Oakwood Holidays from AU$2,337

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to AU$703 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Oakwood Holiday

Make travel planning simpler by reserving a holiday package to Oakwood. We'll look after the specifics, so you can focus on appreciating everything this neighbourhood has to offer. Kick start your trip to Oakwood by heading to nearby attractions such as Staten Island Mall, Franklin D. Roosevelt Boardwalk and Beach and South Beach. Expedia will help turn your ideal Oakwood holiday into reality, no matter your travel plans or budget.

Top Holiday Package Deals in Oakwood

Price found within the past 48 hours. Click for updated prices.
OYO Times Square
INNSiDE by Meliá New York Nomad
Hotel St. James
The Lexington Hotel, Autograph Collection
The Fifty Sonesta Hotel 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

Our pick of the best Oakwood Hotel Deals

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 AU$285 per night from 8 Feb to 9 Feb
AU$285
8 Feb - 9 Feb
includes taxes & fees
7.2/10 Good! (6,476 reviews)
Great area and great selection

Reviewed on 14 Jan 2026

Sheraton New York Times Square Hotel
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 25 Jan to 26 Jan
AU$181
25 Jan - 26 Jan
includes taxes & fees
8.2/10 Very Good! (3,214 reviews)
Clean room, friendly staff.

Reviewed on 19 Jan 2026

DoubleTree by Hilton New York Downtown
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 25 Jan to 26 Jan
AU$270
25 Jan - 26 Jan
includes taxes & fees
7.6/10 Good! (6,489 reviews)
EVRYONE THERE WAS NICE AND HELPFUL. ROOMS WERE CLEAN AND SMELLED GREAT.

Reviewed on 18 Jan 2026

Millennium Hotel Broadway Times Square
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 AU$2,337, 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

Activities

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