Upper West Side Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Upper West Side

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
Feb. 6 - Feb. 9
just found
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,005 reviews)
The heat did work for 3 of the 7 nights we stayed. This was brought to the attention of the staff on Sunday morning. It was not addressed until Monday after repeated visits to the front desk. The heat went out again on Friday night - we did not bother notifying as we came in late on our last night there. Room temp without heat was about 60 degrees. Parking was not convenient, often necessitating a long walk to a hotel entrance. The first night we stayed there was significant noise in the courtyard and hall until midnight, possibly associated with a wedding. There was also a noticeable odor of cigar smoke in the hall at that time. I would suggest avoiding a ground floor room if this is an issue for you. We will likely use this hotel again though. When the HVAC works and the guests are more considerate, the accomodations are nice, albeit a bit pricey.

Reviewed on Dec. 19, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Feb. 18 - Feb. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (591 reviews)
This is always a GREAT place for Christmas time. Best service, location and accommodations.

Reviewed on Dec. 9, 2024

The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Jan. 28 - Jan. 30
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
The hold is prett expensive but overall a good stay for the night

Reviewed on Dec. 22, 2024

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jan. 27 - Jan. 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
Great surrounding area. The bathroom needs renovations.

Reviewed on Nov. 27, 2024

Hilton Newark Airport

Hilton Newark Airport

3.5 out of 5
Save 100% on your flight
per person
Feb. 15 - Feb. 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,048 reviews)
Very helpful checkin

Reviewed on Dec. 23, 2024

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

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 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 $193 per night from Jan. 5 to Jan. 6
CA $193
CA $259 total
includes taxes & fees
Jan 5 - Jan 6, 2025
7.4/10 Good! (4,797 reviews)
"Perfect for a night on the upper west side"

Reviewed on Dec. 21, 2024

Empire Hotel
Hotel Belleclaire
Hotel Belleclaire
4 out of 5
2175 Broadway, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jan. 21 to Jan. 22
CA $182
CA $262 total
includes taxes & fees
Jan 21 - Jan 22, 2025
8.8/10 Excellent! (2,146 reviews)
Great hotel!
"Wonderful room (large for NYC!) comfy beds, clean Friendly, helpful staff - Edward made us feel like locals Nice cafe, pastries, great espresso right on site"

Reviewed on Dec. 21, 2024

Hotel Belleclaire
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 $150 per night from Jan. 5 to Jan. 6
CA $150
CA $199 total
includes taxes & fees
Jan 5 - Jan 6, 2025
6.6/10 (1,762 reviews)
"was lied to abt my room payed alot for a very small room"

Reviewed on Dec. 19, 2024

Night Hotel Broadway
See all 461 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 $758. 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)

Take a campus tour or just explore the area of Columbia University, during your trip to New York. Experience the acclaimed theater scene and fascinating museums 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 entertainment choices 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 $43
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 $222
per adult
82% of travellers recommend
New York Pass: Save up to 50 Percent - Includes Empire State Building
Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

CA $1,368
per traveller
Couple's Private NYC Helicopter Tour from Westchester
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.