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 Wayne Inn

The Wayne Inn

2 out of 5
Price was CA $1,627, price is now CA $895 per person
CA $895
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
6.8/10 (289 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,389, price is now CA $1,966 per person
CA $1,966
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (666 reviews)
Customer Service is outstanding

Reviewed on Apr 23, 2026

The William Vale

The William Vale

5 out of 5
Price was CA $3,104, price is now CA $1,812 per person
CA $1,812
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,050 reviews)
Loved the room! I found myself just looking out the window and on the balcony. With the right weather, I would have never left. It is a great spot and I’d love to go back!

Reviewed on May 1, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was CA $2,330, price is now CA $1,373 per person
CA $1,373
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,006 reviews)
The location is fabulous! And the staff were lovely.

Reviewed on May 5, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,182, price is now CA $2,619 per person
CA $2,619
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Perfect location and clean environment

Reviewed on May 4, 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

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.

Find hotels 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 $195 per night from May 31 to Jun 1
CA $195
CA $259 total
May 31 - Jun 1
includes taxes & fees
7.6/10 Good! (6,819 reviews)
My room had problems with the ventilation and I could not sleep. I was upgraded to a wonderful room for which I was very grateful and very much enjoyed. Thanks to the hotel staff who solved the problem in the most hospitable manner.

Reviewed on May 7, 2026

Empire Hotel
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
215 W 94th St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from May 25 to May 26
CA $136
CA $188 total
May 25 - May 26
includes taxes & fees
7.4/10 Good! (3,019 reviews)
I stayed here for two nights and had a mixed experience. First, I want to give a shout-out to the front desk staff—they were incredibly friendly and welcoming. The property is also in a perfect location, within easy walking distance of everything you need. As for the accommodations, the room looked ...

Reviewed on May 7, 2026

Night Hotel Broadway
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
2178 Broadway at W 77th St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $244 per night from May 25 to May 26
CA $244
CA $348 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,912 reviews)
Beautiful hotel on the UWS - close to Central Park and subway. Have stayed here many times and always love it. Perfect location!

Reviewed on May 7, 2026

Arthouse Hotel New York City
See all 486 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 $895. 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

Lincoln Center

Lincoln Center

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 acclaimed art scene in this vibrant area.

Metropolitan Opera House
Cathedral of St. John the Divine

Cathedral of St. John the Divine

Admire the remarkable architecture, beautiful music and spiritual ambiance of this historic landmark just north of Central Park.

Cathedral of St. John the Divine

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $66
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Top of the Rock Observation Deck

Top of the Rock Observation Deck

CA $71
per adult
90% of travellers recommend
Top of the Rock Observation Deck
Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent

CA $117
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
See all activities in New York

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.