Uptown Vacation Packages

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Top Holiday Package Deals in Uptown

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

Eurostars Wall Street

Manhattan

Save 100% on your flight

CA $1,102

per person

Jan 12 - Jan 19

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to New York (JFK)

8/10 Very good! (1,000 reviews)

Cons: Air conditioning never really worked well. Thankfully opening the window helped. It's kind of set up like an apartment so there isn't an ice machine on the floor. The TV was tiny and hard to watch. Breakfast wasn't complimentary ($19 per person). IDK for $2200 I expected a higher caliber of service and amenities. Pros: The staff was always helpful. The location is convenient especially for things downtown close the the financial district.

Reviewed on Nov 3, 2026

JW Marriott Essex House New York

Manhattan

CA $1,114

per person

Jan 14 - Jan 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,001 reviews)

Eurostars The Chemists’ Club Hotel

Manhattan

CA $1,620

per person

Jan 10 - Jan 15

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to New York (JFK)

9.4/10 Exceptional! (555 reviews)

1 Hotel Central Park

Manhattan

CA $2,813

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,002 reviews)

Mandarin Oriental, New York

Manhattan

CA $3,334

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (673 reviews)

Excellent stay

Reviewed on Oct 26, 2026

Where to stay in Uptown

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

A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area

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.

Uptown Hotel Deals

Night Hotel Broadway

215 W 94th St New York NY

Fully refundableReserve now, pay when you stay

CA $165

CA $222 total

Nov 22 - Nov 23

includes taxes & fees

7.4/10 Good! (78 reviews)

"Place is not worth the money at all"

Reviewed on Nov 5, 2026

Loews Regency New York Hotel

540 Park Avenue New York NY

Fully refundableReserve now, pay when you stay

CA $840

CA $971 total

Nov 22 - Nov 23

includes taxes & fees

Empire Hotel

44 W 63rd St New York NY

Fully refundableReserve now, pay when you stay

CA $171

CA $234 total

Nov 22 - Nov 23

includes taxes & fees

See all 910 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.

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 $1,102. 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.

Stay near popular Uptown attractions

Lincoln Center

9.4/10 (1,642 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.

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