Oyster Bay Holidays from AU$2,744

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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.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

Manhattan
AU$2,744
per person
18 Nov - 25 Nov
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (2,044 reviews)
⭐⭐⭐⭐ Great Value, Comfortable Beds & Convenient Location We stayed at the Shelburne Sonesta from Aug 28–Sept 1 in a double queen room with a kitchenette. Overall, we had a great stay and felt it was well worth the price. Check-in was quick and easy, and our room was clean and spacious. The sheets were soft and the beds were VERY comfortable after long days exploring New York. A fun bonus was choosing two treats from the hotel’s snack stash each night, including chips, Gatorade, pop, water, juice and cookies. It was a simple perk, but we really enjoyed it! The location was convenient, with the subway nearby, easy Uber access and taxis generally available out front. Many main attractions were also within walking distance. The attached restaurant offers room service, but we ate there instead and enjoyed fries, wings and drinks. Everything was great, and the hotel staff were very helpful throughout our stay. A couple of things to note: the TV didn’t support streaming apps, so we were limited to regular cable. The phone in our room also didn’t work properly, meaning we had to call the front desk using speakerphone. The room was clean overall, though it didn’t feel deeply cleaned. A little more attention to detail would have helped, but it didn’t affect our stay. Overall, we enjoyed the comfortable beds, convenient location, helpful staff and kitchenette. For the price, it was definitely worth it, and we would stay again.

Reviewed on 2 Sept 2026

Hotel St. James

Hotel St. James

Manhattan
AU$2,771
per person
18 Nov - 25 Nov
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (7,867 reviews)
The room was clean and updated. The staff was pleasant. The location was very good - a 2 minute walk to Time Square and shops.

Reviewed on 2 Sept 2026

Ink 48 Hotel

Ink 48 Hotel

Manhattan
AU$2,761
per person
18 Nov - 25 Nov
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very good! (1,772 reviews)
Surprisingly wonderful all around.

Reviewed on 2 Sept 2026

The Lombardy Hotel

The Lombardy Hotel

Manhattan
AU$2,891
per person
18 Nov - 25 Nov
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,581 reviews)
Room was clean, and very quiet. The highlight of the trip was the staff - front desk, doormen and maintenance were always friendly and welcoming, especially with our daughter. Wonderful stay.

Reviewed on 1 Sept 2026

Dharma Home Suites Hoboken at Novia

Dharma Home Suites Hoboken at Novia

AU$3,365
per person
18 Nov - 25 Nov
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (293 reviews)

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

Radio Hotel

Radio Hotel

2420 Amsterdam Ave New York NY
AU$263
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (2,455 reviews)
"The room’s window was open which had a draft and caused noise pollution. When we reported the issue to the front desk staff, they gave us extra drink vouchers to “help us sleep through the night” since they couldn’t get the window closed. Also, there’s a party on the ground floor every single night ..."

Reviewed on 1 Sept 2026

Radio Hotel
TWA Hotel at JFK Airport

TWA Hotel at JFK Airport

One Idlewild Drive Jamaica NY
Fully refundableReserve now, pay when you stay
AU$452
8 Sept - 9 Sept
includes taxes & fees
TWA Hotel at JFK Airport
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
AU$195
13 Sept - 14 Sept
includes taxes & fees
6.6/10 (1,772 reviews)
"I thanks everyone for theirs kindness. You are amazing. 👏👏👏👏👏"

Reviewed on 1 Sept 2026

Radisson Hotel Hauppauge-Long Island
See all 2,440 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.

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

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
A beach with people, a large yellow duck sculpture, and a clear sky with clouds.
Photo by Erick

Theodore Roosevelt Memorial Park

10.0/10 (2 reviews)
This waterfront park honours the 26th President with scenic bay views and recreational spaces. Enjoy the sandy beach, tennis courts, or attend the annual Oyster Festival celebrating local culture.
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A grove of cherry blossom trees with pink flowers.

Planting Fields Arboretum State Historic Park

9.2/10 (7 reviews)
Explore 409 acres of historic gardens and Tudor Revival Coe Hall mansion at Planting Fields Arboretum. The meticulously maintained greenhouses feature the Northeast's largest camellia collection.
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Theodore Roosevelt Sanctuary and Audubon Center

10.0/10 (2 reviews)
America's first songbird sanctuary offers peaceful trails through native gardens and woodlands in historic Oyster Bay. Bring binoculars to spot Black-capped Chickadees while exploring the mile-long nature paths.
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20th Century Cycles

10.0/10 (2 reviews)
Explore Billy Joel's personal collection of 75+ vintage motorcycles at this free weekend museum in Oyster Bay. Enthusiasts will appreciate the meticulous restorations and staff sharing stories behind each unique bike.
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What to do in Oyster Bay

Private Long Island Sound Sailing Experience

Private Long Island Sound Sailing Experience

AU$906
per traveller
Private Long Island Sound Sailing Experience
Captain Steve sails a Beneteau 343

Captain Steve's Sailing Experience on Long Island

AU$767
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$2,744 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.