hotel staff were very pleasant. Our room size was great.

Reviewed on 24 Nov. 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
It was such a nice experience!

Reviewed on 16 Nov. 2024

The Michelangelo Hotel

The Michelangelo Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
27 Dec - 8 Jan
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (1,327 reviews)
hotel used to be elegant now it's run down and if you look closely EVERYTHING Needs updating and painting and fabrics are soiled and ripped and carpets are filthy especially in the lobby the fabric on the wall in the lobby and bar are stained and filthy but the worst are THE MATRESSES …soggy and dented and lumpy and we had to see four rooms before we slept on one that was less than average and it cost me 1700 canadian dollars with tax and fees for 2 NIGHTS!!! My daughter’s rollaway mattress which they had the nerve to charge me for had a better mattress than the king size bed in our suite NOT WORTH THE MONEY AT ALL!!! VERY VERY VERY DISAPPOINTING and it’s a shame because the rooms are large and it used to be such a lovely hotel The managers and front desk staff were lovely but they couldn’t make the obvious go away I was sad that it wasn’t better

Reviewed on 23 Nov. 2024

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (1,000 reviews)
Excellent service, lovely staff, great food in the restaurant and room service. It was a wonderful place to go back to after busy days and nights.

Reviewed on 11 Nov. 2024

Heart of New York Suites

Heart of New York Suites

2 out of 5
Manhattan
Save 100% on your flight
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
No reviews
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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$249 per night from 8 Dec to 9 Dec
AU$249
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (487 reviews)
"Restaurant was horrible, other wise not an bad experience"

Reviewed on 11 Nov. 2024

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$249 per night from 1 Dec to 2 Dec
AU$249
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (416 reviews)
"Great location.Excellant breakfast.However somewhat worn down,such as rug stains.Service was more than adequate."

Reviewed on 15 Nov. 2024

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 AU$312 per night from 22 Dec to 23 Dec
AU$312
includes taxes & fees
22 Dec - 23 Dec
9.4/10 Exceptional! (131 reviews)
"The Shoals is really such a cute place. The rooms are spacious and very clean. My sisters and I stayed here for the second time in November. Last time I stayed during the week and it was very quiet. However this time we had someone staying next to us and you can hear the TV like it’s in your room ..."

Reviewed on 21 Nov. 2024

The Shoals Suites and Slips
See all 560 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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$5,943. 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.