Upper West Side Vacations from ￥287,427

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The Latest Upper West Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was ￥452,379, price is now ￥287,427 per person
￥287,427
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,941 reviews)
We enjoyed our five-night stay there. The experience rooms were a bit cozy for four of us, but we made it work. The service was truly wonderful, especially when we received our coffee—they were excellent!

Reviewed on Mar 4, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥857,669, price is now ￥520,280 per person
￥520,280
per person
May 20 - May 26
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (189 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.

Reviewed on Mar 1, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥1,228,317, price is now ￥781,732 per person
￥781,732
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Excellent stay, very clean spacious rooms. Location is great - close to everything. Only downfall was the bathroom, very tiny with a pedestal sink right next to the toilet, not great for women who need to get ready.

Reviewed on Feb 24, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥523,053, price is now ￥341,604 per person
￥341,604
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
This is in the perfect Time Square location, the best part is it is Next to Central Perk Coffee Shop. Overall our check in/out process was a breeze. We were allowed to check in early for a small fee. The room was spacious and we had a great city view.

Reviewed on Mar 4, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was ￥501,803, price is now ￥331,579 per person
￥331,579
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Did not use the gym. We bought coffee at the shop downstairs because the breakfast lines were much too long at the times we wanted to go. Beds were comfy, noise level was good. Shower was hot but does have to run for a long time to get hot as opposed to warm-hot. We used a plastic tablecloth and wall putty to cover the shower wall as the shadow show would have been an issue for us. Great location! Excellent, helpful, pleasant staff. Plenty of closet space. Wish there was a microwave in the room.

Reviewed on Mar 5, 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
4.5/5(26,026 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 ￥22,547 per night from Mar 22 to Mar 23
￥22,547
￥30,016 total
Mar 22 - Mar 23
includes taxes & fees
7.6/10 Good! (6,730 reviews)
Loved it! Would stay here again

Reviewed on Mar 5, 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 ￥23,387 per night from Mar 22 to Mar 23
￥23,387
￥32,610 total
Mar 22 - Mar 23
includes taxes & fees
9/10 Wonderful! (2,829 reviews)
This stylish boutique hotel boasts renovated rooms and a chic ambiance.

Reviewed on Mar 4, 2026

Hotel Belleclaire
The Lucerne Hotel

The Lucerne Hotel

4 out of 5
201 W 79th St New York NY
Fully refundableReserve now, pay when you stay
The price is ￥26,526 per night from Mar 8 to Mar 9
￥26,526
￥30,988 total
Mar 8 - Mar 9
includes taxes & fees
9.2/10 Wonderful! (2,419 reviews)
Tucked into the heartbeat of New York City, this spot is a total gem. You’re surrounded by incredible restaurants on every corner, from cozy brunch cafés to unforgettable late-night bites, and there’s a fully stocked bodega right across the street that has literally everything you could need. Midnight ...

Reviewed on Mar 4, 2026

The Lucerne Hotel
See all 522 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.

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 ￥287,427. 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
Beacon Theater which includes street scenes and a city

Beacon Theater

You can make plans for a show at Beacon Theater during your stay in New York. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Beacon Theater
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

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

￥7,470
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
One World Observatory: Skip-the-Line Ticket

One World Observatory Tickets

￥4,754
per adult
90% of travellers recommend
One World Observatory Tickets
Edge Observation Deck at Hudson Yards

Edge Observation Deck at Hudson Yards

￥5,501
per adult
100% of travellers recommend
Edge Observation Deck at Hudson Yards
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.