Town of Southold Town Vacations & Trips from ₩1,119,124

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The Latest Town of Southold Town Vacation Packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Brooklyn by IHG

EVEN Hotel Brooklyn by IHG

4 out of 5
per person
Aug 3 - Aug 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
8.6/10 Excellent! (1,402 reviews)
Only good things were: check-in was quick and convenient to downtown Brooklyn. Negative- as soon as I walked in my room, smelled slight stinch of marijuana. The room was TINY. I paid for a king size but bed looked like a Queen size. The breakfast was complimentary which was great but the omelette was below average. Would not stay here again.

Reviewed on Jun 29, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Aug 15 - Aug 17
just found
Roundtrip non-stop flight included
Seoul (ICN) to New York (JFK)
9/10 Wonderful! (2,103 reviews)
Beautiful, vibrant hotel. Fun decor. Awesome staff. Very polite and helpful. At checkout we were able to keep our bags at the front desk while we explored the city. The rooms are very very small though (but also very nice). But small.

Reviewed on Jun 30, 2025

Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Manhattan
per person
Aug 15 - Aug 17
just found
Roundtrip non-stop flight included
Seoul (ICN) to New York (JFK)
7.6/10 Good! (1,817 reviews)
Overall it was ok. The location is near Times Square (walkable). Our room had an unpleasant odor that came from the water of the bathroom, the carpet was also wet. The key cards were not working properly. We had to go back to the front office many times. At last, there are only 2 elevators, when 1 was down we had to wait around an hour to go downstairs. Anyway, the staff is very helpful and nice, especially Michelle and Deven !

Reviewed on Jun 29, 2025

The Manhattan at Times Square

The Manhattan at Times Square

4 out of 5
Manhattan
per person
Aug 3 - Aug 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
5.8/10 (4,356 reviews)
Very nice hotel and convenient to Yankees stadium and Times Square. Very happy!

Reviewed on Jun 28, 2025

Allegria Hotel

Allegria Hotel

4 out of 5
per person
Aug 3 - Aug 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
7.6/10 Good! (1,144 reviews)
Pool and beach are the best!

Reviewed on Jun 29, 2025

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 ₩577,298 per night from Jul 30 to Jul 31
₩577,298
₩729,536 total
Jul 30 - Jul 31
includes taxes & fees
8.4/10 Very Good! (531 reviews)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"

Reviewed on Jun 22, 2025

Sound View Greenport
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (122 reviews)
"Excellent"

Reviewed on Jun 29, 2025

Get rates
Greenporter Hotel
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
The price is ₩336,865 per night from Jul 1 to Jul 2
₩336,865
₩454,841 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (476 reviews)
"Very cute, cozy, convenient hotel and the area is beautiful. Great breakfast spread"

Reviewed on Jun 27, 2025

The Harbor Front Inn
See all 572 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 vacation package cost?
Tailor make your Town of Southold Town vacation package from only ₩1,119,124. 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 vacation 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 neighborhood, 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 vacation?
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 vacation. 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 organizing an upscale romantic escape or a budget family adventure, have a look at our vacation packages today.
Can I choose my airline with a Town of Southold Town Expedia vacation 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 vacation package?
We totally understand --- life can throw you the odd curveball. If you've booked a Town of Southold Town vacation 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.