Uptown Vacation Packages

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Top Holiday Package Deals in Uptown

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.

Reviewed on Jun. 25, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,004 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

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
This place was amazing, from the bartender Josh to Seiki and Selina, and also JD the concierge, I know I’m leaving people out but the entire staff made our stay perfection, it was first class all the way and I would never stay anywhere else when we go back, just truly a first rate experience

Reviewed on Aug. 3, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,398 reviews)
Overall given the chance I would happily go back. I thought it was a great value for the money

Reviewed on Aug. 5, 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
Oct 25 - Oct 30
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (36 reviews)
The lounge area is super cozy and relaxing.

Reviewed on Aug. 4, 2025

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
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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

Uptown Hotel Deals

Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Aug 17 to Aug 18
CA $221
CA $290 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (5,758 reviews)
"Loved it all. Great experience!"

Reviewed on Aug. 4, 2025

Empire Hotel
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 $770 per night from Aug 7 to Aug 8
CA $770
CA $891 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"The room was a little tired and could have used some fresher furniture"

Reviewed on Aug. 2, 2025

Loews Regency New York Hotel
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
215 W 94th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Aug 17 to Aug 18
CA $156
CA $212 total
Aug 17 - Aug 18
includes taxes & fees
7/10 Good! (2,257 reviews)
"Easy checkin."

Reviewed on Aug. 2, 2025

Night Hotel Broadway
See all 971 properties in Uptown
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does an Uptown vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Uptown from just CA $856. And the more you bundle, the more you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to Uptown?
Bundle your bookings with Expedia to save big bucks on your next adventure. With over 550 airlines and 1,000,000 properties across the globe, your Uptown vacation package can be tailored exactly to suit your budget. With all that extra money, why not add a few fun tours and experiences? It's an easy way to unlock even more savings. Your dream getaway to Uptown is much closer than you thought!
Where should I stay in Uptown?
Most visitors to Uptown include both Times Square and Broadway on their bucket lists. Why not go for a hotel near these iconic attractions?
What are the top hotels in Uptown?
Spectacular Central Park Home In The Heart Of Upper West Side and Manhattan, Upper West Side - 4 Bedroom are among the most sought-after properties in Uptown. Why not look up the rates and amenities at each and then make a decision?
How far in advance should I book my Uptown vacation?
Your best bet is to book early. Airlines usually advertise flights up to a year ahead of departure, and this is a fantastic opportunity to land some of the cheapest prices. Just been told you should take your vacation time in a few weeks? No need to worry. Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Uptown travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to build your perfect Uptown travel package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Don't forget, the more you bundle, the more deals you'll score!
What should I know before booking an Uptown travel package?
Whether it's adventure or relaxation you're chasing, an Uptown vacation package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Uptown Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to choose from all over the world. With all that choice, finding the ideal carrier to fly you to Uptown will be a snap.
If I'm not able to travel, can I cancel my Uptown vacation package?
Because we know life can be unpredictable, the answer is yes. To learn more, visit our Customer Service Portal. But generally speaking, if you've booked your Uptown vacation package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Uptown

Lincoln Center for the Performing Arts

Lincoln Center

4.5/5(130 reviews)

See some of the world’s greatest performing arts events in one of the most culturally rich cities on the planet in this large architecturally impressive complex.

Lincoln Center
Metropolitan Museum of Art which includes art and interior views

Metropolitan Museum of Art

4.5/5(660 reviews)

From Roman art to Rembrandt and beyond, explore the art and culture of civilizations from across the ages in one of the world’s most acclaimed art museums.

Metropolitan Museum of Art
American Museum of Natural History

American Museum of Natural History

4.5/5(12 reviews)

See natural wonders from mammoth dinosaurs to delicate butterflies to outer space in this vast museum in the heart of Manhattan.

American Museum of Natural History

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.