Upper West Side Vacation Packages

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Top Holiday Package Deals in Upper West Side

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

The William Vale

5 out of 5
Save 100% on your flight
per person
Feb. 7 - Feb. 9
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,000 reviews)
Clean and really nice

Reviewed on Nov. 15, 2024

Heart of New York Suites

Heart of New York Suites

2 out of 5
Manhattan
per person
Feb. 3 - Feb. 9
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
No reviews
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Dec. 27 - Jan. 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
It was such a nice experience!

Reviewed on Nov. 16, 2024

The Frederick Hotel

The Frederick Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Dec. 29 - Jan. 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (999 reviews)
It was a great hotel with an old timey New York feel. I will definitely stay there again!

Reviewed on Nov. 18, 2024

The Manner

The Manner

5 out of 5
Manhattan
Save 100% on your flight
per person
Feb. 3 - Feb. 9
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very Good! (3 reviews)
The service is here is exceptional. The art of hospitality lives on here. From your first “hello” at the door - to all the small touches - the staff here are impeccable. It’s a great location. We will be back.

Reviewed on Oct. 30, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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Where to stay in Upper West Side

Find the best Upper West Side areas and neighborhoods for the activities you enjoy most. Learn more about Upper West Side
Wall Street which includes heritage architecture, street scenes and a city

Manhattan

9 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 hotel + flight trips in Manhattan

Upper West Side 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 $208 per night from Nov. 24 to Nov. 25
CA $208
CA $276 total
includes taxes & fees
Nov 24 - Nov 25
7.4/10 Good! (4,627 reviews)
"Wallpaper is ugly I hate it real bad"

Reviewed on Nov. 20, 2024

Empire 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 $190 per night from Nov. 25 to Nov. 26
CA $190
CA $244 total
includes taxes & fees
Nov 25 - Nov 26
6.6/10 (1,716 reviews)
"Water took 3-5 minutes to get hot otherwise a comfortable stay."

Reviewed on Nov. 22, 2024

Night Hotel Broadway
Hotel Belleclaire
Hotel Belleclaire
4 out of 5
2175 Broadway, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Nov. 25 to Nov. 26
CA $185
CA $263 total
includes taxes & fees
Nov 25 - Nov 26
8.8/10 Excellent! (2,095 reviews)
"Nice hotel in Manhattan. Close to subway, and 45 min walk to Times aquare. Room was good enough. Maybe a bit noisy. All in all, good value for money."

Reviewed on Nov. 21, 2024

Hotel Belleclaire
See all 450 properties in Upper West 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Upper West Side vacation package cost?
We make it simple to explore the world, with Upper West Side packages starting from as little as CA $864. You’ll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and experiences to your itinerary?
How do I get a cheap travel package to Upper West Side?
Combining your flight and hotel with Expedia won’t just save you time — it’ll save you a pretty penny too. An Upper West Side vacation package makes it a cinch to arrange the ideal trip. With more than 550 airlines around the world to select from, finding convenient flights that fit your busy schedule won’t be hard. Not only that, we have over 1,000,000 hotel options globally to choose from. Talk about choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Upper West Side?
A getaway to Upper West Side isn’t complete without seeing Jacob K. Javits Convention Center, Metropolitan Opera House and Riverside Park. Spend your evenings close to these top attractions and make sightseeing a breeze.
What are the top hotels in Upper West Side?
Get your trip off to a flying start by booking a room at Spectacular Central Park Home In The Heart Of Upper West Side. It’s one of most popular hotels in Upper West Side. Another cozy option is Central Park Stunning Duplex.
How far in advance should I book my Upper West Side vacation?
It’s hard to pick the perfect time for airfares, but we usually say the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you’re booking last minute, fear not. Discounted prices appear from time to time just weeks before departure dates.
What does an Expedia Upper West Side travel package include?
Expedia has everything you need to arrange your Upper West Side trip, but what goes into your package is your call. Select from a combination of rental cars, flights and hotels. Looking for some tours or experiences to keep you busy? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a deal to match your needs.
What should I know before booking an Upper West Side travel package?
Bundling your bookings into an Upper West Side vacation package is the most convenient way to organize your trip. Not only that, you’ll get great discounts when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with an Upper West Side Expedia vacation package?
Yes, and with over 550 airlines to choose from across the globe, you have loads of choice. Search the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Upper West Side vacation package?
It is possible to cancel your Upper West Side booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Upper West Side

Columbia University

Columbia University

4.5/5(52 reviews)

Explore the campus of Columbia University, a top college in New York. Experience the fascinating museums and acclaimed art scene in this vibrant area.

Columbia University
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 Opera House

Metropolitan Opera House

You can enjoy a show at Metropolitan Opera House during your trip to New York. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Metropolitan Opera House

Things to do

American Museum of Natural History Tickets

American Museum of Natural History Tickets

CA $42
Per adult
78% of travellers recommend
American Museum of Natural History Tickets
The New York Pass®: Access 100+ Attractions including Empire State Building

New York Pass: Save up to 50 Percent - Includes Empire State Building

CA $215
Per adult
82% of travellers recommend
New York Pass: Save up to 50 Percent - Includes Empire State Building
Private New York Helicopter Airport Transfer and Scenic Tour

Private New York Helicopter Airport Transfer and Scenic Tour

CA $8,652
Per adult
Private New York Helicopter Airport Transfer and Scenic Tour
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.