Town of Southold Town Holidays

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Town of Southold Town Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Manhattan
Save 100% on your flight
Price was S$3,243, price is now S$2,196 per person
S$2,196
per person
25 Dec - 2 Jan
found 19 hours ago
Return direct flight included
Seoul (ICN) to New York (JFK)
6.4/10 (918 reviews)
The hotel wasn’t bad at all but we had to get new room keys daily because they stopped working.. the elevator situation sucks, and the air conditioning was bad and they broke off the switch to change from AC to heat and I had to use a straw to turn my AC on because they had the heat on in the summer.. the bathroom also smelled funny I assume it’s an issue with the pipes idk.. I will say housekeeping was lovely and always wanted to clean our rooms even when we said it was fine and they would just replace our towels

Reviewed on 3 Oct, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was S$5,094, price is now S$3,377 per person
S$3,377
per person
25 Dec - 2 Jan
found 19 hours ago
Return flight included
Seoul (ICN) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Great location, modern conveniences, and excellent staff

Reviewed on 27 Sept, 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$4,781, price is now S$3,227 per person
S$3,227
per person
25 Dec - 2 Jan
found 19 hours ago
Return direct flight included
Seoul (ICN) to New York (JFK)
9.2/10 Wonderful! (3,957 reviews)
Friendly staff, super clean and accessible to everything!

Reviewed on 3 Oct, 2025

Le Meridien New York, Central Park by Marriott

Le Meridien New York, Central Park by Marriott

4 out of 5
Manhattan
Save 100% on your flight
Price was S$4,093, price is now S$2,788 per person
S$2,788
per person
25 Dec - 2 Jan
found 19 hours ago
Return direct flight included
Seoul (ICN) to New York (JFK)
8/10 Very Good! (1,000 reviews)
Beautiful hotel and perfect location!

Reviewed on 20 Sept, 2025

Romer Hell's Kitchen

Romer Hell's Kitchen

4 out of 5
Manhattan
Save 100% on your flight
Price was S$4,006, price is now S$2,831 per person
S$2,831
per person
25 Dec - 2 Jan
found 19 hours ago
Return direct flight included
Seoul (ICN) to New York (JFK)
9.4/10 Exceptional! (2,040 reviews)
Convenient location, clean and safe

Reviewed on 3 Oct, 2025

Top hotels in Town of Southold Town

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is S$428 per night from 27 Oct to 28 Oct
S$428
27 Oct - 28 Oct
includes taxes & fees
8.4/10 Very Good! (574 reviews)
"Clean and beautiful view"

Reviewed on 16 Sept, 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 S$306 per night from 2 Nov to 3 Nov
S$306
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (521 reviews)
"We brought our bikes and the staff was very accommodating and helped us store them each night. We had a great time and will be back!"

Reviewed on 21 Sept, 2025

The Harbor Front Inn
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street, Greenport, NY
9.2/10 Wonderful! (275 reviews)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."

Reviewed on 27 Sept, 2025

Get rates
Zey Hotel
See all 556 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 S$2,196. 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.