Oakwood Holidays from AU$3,489

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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.
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
per person
11 Sept - 16 Sept
just found
Return flight included
Melbourne (MEL) to New York (JFK)
9.2/10 Wonderful! (1,945 reviews)
Coffee should be offered in morning. Would help to have a refrigerator for waters and medicines. The decor has gotten tired in guest rooms. Rugs in rooms and hallways do not looked they were cleaned during closure. My headboard was peeling.

Reviewed on 7 Aug. 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
per person
12 Sept - 19 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.6/10 Excellent! (1,501 reviews)
Nice hotel. No perks for platinum membership with expedia.

Reviewed on 8 Aug. 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
per person
12 Sept - 19 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel is very dated the carpets on the corridors are very stained. You cannot call this a five star hotel

Reviewed on 8 Aug. 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
per person
29 Sept - 5 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (6,194 reviews)
Excelente ubicación y económico

Reviewed on 8 Aug. 2025

The Hotel @ Fifth Avenue

The Hotel @ Fifth Avenue

3.5 out of 5
Manhattan
per person
12 Sept - 19 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.2/10 Very Good! (1,692 reviews)
Walkable to many shopping areas but very noisy. Hotel is clean but very small.

Reviewed on 5 Aug. 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
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Manhattan

8 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$361 per night from 17 Aug to 18 Aug
AU$361
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (4,136 reviews)
"Nice hotel in a convenient area. The check-in line was long, but the staff were good."

Reviewed on 7 Aug. 2025

Sheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$388 per night from 10 Aug to 11 Aug
AU$388
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (5,915 reviews)
"Great trip"

Reviewed on 8 Aug. 2025

Hyatt Grand Central New York
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$301 per night from 17 Aug to 18 Aug
AU$301
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (6,201 reviews)
"A lovely old hotel in a fabulous location, the bed blankets contain stains!!…plus long black hair in the bathroom area…not very clean"

Reviewed on 7 Aug. 2025

Hotel St. James
See all 10,561 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
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beach holidays
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Beach Holidays

Frequently asked questions

How much does an Oakwood holiday package cost?
Starting from a low AU$3,489, 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

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

Times Square
Central Park which includes a park, flowers and a pond

Central Park

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

Broadway

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

Activities

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
Edge NYC

NYC Edge Observation Deck at Hudson Yards Admission Ticket

AU$60
per adult
84% of travellers recommend
NYC Edge Observation Deck at Hudson Yards Admission Ticket
Statue of Liberty & Ellis Island Sunset Cruise

Statue of Liberty & Ellis Island Sunset Cruise

AU$38
per adult
78% of travellers recommend
Statue of Liberty & Ellis Island Sunset Cruise
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.