Upper West Side Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
  • Hallway
    Jul 17 - Jul 20

    The Wayne Inn + Flight

    Wayne
    3 nights
    2.0 star property
    7.0/10 - Good (300 reviews)
    Roundtrip • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • Nonstop
    CA $1,578
    CA $857
    per traveller
    found 13 hours ago
    The Wayne Inn
  • Suite, 1 Bedroom (Skyline)
    Aug 11 - Aug 18

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    7 nights
    5.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    "The hotel is beautiful and in unic place the stuff provides an outstanding service starting from valley parking, at front desk, at pool, in restaurants! It was my husband’s birthday. We got Champagne and sweets! Wish to come again. Highly recomended."
    Reviewed June 1, 2026
    Roundtrip • Vancouver (YVR) - New York (EWR)
    YVR - EWR • Nonstop EWR - YVR • Nonstop
    CA $8,121
    CA $4,791
    per traveller
    found 1 day ago
    1 Hotel Brooklyn Bridge
  • Front of property
    Aug 14 - Aug 19

    Hotel St. James + Flight

    Manhattan
    5 nights
    3.0 star property
    8.8/10 - Excellent (7,417 reviews)
    "Great staff"
    Reviewed June 5, 2026
    Roundtrip • Hamilton (YHM) - New York (EWR)
    YHM - EWR • 1 stop EWR - YHM • 1 stop
    CA $1,701
    CA $1,056
    per traveller
    found 1 day ago
    Hotel St. James
  • Outdoor pool
    Aug 17 - Aug 21

    Topping Rose House + Flight

    Bridgehampton
    3 nights
    4.5 star property
    9.0/10 - Wonderful (152 reviews)
    "Amazing"
    Reviewed May 29, 2026
    Roundtrip • Vancouver (YVR) - New York (LGA)
    YVR - LGA • 1 stop JFK - YVR • 1 stop
    CA $7,353
    CA $4,567
    per traveller
    found 13 hours ago
    Topping Rose House
  • Lobby lounge
    Aug 6 - Aug 9

    The Towers at Lotte New York Palace + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (679 reviews)
    "Very good"
    Reviewed May 23, 2026
    Roundtrip • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • Nonstop
    CA $3,549
    CA $2,265
    per traveller
    found 2 days ago
    The Towers at Lotte New York Palace

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
4.5/5(3,072 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 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 $239 per night from Jun 14 to Jun 15
CA $239
CA $311 total
Jun 14 - Jun 15
includes taxes & fees
7.6/10 Good! (6,841 reviews)
"Enjoyed the stay however the keys to the room wasn’t working very well and took many try’s to get into the room. However very clean and staff was nice and enjoyed the rooftop!"

Reviewed on Jun 5, 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 $149 per night from Jun 7 to Jun 8
CA $149
CA $203 total
Jun 7 - Jun 8
includes taxes & fees
7.4/10 Good! (3,124 reviews)
"Ok stay for the price. Didn’t have hot water the 1st night, zero bathroom counter space. Room was ok."

Reviewed on Jun 4, 2026

Night Hotel Broadway
Hotel Belleclaire

Hotel Belleclaire

4 out of 5
2175 Broadway New York NY
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Jun 28 to Jun 29
CA $277
CA $369 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (2,909 reviews)
"Front desk and front door staff are extremely nice and accommodating. Rooms are classic for the era the hotel was built. French bakery attached to lobby was excellent and the coupons supplied by the hotel essentially cover the cost and a pastry with coffee. Hotel location is pleasant and convenient. ..."

Reviewed on Jun 4, 2026

Hotel Belleclaire
See all 465 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
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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 . 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

4.5/5(131 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 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
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 $116
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
NYC: Museum of Modern Art

NYC: Museum of Modern Art (MoMA) Entry Ticket

CA $41
per adult
92% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
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.