Upper East Side Holidays from £814

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Your Upper East Side Holiday

Book a holiday package to Upper East Side and discover everything this riverside neighbourhood has to offer. Noted for its shopping, dining and history, your next epic adventure is waiting for you here. Not sure where to go during your trip to Upper East Side? Nearby attractions such as Times Square, Broadway and Grand Central Terminal are good places to begin. Expedia can put your travel plans into action. Book your ideal Upper East Side holiday now.

Price found within the past 48 hours. Click for updated prices.
BKWAY Hotel Brooklyn
1 Hotel Brooklyn Bridge
The Flat NYC
The Pierre, A Taj Hotel, New York
Nova Hotel Brooklyn

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 £481 per night from 1 Sept to 2 Sept
£481
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,001 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 £147 per night from 25 Sept to 26 Sept
£147
25 Sept - 26 Sept
includes taxes & fees
6.2/10 (7 reviews)
"Good"

Reviewed on 24 Aug 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 £524 per night from 31 Aug to 1 Sept
£524
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Excellent"

Reviewed on 24 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

Why should I book my Upper East Side holiday with Expedia?
Expedia has your back for all aspects of your upcoming Upper East Side trip. You'll always get the best prices around, but when you bundle your hotel, flights and/or hire car into a holiday package, you'll get even more savings. Want to truly make the most of your adventure? Add a few exciting activities and tours to your customised package. We offer flexible cancellation policies on almost all bookings, so there's no need to worry if you have to change your plans. Visit our Customer Service Portal link to learn more.
What are the top hotels for my holiday in Upper East Side?
If you're wanting to stay within easy reach of Upper East Side, lock in a room at The Carlyle, A Rosewood Hotel or The Pierre, A Taj Hotel, New York. Both properties offer friendly service and are top options with many travellers.
How do I get a cheap holiday to Upper East Side?
Combine your hotel and flight bookings, toss in extras such as a hire car or activities, and save with an Upper East Side holiday. You won't just pick up exciting discounts on your adventure — you'll have lots of choice at your fingertips too. When you book with Expedia, you can choose from more than 400 partner airlines and 321,000 properties around the globe. Your next affordable holiday begins right here, right now! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Upper East Side holiday?
There are plenty of places to visit while enjoying a holiday in Upper East Side. Grand Central Terminal, United Nations Headquarters, Memorial Sloan-Kettering Cancer Centre and Gramercy Park are among this city's leading attractions.
What is the best area to stay in when on holiday in Upper East Side?
If you'll be visiting 92nd Street Y, maximise your time sightseeing and find a place to stay nearby. It's one of the top attractions in Upper East Side.
Do I need a visa for my Upper East Side holiday?
Research the latest rules on official government websites. Your nationality and whether you're visiting for leisure, business or study will determine if you need a visa for Upper East Side. Make yourself familiar with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow enough time for processing. Some visas can take many weeks or even months to obtain, depending on the country.
What should I wear on my Upper East Side holiday?
Do a little research into the sorts of clothing people in Upper East Side wear, and maybe even look up style blogs for some fashion tips. Aim to create a versatile wardrobe full of pieces that work for your destination and show off your unique sense of style.
What does an Expedia Upper East Side holiday include?
It all depends on what sort of trip you're thinking about. Upper East Side holiday deals can include car hires, hotels and flights. You can mix and match to find the bundle that suits your budget and style. You can also add on activities and experiences after you've booked to score even bigger discounts. Expedia has all types of properties, with the most favoured in Upper East Side being apartments and private holiday homes. Whatever kind of escape you're after, Expedia provides the flexibility to tailor your holiday to suit your needs.
Does Expedia offer Book Now, Pay Later Upper East Side holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying in multiple transactions is what works best for you, Klarna can help. Paying in multiple instalments will make your holiday dreams come true.
  • No-deposit holidays: Clicking on the "book now" button is much easier with this payment option. With no deposit required for your escape, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with an Upper East Side Expedia holiday?
Expedia offers access to more than 400 partner airlines globally, so you sure can! Just pick your preferred carrier and put together your ideal Upper East Side holiday.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.