East Side Vacation Packages

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Top East Side Vacation Deals

Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

Manhattan
Save 100% on your flight
CA $1,020
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
The hotel is very nice. We had a 1-bedroom suite, which was lovely, and we were lucky enough to have a large rooftop area.

Reviewed on Oct 3, 2026

5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
Save 100% on your flight
CA $3,487
per person
Nov 20 - Nov 23
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (5 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $1,840
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
The High Line Hotel

The High Line Hotel

Manhattan
Save 100% on your flight
CA $1,144
per person
Nov 20 - Nov 23
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
There are hotels that have "shabby chic" and there are hotels that, like this one, are just neglectfully shabby. What a disappointment for the amount of money spent on the room... that there is no real lobby is a structural choice they made, which is sad. That they refuse to turn the coffee station into a bar at night (when the outdoor bar is closed due to weather) is a poor choice, like they don't care about the guests... that they leave a window air-condition in the window when it's cold and have a tape keep the plastic together--and the outside noise and cold air come into the first-floor room, is a choice, as well. The curtains could use rehanging, the towels are so frayed that they tear, and despite claiming it's a "deluxe" room, there is neither light not end-table on one side (and you have to jump over the bed to get to your side of the bed (when coupled).

Reviewed on Sep 27, 2026

San Carlos Hotel

San Carlos Hotel

Manhattan
Save 100% on your flight
CA $1,692
per person
Dec 20 - Dec 25
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,824 reviews)
The hotel was in a great location, only a few minutes walk from Rockefeller Center and St. Patrick’s Cathedral. It was a 15 to 20 minute walk to Broadway & the theater district. There were lots of restaurants nearby. The staff was very friendly. They knew it was my husband‘s birthday and had a balloon attached to a bag full of goodies for him. This was a very nice surprise and very much appreciated. There were two bottles of water left in our room every day. Our room was very spacious and very clean. Linens were top quality as were the soaps, shampoo, conditioner, and lotion. I would definitely stay here again and would highly recommend it to anyone.

Reviewed on Oct 4, 2026

Where to stay in East Side

Find the best East Side areas and neighborhoods for the activities you enjoy most. Learn more about East Side
A skyline with a variety of high-rise buildings, including a prominent skyscraper with a pointed top.

Turtle Bay

While you're in Turtle Bay, take in top sights like Chrysler Building and jump on the metro at Lexington Av.-53 St. Station to see more of the city.

A street lined with trees and brick buildings.

Gramercy

Quiet elegance is key in this residential neighborhood on Manhattan’s east side, with leafy streets, historic architecture and notable arts venues and restaurants.

A panoramic view of a city with dense high-rise buildings, a river, and a distant bridge.

Kips Bay

Kips Bay is known for its great bars, and you can make a stop by Holographic Studios and Paddy Reilly's Music Bar while in the area.

A city skyline at dusk with illuminated buildings reflecting on the water.

Sutton Place

If you're spending some time in Sutton Place, Sutton Place Park and Bridgemarket are top sights worth seeing.

A tall, brown brick building with a clear blue sky in the background.

Tudor City

If you're looking for some top things to see and do in Tudor City and surrounding area, you can visit Grand Central Terminal and Rockefeller Center.

Ready to book your vacation to East Side?

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East Side Hotel Deals

Hyatt Grand Central New York

Hyatt Grand Central New York

109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
CA $399
CA $528 total
Oct 25 - Oct 26
includes taxes & fees
Hyatt Grand Central New York
Pod 51

Pod 51

230 E 51st St New York NY
Fully refundableReserve now, pay when you stay
CA $191
CA $266 total
Oct 25 - Oct 26
includes taxes & fees
Pod 51
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

511 Lexington Ave at 48th St. New York NY
Fully refundableReserve now, pay when you stay
CA $373
CA $490 total
Oct 11 - Oct 12
includes taxes & fees
The Lexington Hotel, Autograph Collection
See all 1,610 properties in 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.

Stay near popular East Side attractions

A spacious train station with high ceilings, large arched windows, and an American flag.
Photo by TM

Grand Central Terminal

9.0/10 (54,227 reviews)
This majestic, lively hub for commuters is a must-see for architecture buffs.
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The Chrysler Building's spire against a clear blue sky.

Chrysler Building

8.6/10 (5,825 reviews)
Venture into one of the world’s most iconic buildings, which harks back to a time of industrial growth and art deco flair.
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A tall, modern skyscraper with reflective glass windows and a grid-like facade.

One Vanderbilt

One Vanderbilt is just one of the places to see in New York, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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A busy city intersection with modern skyscrapers, including a MetLife building, and a clear blue sky.

MetLife Building

You can find out about the history of New York with a trip to MetLife Building. Experience the acclaimed art scene and entertainment choices in this vibrant area.
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A dimly lit indoor space with a reflective floor, a stage with a few people, and a large industrial structure in the background.
Photo by Barry Rowell

Park Avenue Armory

8.8/10 (3 reviews)
You can spend time studying the exhibits at Park Avenue Armory during your travels in New York. Experience the acclaimed art scene and entertainment choices in this vibrant area.
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Webster Hall

You can make plans for a show at Webster Hall during your stay in New York. Experience the entertainment choices and acclaimed art scene in this vibrant area.
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92nd Street Y

9.0/10 (7 reviews)
Enjoy a stop at 92nd Street Y, an entertaining place to visit in New York. Experience the acclaimed art scene and fascinating museums in this vibrant area.
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Gracie Mansion

Find out about the history of New York when you spend time at Gracie Mansion. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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What to do in East Side

Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

CA $57
per adult
82% of travellers recommend
American Museum of Natural History Tickets
New York C3® by CityPASS®

New York C3® by CityPASS®

CA $152
per adult
New York C3® by CityPASS®
Statue of Liberty & Ellis Island Sunset Cruise

Statue of Liberty & Ellis Island Sunset Cruise

CA $45
per adult
78% of travellers recommend
Statue of Liberty & Ellis Island Sunset Cruise
See all activities in East Side

Frequently asked questions

How much does an East Side vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in East Side from just CA $1,020. And the more you bundle, the more money you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to East Side?
You'll save big if you combine your flights, car rentals and hotels into an East Side travel package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels all over the world, which means you'll always have plenty of options to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in East Side?
Urban explorers come from all corners of the globe to experience Times Square and Broadway in East Side. Stay close to these terrific attractions and visit them whenever you want.
What are the top hotels in East Side?
Book a room at Midtown Gardens. It's one of this area's most sought-after properties. Another reputable option in East Side is The Red Gem Has Amazing Renovated Two Bedrooms With A Lot Of Room And Ligh.
How far in advance should I book my East Side vacation?
It all depends on the air carrier, but you can usually compare international fares on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky travelers occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia East Side travel package include?
Flights, hotels and car rentals — we connect you to the very best bargains. All you have to do is pick your favorite combination. Once you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to put together an awesome East Side escape.
What should I know before booking an East Side travel package?
Our prices are already low. However, you'll grab even more bargains when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with an East Side Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners throughout the world, so you have loads of choice when creating your East Side trip.
If I'm not able to travel, can I cancel my East Side vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

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.