Longwood Vacations from ￥388,438

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Longwood Vacation Packages

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

Hotel Belleclaire

4 out of 5
Manhattan
Price was ￥627,776, price is now ￥388,438 per person
￥388,438
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
18/10 Exceptional! (2,702 reviews)
Consistently excellent. I have been coming for five years on a regular basis - never a disappointment. Wonderful!

Reviewed on Nov 16, 2025

Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Price was ￥1,043,940, price is now ￥489,834 per person
￥489,834
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
16.4/10 Exceptional! (1,951 reviews)
Great room , great service

Reviewed on Nov 22, 2025

The Iroquois New York

The Iroquois New York

4.5 out of 5
Manhattan
Price was ￥1,058,952, price is now ￥603,382 per person
￥603,382
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
18.8/10 Exceptional! (1,609 reviews)
Great staff and clean room

Reviewed on Nov 13, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥713,516, price is now ￥425,084 per person
￥425,084
per person
Dec 26 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
19.2/10 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

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was ￥824,462, price is now ￥515,644 per person
￥515,644
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (NYC)
18.8/10 Exceptional! (1,001 reviews)
This place was fantastic! Top notch!

Reviewed on Nov 17, 2025

Where to stay in Longwood

Find the best Longwood areas and neighborhoods for the activities you enjoy most. Learn more about Longwood
Wall Street which includes heritage architecture, street scenes and a city

Manhattan

9 out of top 10 points of interest in this area
4.5/5(26,026 area reviews)

Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.

Find hotels in Manhattan

Longwood Hotel Deals

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
The price is ￥26,457 per night from Nov 23 to Nov 24
￥26,457
￥37,187 total
Nov 23 - Nov 24
includes taxes & fees
7.4/10 Good! (5,526 reviews)
Nice clean hotel, room was comfortable. Good location to Times Square if that’s the area you’re looking for. Lifts were faulty on the last day and security had to manually pick and drop everyone off to there floors. Apart from that no issues

Reviewed on Nov 21, 2025

Sheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is ￥24,901 per night from Nov 25 to Nov 26
￥24,901
￥36,300 total
Nov 25 - Nov 26
includes taxes & fees
8/10 Very Good! (6,346 reviews)
The staff was great, and the room was alright. The first room I was assigned to smelled like a sewer, and the second room was okay. Wall plugs definitely need to be updated. Other than that, it was great.

Reviewed on Nov 21, 2025

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
The price is ￥18,300 per night from Nov 23 to Nov 24
￥18,300
￥26,932 total
Nov 23 - Nov 24
includes taxes & fees
7.6/10 Good! (6,090 reviews)
Lovely room, staff and wonderful location

Reviewed on Nov 22, 2025

Millennium Hotel Broadway Times Square
See all 11,920 properties in Longwood
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 Longwood vacation package cost?
Live it up in Longwood from as little as ￥388,438. We offer a great selection of rental cars, hotels and flights to suit every budget. Land even more discounts when you add a few activities or tours to your vacation package.
How do I get a cheap travel package to Longwood?
Combining your hotel and flight with Expedia won't just save precious time — it'll save you cash too. A Longwood vacation package makes it simple to put together your ideal trip. With more than 550 airlines throughout the world to choose from, finding flights that fit your schedule won't be a hassle. On top of that, we have over 1,000,000 hotels globally to select from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Longwood?
Tick Yankee Stadium off your bucket list and then stay right near it. Soak up the exciting vibe around this big attraction and visit whenever you please!
How far in advance should I book my Longwood vacation?
It's always wise to book early. Air carriers typically advertise flight tickets nearly 12 months prior to departure, and this is when you can land some of the lowest prices. Just been told you need to take all your vacation days next week? Don't fret. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Longwood travel package include?
It depends on what sort of getaway you have in the works. Longwood travel deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Longwood travel package?
You'll land terrific savings when you bundle your hotels, flights and rental cars into a travel package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're organizing a luxury romantic escape or a low-cost family break, explore our vacation packages today.
Can I choose my airline with a Longwood Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Simply pick the carrier that suits you and create the perfect Longwood escape.
If I'm not able to travel, can I cancel my Longwood vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Longwood vacation package in the last 24 hours, you may be able to cancel or change it for no charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Longwood

Times Square featuring a city, central business district and signage

Times Square

4.5/5(22,891 reviews)

New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Times Square
Ed Sullivan Theater which includes a city and signage as well as a large group of people

Broadway

4.5/5(15,833 reviews)

Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well.

Broadway
Serenity of Central Park in New York showcases lush greenery and tranquil waters on a beautiful day

Central Park

4.5/5(16,923 reviews)

Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Central Park

Things to do

One World Observatory: Skip-the-Line Ticket

One World Observatory Tickets

￥4,679
per adult
90% of travellers recommend
One World Observatory Tickets
New York’s Best Skyline View, Top of the Rock at Rockefeller Center

Top of the Rock Observation Deck

￥8,143
per adult
88% of travellers recommend
Top of the Rock Observation Deck
American Museum of Natural History Tickets

American Museum of Natural History Tickets

￥4,580
per adult
78% of travellers recommend
American Museum of Natural History Tickets
See all activities in New York
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.