Oakwood Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Breakfast served
    Sep 5 - Sep 6

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    1 night
    4.0 star property
    9.2/10 - Wonderful (3,595 reviews)
    "The stay was very nice. This location is right next to Times Square so it is accessible to many sights, dining and the subway. The room was rather small for 4 adults and the two beds took up most of the room We did not eat breakfast at the hotel so cannot comment on that. Staff was helpful."
    Reviewed June 10, 2026
    Return • Seattle (SEA) - New York (JFK)
    SEA - JFK • 1 stop JFK - SEA • 1 stop
    NZ$1,300
    NZ$941
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Front of property
    Sep 5 - Sep 6

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    1 night
    4.0 star property
    9.0/10 - Wonderful (3,053 reviews)
    "This hotel is in a great location! We were able to walk everywhere! The staff was very friendly and the rooms were very clean and updated! I will be staying here again when I come to NYC!!"
    Reviewed June 9, 2026
    Return • Seattle (SEA) - New York (JFK)
    SEA - JFK • 1 stop JFK - SEA • 1 stop
    NZ$1,346
    NZ$964
    per traveller
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • Bar (on property)
    Aug 17 - Aug 29

    EVEN Hotel Brooklyn by IHG + Flight

    Brooklyn
    12 nights
    4.0 star property
    8.8/10 - Excellent (1,918 reviews)
    "Staff was friendly. Room was okay. Wouldn’t stay there again."
    Reviewed June 8, 2026
    Return • Auckland (AKL) - New York (JFK)
    AKL - JFK • Direct JFK - AKL • Direct
    NZ$5,238
    NZ$3,965
    per traveller
    found 1 day ago
    EVEN Hotel Brooklyn by IHG
  • Front of property
    Jul 17 - Jul 22

    42 Hotel + Flight

    Brooklyn
    5 nights
    3.5 star property
    9.0/10 - Wonderful (891 reviews)
    "Very nice hotel in a convenient location and had many extras. Staff was friendly and responsive."
    Reviewed June 7, 2026
    Return • Auckland (AKL) - New York (JFK)
    AKL - JFK • Direct JFK - AKL • Direct
    NZ$5,721
    NZ$4,369
    per traveller
    found 1 day ago
    42 Hotel
  • Premium bedding, in-room safe, desk, blackout curtains
    Jul 17 - Jul 22

    WestHouse New York + Flight

    Manhattan
    5 nights
    5.0 star property
    8.4/10 - Very good (1,012 reviews)
    "Good"
    Reviewed June 9, 2026
    Return • Auckland (AKL) - New York (JFK)
    AKL - JFK • Direct JFK - AKL • Direct
    NZ$6,879
    NZ$5,330
    per traveller
    found 1 day ago
    WestHouse New York

Our guide on where to stay in Oakwood

Find the best Oakwood areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood
Manhattan

Manhattan

8 out of top 10 points of interest in this area
4.5/5(337 area reviews)

Power and wealth and breathtaking scenery are concentrated on this very small island. Immerse yourself for a few days or a lifetime.

Find hotels in Manhattan

Our pick of the best Oakwood Hotel Deals

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is NZ$518 per night from 1 July to 2 July
NZ$518
1 July - 2 July
includes taxes & fees
8.4/10 Very Good! (7,158 reviews)
"Clean rooms and great location, staff was very polite and helpful"

Reviewed on 10 June 2026

Hyatt Grand Central New York
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 NZ$362 per night from 1 July to 2 July
NZ$362
1 July - 2 July
includes taxes & fees
7.6/10 Good! (6,877 reviews)
"Loved the hotel. Very beautiful"

Reviewed on 9 June 2026

Empire Hotel
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
The price is NZ$528 per night from 21 June to 22 June
NZ$528
21 June - 22 June
includes taxes & fees
7.4/10 Good! (8,216 reviews)
"Staff was all amazing and extremely kind. The property needs some love though. Leaky bathroom in a few ways (sink and toilet). One day all the main elevators to our floor were out all day…walked down 28 flights of stairs to get out and then to get back up we were able to take the service elevators ..."

Reviewed on 10 June 2026

Sheraton New York Times Square Hotel
See all 12,006 properties in Oakwood
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 Oakwood holiday package cost?
Starting from a low , a holiday package is your ticket to low-cost travel. Put together your Oakwood adventure by selecting from our huge range of flights, hotels and rental cars.
How do I get a cheap travel package to Oakwood?
Track down flights that fit your busy schedule, add a hotel room to your booking and watch the savings grow with an Oakwood holiday package. It's as easy as that! From flights and hotels to tours and rental cars, Expedia is where your cheap holiday begins. And with more than 550 air carriers and 1 000 000 hotels around the world to pick from, you won't be short of choice.
Where should I stay in Oakwood?
Take the hassle out of sightseeing by staying in a hotel close to Oakwood's biggest attractions. Brooklyn Bridge and Yankee Stadium are two of the best in this neighbourhood.
How far in advance should I book my Oakwood holiday?
Travellers are generally able to browse international flights on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Oakwood travel package include?
Car rentals, flights and hotels — we connect you to the very best bargains. All you'll have to do is select your ideal combination. Once you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it easy to craft an awesome Oakwood trip.
What should I know before booking an Oakwood travel package?
Bundling your bookings into an Oakwood holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with an Oakwood Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our holiday packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Oakwood holiday package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Oakwood holiday package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, check out our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Oakwood

Times Square

Times Square

The electric atmosphere of the New York’s busiest square will leave your head spinning, an essential experience for all visitors.

Times Square
view from top on Madison Square Garden and Empire State Building. Night Lights

Madison Square Garden

Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.

Madison Square Garden
Statue of Liberty

Statue of Liberty

No trip to New York would be complete without a visit to one of the most recognisable statues in the world.

Statue of Liberty

Activities

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

NZ$144
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

NZ$51
per adult
94% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

NZ$82
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
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.