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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 6 - Oct 9
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 2 - Sep 9
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (480 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul. 22, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 17 - Oct 19
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Nice views.. but food at restaurant left a lot to be desired. Also staff presentation was terrible. They need uniforms and a dress code. Booty shorts, wrinkled clothing... its all a part of the experience and everyone looked like they got up out of bed and came to work. Take pride. Its managements fault ..

Reviewed on Jul. 30, 2025

ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
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Reviewed on Jul. 2, 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,226 reviews)
This is the third time I’ve stayed at the Hotel Beacon. Location, staff, and cleanliness are all great. The air conditioning is a little noisy, and there’s no air conditioning in the hallway. But overall the experience was excellent and I plan to stay here again. The old elevator is a hoot. I love it.

Reviewed on Jul. 29, 2025

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
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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 $734 per night from Aug 2 to Aug 3
CA $734
CA $850 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Great property with excellent staff. My only complaint was noise above my 3rd floor room. It sounded like chairs being dragged on the floor all night long for the entire time of our stay."

Reviewed on Jul. 25, 2025

Loews Regency New York Hotel
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 $258 per night from Aug 17 to Aug 18
CA $258
CA $301 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,157 reviews)
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Reviewed on Jul. 29, 2025

Courtyard by Marriott New York Manhattan/Upper East Side
The Macaw Guesthouse

The Macaw Guesthouse

2 out of 5
106 E. 101st Street, New York, NY
The price is CA $180 per night from Sep 1 to Sep 2
CA $180
CA $251 total
Sep 1 - Sep 2
includes taxes & fees
7/10 Good! (4 reviews)
"I read the mixed reviews and chose Macaw Guesthouse anyway - I am glad that I did. It was a reasonable option in expensive New York City and it was as described. Charming hosts who went out of their way to welcome me and ensure that I was comfortable. Short walk to transportation options and dining ..."

Reviewed on Jul. 15, 2025

The Macaw Guesthouse
See all 683 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 $778, 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

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 $71
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Empire State Building General & Skip-the-Line Ticket Options

Empire State Building General & Skip-the-Line Ticket Options

CA $62
per adult
88% of travellers recommend
Empire State Building General & Skip-the-Line Ticket Options
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

CA $86
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
See all activities in New York
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.