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.
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was CA $2,558, price is now CA $1,421 per person
CA $1,421
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,367 reviews)
Hotel is beautiful but extremely busy. Our room was clean and the bathroom was lovely. We had a late dinner in the restaurant and the food and drinks were great. It is across the street from the Minskoff Theatre, so it was perfectly located as we came to New York to see the Lion King.

Reviewed on Apr 28, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,336, price is now CA $3,027 per person
CA $3,027
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.

Reviewed on Apr 17, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $5,502, price is now CA $3,159 per person
CA $3,159
per person
Jul 19 - Jul 22
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (149 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.

Reviewed on Mar 24, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was CA $2,934, price is now CA $1,703 per person
CA $1,703
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Just wonderful The staff at the hotel are magnificent Alway consistent always fantastic We will return time and time again! Concierge are the best in the city…

Reviewed on Apr 28, 2026

The William Vale

The William Vale

5 out of 5
Price was CA $2,611, price is now CA $1,542 per person
CA $1,542
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,042 reviews)
View from the Gotham Queen was amazing!

Reviewed on Apr 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
Manhattan

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,072 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 $816 per night from May 24 to May 25
CA $816
CA $944 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
Just wonderful The staff at the hotel are magnificent Alway consistent always fantastic We will return time and time again! Concierge are the best in the city…

Reviewed on Apr 28, 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 CA $933 per night from May 9 to May 10
CA $933
CA $1,123 total
May 9 - May 10
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
The staff is the kindest, brightened our day!

Reviewed on Apr 28, 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 CA $244 per night from May 25 to May 26
CA $244
CA $285 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (1,296 reviews)
The staff were all so sweet and helpful. The property was convenient to dining and subway. Will be back!

Reviewed on Apr 28, 2026

Courtyard by Marriott New York Manhattan/Upper East Side
See all 805 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.
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Frequently asked questions

How much does an Upper East Side vacation package cost?
Starting from only CA $1,421, 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

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

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 $66
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
NYC: Museum of Modern Art

NYC: Museum of Modern Art (MoMA) Entry Ticket

CA $42
per adult
92% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
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 $117
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
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.