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.
OYO Times Square
Manhattan
CA $1,271
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
6.8/10 (2,082 reviews)
I did not use any of the amenities because the lobby furniture was so filthy. There was no desire to sit and work from the co working areas. The bed was clean but very minimal carpet with stained badly. Definitely was not worth the cost in some ways. It was like staying at a youth hostel. Nothing against the staff they were very friendly of interacted with literally only used the place to sleep at night.
Reviewed on Sep 17, 2026
2 bedroom luxury Empire State VIEW
Manhattan
CA $3,152
per person
Nov 9 - Nov 14
found 3 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
6/10 (4 reviews)
After booking i was notified that the property was not available. I would not use this vendor ever again. Highly unprofessional.
Reviewed on Sep 11, 2026
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
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.
Brooklyn
This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.
Midtown
Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.
Queens
Largest NYC borough, Queens boasts linguistic diversity and a varied economy. Explore Flushing Meadows–Corona Park, catch a game at Citi Field, or attend the U.S. Open at the USTA Billie Jean King National Tennis Center.
Bronx
New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.
Upper West Side Hotel Deals
Empire Hotel
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
CA $296
CA $377 total
Oct 18 - Oct 19
includes taxes & fees
Night Hotel Broadway
215 W 94th St New York NY
Fully refundableReserve now, pay when you stay
CA $212
CA $276 total
Sep 27 - Sep 28
includes taxes & fees
7.6/10 Good! (3,664 reviews)
"Clean"
Reviewed on Sep 17, 2026
Hotel Belleclaire Central Park, a Small Luxury Hotel
2175 Broadway New York NY
Fully refundableReserve now, pay when you stay
CA $341
CA $451 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (3,019 reviews)
"Staff"
Reviewed on Sep 17, 2026
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 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 $1,028. 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.
Stay near popular Upper West Side attractions
Photo by Lincoln Centre for the Performing Arts/Iñaki Vinaixa
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.
Beacon Theater
You can make plans for a show at Beacon Theater during your stay in New York. Experience the fascinating museums and entertainment choices in this vibrant area.
Cathedral of St. John the Divine
Admire the remarkable architecture, beautiful music and spiritual ambiance of this historic landmark just north of Central Park.
Photo by Salaheddine Chakib
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.
Photo by Salaheddine Chakib
Alice Tully Hall
You can make plans for a show at Alice Tully Hall during your trip to New York. Experience the acclaimed art scene and entertainment choices in this vibrant area.
Bloomingdale's
8.2/10 (2,094 reviews)
You can search for that perfect souvenir at Bloomingdale's during your visit to New York. Experience the fascinating museums and entertainment choices in this vibrant area.
The Dakota
You can learn about the history of New York with a trip to The Dakota. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
David Geffen Hall
You can enjoy a show at David Geffen Hall during your stay in New York. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Things to do
SUMMIT One Vanderbilt Experience Tickets
CA $60
per adult
94% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
CA $117
per adult
84% of travellers recommend
American Museum of Natural History Tickets
CA $49
per adult
82% of travellers recommend
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.