A busy urban street with historic buildings, traffic lights, and pedestrians.

Upper West Side Holidays from AU$4,441

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Your Upper West Side Holiday

Avoid the hassle of travel planning with an Upper West Side holiday package. With every last detail organised before you take off, all you have to do is simply enjoy this food-lovers neighbourhood's families, history and dining. Some leading nearby attractions to see during your trip to Upper West Side include Times Square, Broadway and Rockefeller Centre. No matter your travel plans or the size of your budget, booking your ideal Upper West Side holiday is easy with Expedia.

The Latest Upper West Side Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 22 Dec - 27 Dec

    The Industrialist Hotel Brooklyn + Flight

    Brooklyn
    5 nights
    2.0 star property
    7.8/10 - Good (280 reviews)
    Return • Melbourne (MEL) - New York (JFK)
    MEL - LGA • 2 stops JFK - MEL • 1 stop
    AU$5,043
    AU$4,441
    per traveller
    found 1 day ago
    The Industrialist Hotel Brooklyn
  • 22 Dec - 27 Dec

    42 Hotel + Flight

    Brooklyn
    5 nights
    3.5 star property
    9.0/10 - Wonderful (1,009 reviews)
    "Clean rooms, helpful staff , gave recommendations around the city when asked ."
    Reviewed November 3, 2026
    Return • Melbourne (MEL) - New York (JFK)
    MEL - LGA • 2 stops JFK - MEL • 1 stop
    AU$5,269
    AU$4,566
    per traveller
    found 1 day ago
    42 Hotel
  • 22 Dec - 27 Dec

    Sela V Hotel + Flight

    Brooklyn
    5 nights
    4.0 star property
    9.2/10 - Wonderful (407 reviews)
    "Stayed for Halloween weekend without knowing there was going to be a MAJOR Halloween Party at the Hotel, which was a nice surprise until wewanted to get 4 hours of sleep before check out time… Be aware that rooms are not soundproof like advertised. We were on 5th floor on the other side of hotel where party was happening and could hear loud music banging at 7, 8, 9, 10am of Sunday. Telephone in the room was not working to talk to reception, neither they were responding via text messages, so I..."
    Reviewed November 3, 2026
    Return • Melbourne (MEL) - New York (JFK)
    MEL - LGA • 2 stops JFK - MEL • 1 stop
    AU$5,141
    AU$4,583
    per traveller
    found 1 day ago
    Sela V Hotel
  • 4 Jan - 10 Jan

    Park Terrace Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,976 reviews)
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$5,837
    AU$5,243
    per traveller
    found 1 day ago
    Park Terrace Hotel
  • 4 Jan - 10 Jan

    The William Hotel Midtown, New York + Flight

    Manhattan
    5 nights
    3.5 star property
    9.4/10 - Exceptional (292 reviews)
    "very nice and accommodating, in house laundry and bar"
    Reviewed November 3, 2026
    Return • Sydney (SYD) - New York (JFK)
    SYD - JFK • 1 stop JFK - SYD • 1 stop
    AU$5,728
    AU$5,147
    per traveller
    found 1 day ago
    The William Hotel Midtown, New York

Our guide on where to stay in Upper West Side

Find the best Upper West Side areas for the activities you enjoy most. Learn more about Upper West Side
Learn more about Upper West Side

Brooklyn

Situated in the shady limelight of the Manhattan skyline, this bohemian beauty caters for culture buffs, with authentic Italian cuisine, vintage shops and galleries.

Midtown

Navigate successfully through the skyscrapers, suits and taxis that dominate daytime Midtown and you’ll find a whole heap of New York City landmarks you know and love.

Bronx

New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.

Williamsburg

Noted for its cafes and live music, there's plenty to explore in Williamsburg. Top attractions like McCarren Park Pool and Brooklyn Brewery are major draws, and you can hop on the metro at Metropolitan Av. Station or Lorimer St. Station (Metropolitan St.) to see more of the city.

Central New York City

Known for its soaring skyscrapers and eye-catching views, there's plenty to explore in Central New York City. Check out top attractions like Times Square and Rockefeller Center, and jump on the metro at 49th St. Station or 50 St. Station (Broadway) to see more of the city.

Discover the most popular places to visit in Upper West Side

What to do near Upper West Side

Upper West Side Hotel Deals

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 holiday package cost?

We make it simple to explore the world, with Upper West Side packages starting from as little as AU$4,441. You'll have the flexibility to combine your favourite 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 holiday 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 Centre, 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 cosy option is Central Park Stunning Duplex.

How far in advance should I book my Upper West Side holiday?

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 holiday package is the most convenient way to organise 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 holiday 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 holiday 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.

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