Oyster Bay Holidays from NZ$3,252
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The Latest Oyster Bay Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
NZ$4,525
per person
30 Nov - 3 Dec
found 20 hours ago
Return flight included
Christchurch (CHC) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
Your in the middle of Times Square. Great location. You’re literally walking distance to 5th Ave for shopping. I loved everything about this hotel. Great happy hour drinks in the lobby too!
Reviewed on 16 Sept 2026
Oyster Bay Holiday
Our pick of the best Oyster Bay Hotel Deals
TWA Hotel at JFK Airport
One Idlewild Drive Jamaica NY
Fully refundableReserve now, pay when you stay
NZ$579
4 Oct - 5 Oct
includes taxes & fees
8/10 Very good! (854 reviews)
"Stayed here 3 years ago. Hotel is beat up...needs a deep cleaning in the public area's. Room was clean, and in good order. Very disappointed with management. After bringing to their attention that the main area was closed for a private event, my wife and I decided to have a drink at the rooftop bar, ..."
Reviewed on 16 Sept 2026
Radio Hotel
2420 Amsterdam Ave New York NY
NZ$479
27 Sept - 28 Sept
includes taxes & fees
La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain
92-16 147th Place Jamaica NY
Fully refundableReserve now, pay when you stay
NZ$363
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,105 reviews)
"Good stay"
Reviewed on 16 Sept 2026
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
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.
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.
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.
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.
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.
Beekman Beach
8.0/10 (2 reviews)
Why not spend a lazy afternoon at Beekman Beach during your trip to Oyster Bay? While you're in the area, wander around the natural setting.
What to do in Oyster Bay
Private Long Island Sound Sailing Experience
NZ$1,087
per traveller
Captain Steve's Sailing Experience on Long Island
NZ$920
per traveller
Frequently asked questions
How much does an Oyster Bay holiday package cost?
You'll find cheap prices from NZ$3,252 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?
- Choose your dates: What you'd like to do in Oyster Bay and your preferred season will help you decide when to travel.
- 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.
- 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.
- Combine your airfare and accommodation: After you've settled on your dates and duration, lock in the ideal Oyster Bay holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
