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.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $2,236, price is now CA $1,294 per person
CA $1,294
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Great hotel, awesome staff. Bilingual staff.

Reviewed on Feb 10, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $5,205, price is now CA $2,909 per person
CA $2,909
per person
Apr 22 - Apr 28
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.

Reviewed on Jan 3, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $3,082, price is now CA $1,822 per person
CA $1,822
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
NobleDEN has very clean rooms. The staff are also very friendly and accommodating. There are some nice amenities included in your stay including discounts at nearby establishments with your keycard! Cool and unexpected.

Reviewed on Feb 10, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $4,432, price is now CA $2,634 per person
CA $2,634
per person
Apr 22 - Apr 28
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (638 reviews)
Close to major shopping and multiple dining options

Reviewed on Jan 21, 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $3,406, price is now CA $2,055 per person
CA $2,055
per person
Apr 22 - Apr 28
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (591 reviews)
Great room, great staff, great bar

Reviewed on Feb 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
Wall Street which includes heritage architecture, street scenes and a city

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 $172 per night from Feb 22 to Feb 23
CA $172
CA $233 total
Feb 22 - Feb 23
includes taxes & fees
7.6/10 Good! (6,665 reviews)
Room was a good size. Shower was nice. No amenities, which was disappointing. There used to be a Keurig cofee and hot water maker.

Reviewed on Feb 9, 2026

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 $188 per night from Feb 22 to Feb 23
CA $188
CA $266 total
Feb 22 - Feb 23
includes taxes & fees
9/10 Wonderful! (2,787 reviews)
Amazing atmosphere walking in, great service and the room was so spacious and comfortable. couldn’t recommend more!

Reviewed on Feb 5, 2026

Hotel Belleclaire
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
2178 Broadway at W 77th St New York NY
The price is CA $194 per night from Feb 22 to Feb 23
CA $194
CA $290 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,819 reviews)
Hip boutique hotel with an industrial cozy vibe. Rooms are sumple but have everything you need. The libby bar and cafe are nice. Attached to Serafina restaurant. Great lication overall and parking across the street.

Reviewed on Feb 6, 2026

Arthouse Hotel New York City
See all 540 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.
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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 $1,294. 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 for the Performing Arts

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
The Metropolitan Opera

Metropolitan Opera House

You can enjoy a show at Metropolitan Opera House during your trip to New York. Experience the acclaimed theater scene and entertainment choices 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 $65
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
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 $121
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
Edge Observation Deck at Hudson Yards

Edge Observation Deck at Hudson Yards

CA $53
per adult
100% of travellers recommend
Edge Observation Deck at Hudson Yards
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.