Oyster Bay Holidays from AU$1,161

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Your Oyster Bay Holiday

Reserve an Oyster Bay holiday package and get ready to experience the best of this city. Consider staying in the neighbourhood of Cove - East Side - Shippan, which is great for cycling, coastal beaches and walking. A trip to Oyster Bay is a superb opportunity to sightsee. Check out renowned attractions like Long Island University Post Campus, Cold Spring Harbour Laboratory and Sagamore Hill National Historic Site. Expedia can help you escape your routine. Tailor your holiday to Oyster Bay to suit your style of travel, whatever that may look like.

The Latest Oyster Bay Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,794, price is now AU$1,161 per person
AU$1,161
per person
5 Sept - 8 Sept
found 1 day ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,652 reviews)
Excellent location and comfortable beds. However, no ice or microwave available.

Reviewed on 11 July 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was AU$4,962, price is now AU$2,738 per person
AU$2,738
per person
5 Sept - 8 Sept
found 16 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on 5 July 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,856, price is now AU$1,195 per person
AU$1,195
per person
5 Sept - 8 Sept
found 1 day ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
Excellent location near Times Square, and our family of five all loved the daily breakfast buffet!

Reviewed on 11 July 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,899, price is now AU$1,254 per person
AU$1,254
per person
5 Sept - 8 Sept
found 16 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The NoblDen Hotel was amazing! I would definitely stay here again when visiting NYC. It was close to Little Italy, ChinaTown, SOHO, and a great spot from which to navigate Manhattan. The rooms were so clean, comfortable, and it was awesome to have a balcony and the rooftop to see the city. The staff was extremely courteous and helpful! Highly recommend!

Reviewed on 10 July 2026

Marco LaGuardia Hotel

Marco LaGuardia Hotel

3.5 out of 5
Queens
Save 100% on your flight
Price was AU$1,932, price is now AU$1,278 per person
AU$1,278
per person
5 Sept - 8 Sept
found 16 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,117 reviews)
Loved our stay for the day. Everything was perfect!

Reviewed on 10 July 2026

Oyster Bay Holiday

Oyster Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
6,700
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
NYCB Theatre at Westbury, Eisenhower Park and Adventureland

Our pick of the best Oyster Bay Hotel Deals

La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

3 out of 5
92-16 147th Place Jamaica NY
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 6 Aug to 7 Aug
AU$256
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (766 reviews)
"I will definitely stay again. Only complaint is parking."

Reviewed on 9 July 2026

La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain
Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 30 July to 31 July
AU$252
30 July - 31 July
includes taxes & fees
9.2/10 Wonderful! (3,402 reviews)
"Easy check in and out!"

Reviewed on 9 July 2026

Four Points by Sheraton Flushing
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is AU$109 per night from 26 July to 27 July
AU$109
26 July - 27 July
includes taxes & fees
9.2/10 Wonderful! (4,300 reviews)
"It was great. The room was so clean."

Reviewed on 10 July 2026

Highbridge Hotel
See all 2,455 properties in Oyster Bay
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

Stay near popular Oyster Bay attractions

A large, historic house with a red brick porch and a covered front porch area.
Photo by Henry Tovmassian
Open Photo by Henry Tovmassian

Sagamore Hill National Historic Site

8.8/10 (20 reviews)
Theodore Roosevelt's grand Victorian mansion offers an intimate glimpse into the 26th president's personal life. Tour the meticulously preserved home with original furnishings and explore the surrounding natural estate.
See properties

What to do in Oyster Bay

Another beautiful day on one of our kayak tours

1 Hour Guided Kayak Tour in Cold Spring Harbor NY

AU$86
per adult
1 Hour Guided Kayak Tour in Cold Spring Harbor NY
Private Long Island Sound Sailing Experience

Private Long Island Sound Sailing Experience

AU$940
per traveller
Private Long Island Sound Sailing Experience
Captain Steve sails a Beneteau 343

Captain Steve's Sailing Experience on Long Island

AU$798
per traveller
Captain Steve's Sailing Experience on Long Island
See all activities in Oyster Bay

Frequently asked questions

How much does an Oyster Bay holiday package cost?
You'll find cheap prices from AU$1,161 on Expedia for your Oyster Bay escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Oyster Bay costs.
What are the cheapest months to go to Oyster Bay?
Travel in the low season and you're likely to get cheap Oyster Bay holiday packages. Remember that public holidays and local events and festivals can impact prices, so do a little research before you go.
How many days is enough for Oyster Bay?
Typically, a handful of days is ideal for an Oyster Bay holiday. With a well-planned itinerary, you can check out all the popular sights like Theodore Roosevelt Memorial Park, as well as explore some hidden treasures along the way.
Is it worth booking a holiday package to Oyster Bay?
Oyster Bay is a good holiday destination with attractions like Theodore Roosevelt Sanctuary and Audubon Centre among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, an Oyster Bay holiday promises a good time for everyone.
How to find the best Oyster Bay package deals?
Begin your search for an Oyster Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Oyster Bay package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oyster Bay escape off to a flying start.
Is it cheaper to book an Oyster Bay holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the flexibility to create a personalised Oyster Bay holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Oyster Bay?
If you're considering a spur-of-the-moment Oyster Bay adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Oyster Bay?

  1. Choose your dates: What you'd like to do in Oyster Bay and your preferred season will help you decide when to travel.
  2. Budget wisely: As well as the price of your accommodation, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could arise during your trip to Oyster Bay.
  3. Decide your trip length: Think about how long you'd like to spend discovering Oyster Bay. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, lock in the ideal Oyster Bay holiday package for you.

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