A busy city street with yellow taxis, pedestrians, and cyclists.

Upper East Side Vacations from ¥259,916

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 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 Upper East Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 25 - Jan 28

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,002 reviews)
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • Nonstop JFK - HND • Nonstop
    ¥344,705
    ¥259,916
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • Dec 23 - Dec 29

    33 Hotel, New York City, Seaport + Flight

    Manhattan
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Excellent on all points."
    Reviewed November 4, 2026
    Roundtrip • Tokyo (TYO) - New York (JFK)
    HND - EWR • Nonstop EWR - HND • Nonstop
    ¥571,708
    ¥366,903
    per traveler
    found 1 day ago
    33 Hotel, New York City, Seaport
  • Dec 29 - Jan 3

    The St. Regis New York + Flight

    Manhattan
    5 nights
    5.0 star property
    9.2/10 - Wonderful (294 reviews)
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - HND • 1 stop
    ¥1,311,667
    ¥906,949
    per traveler
    found 2 hours ago
    The St. Regis New York
  • Dec 7 - Dec 11

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.0/10 - Wonderful (3,449 reviews)
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - EWR • 1 stop LGA - HND • 1 stop
    ¥689,295
    ¥488,160
    per traveler
    found 3 hours ago
    Hotel Riu Plaza New York Times Square
  • Dec 23 - Dec 29

    NobleDEN Hotel + Flight

    Manhattan
    6 nights
    4.0 star property
    9.6/10 - Exceptional (1,656 reviews)
    "I absolutely loved this hotel! It was in an amazing location: walking distance to everything I wanted to do. It was clean, it was quiet, it was great! I was there on Halloween weekend and you would not even know the neighborhood was popping off because it was so quiet. My family of 4 stayed in a double room (2 double beds) and it was just fine. Super comfy beds...we were so tired and slept really well. Now, the staff: Shout out to Thomas who was so helpful when I made a booking mistake. Shout..."
    Reviewed November 4, 2026
    Roundtrip • Tokyo (TYO) - New York (JFK)
    HND - EWR • Nonstop EWR - HND • Nonstop
    ¥533,332
    ¥380,391
    per traveler
    found 1 day ago
    NobleDEN Hotel

Where to stay in Upper East Side

Find the best Upper East Side areas and neighborhoods for the activities you enjoy most. Learn more about Upper East Side
Learn more about Upper East Side

Brooklyn

This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.

Midtown

Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.

Bronx

New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.

Williamsburg

Experience contemporary art, hipster culture, and vibrant nightlife in this Brooklyn gem. Discover cutting-edge galleries, trendy bars, and eclectic eateries for a taste of modern urban living.

Central New York City

Known for its soaring skyscrapers and eye-catching views, there's plenty to explore in Central New York City. Check out top attractions like Times Square and Rockefeller Center, and jump on the metro at 49th St. Station or 50 St. Station (Broadway) to see more of the city.

Discover the most popular places to visit in Upper East Side

What to do near Upper East Side

Upper East Side Hotel Deals

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 an Upper East Side vacation package cost?

Starting from only ¥259,916, a package is your passport to affordable travel. Put together your Upper East Side getaway by selecting from our huge range of hotels, airfares and rental cars.

How do I get a cheap travel package to Upper East Side?

One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got everything you need. Choose a combination that suits your style and see your savings grow. We know a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options around the globe, which lets you customize your Upper East Side getaway.

Where should I stay in Upper East Side?

Most visitors who travel to Upper East Side include Grand Central Terminal and United Nations Headquarters on their to-do lists. Why not reserve a hotel close to one of these top attractions?

What are the top hotels in Upper East Side?

Get your trip off to an excellent start by staying at The Carlyle, A Rosewood Hotel. It's one of most popular properties in Upper East Side. Another option is The Pierre, A Taj Hotel, New York.

How far in advance should I book my Upper East Side vacation?

Your best bet is to book early. Airlines usually release flights around a year prior to departure, and this is when you can score some of the cheapest prices. Boss just told you to take all your vacation days in a few weeks? That's fine too — Expedia are never short on fantastic deals to send you on the getaway of your dreams, at an affordable price.

What does an Expedia Upper East Side travel package include?

It depends on what sort of trip you have in the works. Upper East Side travel deals can include car rentals, flights and hotels. You can mix and match to find the bundle that fits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.

What should I know before booking an Upper East Side travel package?

Tailor deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save big dollars just for combining your bookings. Whether you're embarking on a skiing adventure or kicking back on a warm beach, your ideal vacation is only a few clicks away.

Can I choose my airline with an Upper East Side Expedia vacation package?

Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to pick from available flight, hotel or activity options that suit you.

If I'm not able to travel, can I cancel my Upper East Side vacation package?

Your situation can change in a flash, so yes. You may be able to cancel or alter your Upper East Side vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your airline, hotel or car rental company may impose a fee. Looking for more information? Visit our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.