Upper East Side Vacation Packages

Top Holiday Package Deals in Upper East Side

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

Radio Hotel

Manhattan

CA $644

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.6/10 Excellent! (2,500 reviews)

The staff were very welcoming, and the check in process was very easy. All accommodations included as promised. The restaurant and bar on site was good as well!

Reviewed on Jul 27, 2026

Hotel Riu Plaza New York Times Square

Manhattan

CA $2,673

per person

Sep 20 - Sep 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

9/10 Wonderful! (3,213 reviews)

The Wall Street Hotel

Manhattan

CA $2,074

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.6/10 Exceptional! (714 reviews)

Super friendly staff. Central for the needs I was going to New York., and very clean and Lovely room

Reviewed on Jul 28, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $1,586

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to New York (JFK)

9.2/10 Wonderful! (3,768 reviews)

Great hotel for your money! Clean, new and close to timesquare.

Reviewed on Jul 28, 2026

1 Hotel Brooklyn Bridge

CA $3,046

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,002 reviews)

Overpriced - location is key

Reviewed on Jul 27, 2026

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

A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area

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.

Upper East Side Hotel Deals

Loews Regency New York Hotel

540 Park Avenue New York NY

Fully refundableReserve now, pay when you stay

CA $703

CA $815 total

Aug 18 - Aug 19

includes taxes & fees

9.2/10 Wonderful! (1,006 reviews)

"If i could give a rating of one hundred stars I would. Service is absolutely top notch on every level, from the moment you walk in being greeted by personable staff to housekeeping and room service. Cleanliness standards are very high, as well as all amenities. Restaurant is also beyond excellent, ..."

Reviewed on Jul 27, 2026

Courtyard by Marriott New York Manhattan/Upper East Side

410 E 92nd St New York NY

CA $295

CA $344 total

Aug 16 - Aug 17

includes taxes & fees

The Pierre, A Taj Hotel, New York

2 E 61st St New York NY

Fully refundableReserve now, pay when you stay

CA $800

CA $973 total

Aug 17 - Aug 18

includes taxes & fees

See all 795 properties in 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 CA $644, 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.