Oakwood Holidays from AU$1,999

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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.
New York Hilton Midtown

New York Hilton Midtown

4 out of 5
Manhattan
Price was AU$2,117, price is now AU$1,999 per person
AU$1,999
per person
18 Feb - 20 Feb
found 2 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8/10 Very Good! (3,074 reviews)
Love the hotel and the area around the property

Reviewed on 5 Dec 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was AU$4,413, price is now AU$3,534 per person
AU$3,534
per person
18 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Room is great and the staff is excellent 💯

Reviewed on 5 Dec 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AU$4,285, price is now AU$3,508 per person
AU$3,508
per person
18 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Expedia lists this hotel when searching for breakfast included but in reality its an additional $24 per head. The hotel also charges an extra $35 resort fee per night

Reviewed on 6 Dec 2025

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was AU$3,755, price is now AU$3,202 per person
AU$3,202
per person
18 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7.4/10 Good! (5,413 reviews)
This was our first visit and this hotel was an excellent choice!

Reviewed on 5 Dec 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was AU$3,860, price is now AU$3,365 per person
AU$3,365
per person
18 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
8.8/10 Excellent! (6,546 reviews)
Great hotel in convenient location!

Reviewed on 5 Dec 2025

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
Default Image

Manhattan

9 out of top 10 points of interest in this area
4.5/5(334 area reviews)

The frenzy of Wall Street, the galleries of Soho, the green lungs of Central Park: Manhattan still has the assets – and the charms – to back up its considerable confidence.

Find hotels in Manhattan

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$299 per night from 4 Jan to 5 Jan
AU$299
4 Jan - 5 Jan 2026
includes taxes & fees
7.4/10 Good! (5,787 reviews)
Loved the location, the hospitality of the staff, the room, the convenience of the mini market in the hotel, & how quick the front desk for checking in & out took.

Reviewed on 3 Dec 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Fully refundableReserve now, pay when you stay
The price is AU$280 per night from 4 Jan to 5 Jan
AU$280
4 Jan - 5 Jan 2026
includes taxes & fees
8.4/10 Very Good! (4,789 reviews)
Yes

Reviewed on 4 Dec 2025

Hotel Edison Times Square
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 AU$287 per night from 5 Jan to 6 Jan
AU$287
5 Jan - 6 Jan 2026
includes taxes & fees
7.6/10 Good! (6,295 reviews)
Room was clean, bathroom

Reviewed on 30 Nov 2025

Empire Hotel
See all 11,108 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oakwood holiday package cost?
Starting from a low AU$1,999, 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

4/5(324 reviews)

This neon paradise is a must-see for visitors wanting to sample New York’s chaotic downtown scene at its best.

Times Square
Ed Sullivan Theater featuring a city and signage as well as a large group of people

Broadway

4.5/5(275 reviews)

Crowded, loud, hectic and yet somehow unmissable, New York’s Times Square is one feature of Midtown Manhattan you’ll either love or loathe.

Broadway
Central Park which includes a park, flowers and a pond

Central Park

4.5/5(266 reviews)

Offering a welcome break from the lights and buzz of the Manhattan concrete jungle, this park is a much loved spot to rest weary feet, stroll and enjoy a picnic.

Central Park

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

AU$134
per adult
82% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

AU$46
per adult
78% of travellers recommend
American Museum of Natural History Tickets
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

AU$96
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
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.