Upper East Side Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Top hotels in Upper East Side

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 14.697.228 ₫ per night from 24 Aug to 25 Aug
14.697.228 ₫
17.009.674 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Location is best im America. EVERYTHING is right there. Staff is extremely attentive and excellent workers. They found all kind of perks and things to offer us. Truly above and beyond. The property is older; needs renovations to bring it to 22 st century with period details. Our compliments to all ..."

Reviewed on 16 Aug 2025

Loews Regency New York Hotel
The Macaw Guesthouse

The Macaw Guesthouse

2 out of 5
106 E. 101st Street, New York, NY
The price is 3.417.960 ₫ per night from 25 Aug to 26 Aug
3.417.960 ₫
4.768.381 ₫ total
25 Aug - 26 Aug
includes taxes & fees
6.8/10 (5 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 15 Jul 2025

The Macaw Guesthouse
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 14.378.569 ₫ per night from 21 Aug to 22 Aug
14.378.569 ₫
17.496.664 ₫ total
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Perfect"

Reviewed on 16 Aug 2025

The Pierre, A Taj Hotel, New York
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 holiday 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 1null000null000 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 holiday?
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 holiday 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 holiday is only a few clicks away.
Can I choose my airline with an Upper East Side Expedia holiday 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 holiday package?
Your situation can change in a flash, so yes. You may be able to cancel or alter your Upper East Side holiday 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.

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