Upper West Side Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Upper West Side Vacation Packages
- Aura Hotel Brooklyn
Sept 19 - Sept 23Aura Hotel Brooklyn + Flight
Brooklyn4 nights4.0 star property8.0/10 - Very good (1,262 reviews)"The room we were given was clean, but only had one mug and no crockery or cutlery (even though it was billed as having a functional kitchenette). The air conditioning was good and the beds were comfortable. The young man on reception was friendly and helpful, unfortunately, the woman receptionist was completely the opposite. When we asked for water for the room, we were told ‘we don’t provide that’. Our sheets weren’t changed, toilet paper wasn’t replenished and we had to ask for fresh towels..."Reviewed July 19, 2026Roundtrip • Toronto (YTO) - New York (JFK)YYZ - JFK • Nonstop LGA - YYZ • NonstopCA $1,357CA $907found 1 day agoper traveller - Hotel Riu Plaza Manhattan Times Square
Sept 11 - Sept 14Hotel Riu Plaza Manhattan Times Square + Flight
Manhattan3 nights4.0 star property9.2/10 - Wonderful (3,767 reviews)Roundtrip • Ottawa (YOW) - New York (JFK)YOW - LGA • 1 stop LGA - YOW • 1 stopCA $2,030CA $1,282found 1 day agoper traveller - 1 Hotel Brooklyn Bridge
Sept 2 - Sept 51 Hotel Brooklyn Bridge + Flight
Brooklyn3 nights5.0 star property9.0/10 - Wonderful (1,005 reviews)Roundtrip • Toronto (YTO) - New York (JFK)YYZ - JFK • Nonstop JFK - YYZ • 1 stopCA $4,207CA $2,657found 21 hours agoper traveller - Hotel Riu Plaza New York Times Square
Sept 3 - Sept 7Hotel Riu Plaza New York Times Square + Flight
Manhattan4 nights4.0 star property9.0/10 - Wonderful (3,218 reviews)"Loved a prompt check in. Fernando was excellent inland helped when my room key would not work! Loved the breakfast."Reviewed July 19, 2026Roundtrip • Hamilton (YHM) - New York (JFK)YHM - EWR • 1 stop EWR - YHM • 1 stopCA $2,622CA $1,734found 6 hours agoper traveller - Radio Hotel
Oct 9 - Oct 12Radio Hotel + Flight
Manhattan3 nights4.0 star property8.6/10 - Excellent (2,488 reviews)"Very amazing hospitality, good people not far from all the action! Peaceful!"Reviewed July 19, 2026Roundtrip • Hamilton (YHM) - New York (JFK)YHM - EWR • 1 stop EWR - YHM • 1 stopCA $1,394CA $942found 1 day agoper traveller
Discover the most popular places to visit in Upper West Side
Lincoln Center
What to do near Upper West Side
Edge Immersive Observation Deck Ticket
American Museum of Natural History Tickets
Boroughs Tour: Brooklyn, Bronx, Harlem, Queens & Coney Island
Upper West Side Hotel Deals
Hotel Belleclaire Central Park, a Small Luxury Hotel
Hotel Belleclaire Central Park, a Small Luxury Hotel
La Quinta Inn & Suites by Wyndham New York City Central Park
La Quinta Inn & Suites by Wyndham New York City Central Park
Trump International Hotel & Tower New York
Trump International Hotel & Tower New YorkFrequently 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 $907. 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.