Upper East Side Vacation Packages

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Top Holiday Package Deals in Upper East Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,767, price is now CA $1,131 per person
CA $1,131
per person
May 18 - May 21
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Room and general cleanliness of the entire hotel was great. Staff really are lovely . Great location, rooms are perfect. Breakfast was fantastic and a really great start to the day .

Reviewed on Feb 20, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,140, price is now CA $1,978 per person
CA $1,978
per person
May 18 - May 21
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Room size was perfect. All staff were kind and helpful. Will stay here again!

Reviewed on Feb 18, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $1,898, price is now CA $1,202 per person
CA $1,202
per person
May 18 - May 21
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
We were not able to dim the lights in the room. We were able to hear conversations from other rooms. The lights were too bright or off. The service was great but not happy with the room lights

Reviewed on Feb 20, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,579, price is now CA $2,330 per person
CA $2,330
per person
May 18 - May 21
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The suite was stunning, and the staff was courteous, 10/10 overall.

Reviewed on Feb 16, 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
Wall Street which includes heritage architecture, street scenes and a city

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,032 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

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 CA $649 per night from Mar 8 to Mar 9
CA $649
CA $752 total
Mar 8 - Mar 9
includes taxes & fees
Loews Regency New York Hotel
Courtyard New York Manhattan/Upper East Side

Courtyard 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 CA $259 per night from Feb 22 to Feb 23
CA $259
CA $302 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (1,264 reviews)
Beautiful place

Reviewed on Feb 19, 2026

Courtyard New York Manhattan/Upper East Side
The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
20 East 76th Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $1,506 per night from Feb 22 to Feb 23
CA $1,506
CA $1,738 total
Feb 22 - Feb 23
includes taxes & fees
9.8/10 Exceptional! (41 reviews)
Beautiful property

Reviewed on Feb 18, 2026

The Surrey A Corinthia Hotel
See all 833 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Frequently asked questions

How much does an Upper East Side vacation package cost?
Starting from only CA $1,131, 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

Solomon R. Guggenheim Museum which includes interior views and art

Solomon R. Guggenheim Museum

4.5/5(36 reviews)

One of the world’s best-known art galleries is as exciting from the outside as it is from inside.

Solomon R. Guggenheim Museum
Frick Collection which includes art, interior views and heritage elements

Frick Collection

Imagine yourself living in this grand New York City mansion surrounded by fine furniture and amazing artwork from renowned masters.

Frick Collection

Mount Sinai Hospital

Though Mount Sinai Hospital might be what brings you to town, perhaps you'll have a chance to explore more of New York while you are here.

Mount Sinai Hospital

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $65
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent

CA $121
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
Edge Observation Deck at Hudson Yards

Edge Observation Deck at Hudson Yards

CA $53
per adult
100% of travellers recommend
Edge Observation Deck at Hudson Yards
See all activities in New York

Explore a world of travel with Expedia

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