Town of Southold Town Vacations & Trips from ￥347,050

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The Latest Town of Southold Town Vacation Packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was ￥497,928, price is now ￥347,050 per person
￥347,050
per person
Mar 2 - Mar 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
9/10 Wonderful! (1,001 reviews)
Small hotel with small rooms, but the decor was very nice.

Reviewed on Nov 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was ￥618,576, price is now ￥390,462 per person
￥390,462
per person
Mar 2 - Mar 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
8.8/10 Excellent! (1,000 reviews)
The view is soooo good!

Reviewed on Dec 2, 2025

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥675,722, price is now ￥472,468 per person
￥472,468
per person
Mar 2 - Mar 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,001 reviews)
Asked for a WSJ and provided; daily! Didn’t expect it

Reviewed on Dec 1, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was ￥501,042, price is now ￥360,148 per person
￥360,148
per person
Mar 2 - Mar 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
9.6/10 Exceptional! (159 reviews)
What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout. Cannot recommend this enough

Reviewed on Nov 17, 2025

Fouquet's New York

Fouquet's New York

5 out of 5
Manhattan
Price was ￥492,132, price is now ￥362,444 per person
￥362,444
per person
Mar 2 - Mar 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on Oct 10, 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 ￥30,235 per night from Jan 6 to Jan 7
￥30,235
￥42,147 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8.4/10 Very Good! (597 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on Nov 28, 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 ￥20,367 per night from Dec 29 to Dec 30
￥20,367
￥30,871 total
Dec 29 - Dec 30
includes taxes & fees
8.6/10 Excellent! (539 reviews)
Always love staying there when in Greenport. Clean. Central. Quality continental breakfast.

Reviewed on Nov 24, 2025

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 ￥26,221 per night from Dec 14 to Dec 15
￥26,221
￥29,958 total
Dec 14 - Dec 15
includes taxes & fees
9.4/10 Exceptional! (224 reviews)
My o

Reviewed on Nov 24, 2025

The Shoals Suites and Slips
See all 545 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 ￥347,050. 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.