Upper East Side Vacations

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
Price found within the past 48 hours. Click for updated prices.
  • Jun 26 - Jul 12

    Comfort Inn Prospect Park - Brooklyn + Flight

    Brooklyn
    16 nights
    2.5 star property
    8.6/10 - Excellent (1,196 reviews)
    "I was charged more for the room. Only one time service in 4 nights stayed. I had to requests towels. Not staying there again!"
    Reviewed May 11, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - NRT1 stop
    ¥666,848
    ¥484,630
    per traveler
    found 15 hours ago
    Comfort Inn Prospect Park - Brooklyn
  • Jun 26 - Jul 12

    42 Hotel + Flight

    Brooklyn
    16 nights
    3.5 star property
    9.0/10 - Wonderful (873 reviews)
    "Hotel is clean and staff friendly"
    Reviewed May 18, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - NRT1 stop
    Save 100% on your flight
    ¥909,112
    ¥600,840
    per traveler
    found 15 hours ago
    42 Hotel
  • Jun 26 - Jul 12

    EVEN Hotel Brooklyn by IHG + Flight

    Brooklyn
    16 nights
    4.0 star property
    8.8/10 - Excellent (1,895 reviews)
    "Nice hotel but nickel and dime guests to death. Rooms are clean but small."
    Reviewed May 18, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - NRT1 stop
    ¥724,597
    ¥523,218
    per traveler
    found 15 hours ago
    EVEN Hotel Brooklyn by IHG
  • Jun 26 - Jul 12

    Hotel Indigo Williamsburg - Brooklyn by IHG + Flight

    Brooklyn
    16 nights
    3.5 star property
    8.4/10 - Very Good (1,052 reviews)
    "My room had stains on the counters, the balcony view was literally garbage in their courtyard, clean property but not a clean location around it "
    Reviewed May 18, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - NRT1 stop
    ¥671,315
    ¥489,931
    per traveler
    found 15 hours ago
    Hotel Indigo Williamsburg - Brooklyn by IHG
  • Jun 26 - Jul 4

    Concorde Hotel New York + Flight

    Manhattan
    8 nights
    4.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "There"
    Reviewed May 13, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - HND1 stop
    ¥677,088
    ¥501,199
    per traveler
    found 0 hours ago
    Concorde Hotel New York

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

Upper East Side Hotel Deals

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
540 Park Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is ¥95,139 per night from May 22 to May 23
¥95,139
¥110,047 total
May 22 - May 23
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"This is the only hotel I stay in when I come to NYC. Everyone there is amazing!"

Reviewed on May 15, 2026

Loews Regency New York Hotel
The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
2 E 61st St New York NY
Fully refundableReserve now, pay when you stay
The price is ¥113,913 per night from May 22 to May 23
¥113,913
¥136,869 total
May 22 - May 23
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Staying at The Pierre, A Taj Hotel last week for our NYC trip was incredible. What truly sets The Pierre apart is the staff — every single person was warm, caring, and genuinely attentive. The concierge team is exceptional and truly five-star, helping us with everything from restaurant bookings and ..."

Reviewed on May 18, 2026

The Pierre, A Taj Hotel, New York
Courtyard by Marriott New York Manhattan/Upper East Side

Courtyard by Marriott New York Manhattan/Upper East Side

3 out of 5
410 E 92nd St New York NY
Fully refundableReserve now, pay when you stay
The price is ¥25,254 per night from May 25 to May 26
¥25,254
¥29,536 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (1,291 reviews)
"The hotel is in a convenient location of the upper east side. Put room was terrific with nice views of the city and the east river. For a New York City hotel room it was actually on the large side. We enjoyed our stay."

Reviewed on May 17, 2026

Courtyard by Marriott New York Manhattan/Upper East Side
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 , 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.

Discover the most popular places to visit in Upper East Side

Things to do

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