Oyster Bay Holidays from NZ$749

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The Latest Oyster Bay Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Interfaith 21

Interfaith 21

2 out of 5
Manhattan
per person
26 Sept - 27 Sept
found 13 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (14 reviews)
Had an amazing time! People were lovely, the room was clean and tidy, we had free shampoo/toiletries and a nice little breakfast every morning.

Reviewed on 16 Jul. 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
26 Sept - 27 Sept
found 13 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (2,247 reviews)
Great room. Great staff. Very helpful and polite.

Reviewed on 16 Jul. 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
26 Sept - 27 Sept
found 13 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (2,714 reviews)
Excellent location, restaurant and a coffe shop a plus.Clean and great staff.

Reviewed on 16 Jul. 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
26 Sept - 27 Sept
found 13 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,370 reviews)
Everything was great, disappointed there was no microwave. Had a lot leftover meals didn't get chance to eat, had to dispose of them.

Reviewed on 14 Jul. 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
26 Sept - 27 Sept
found 13 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (2,874 reviews)
Nice clean rooms- small for sharing

Reviewed on 15 Jul. 2025

Oyster Bay Holiday

Our pick of the best Oyster Bay Hotel Deals

Comfort Inn JFK Airport

Comfort Inn JFK Airport

2.5 out of 5
132-15 150th Avenue, Jamaica, NY
Fully refundableReserve now, pay when you stay
The price is NZ$369 per night from 10 Aug to 11 Aug
NZ$369
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (4,734 reviews)
"The room is small so there is no space to open big suitcases but everything else was fine."

Reviewed on 16 Jul. 2025

Comfort Inn JFK Airport
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is NZ$209 per night from 4 Aug to 5 Aug
NZ$209
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Everything!"

Reviewed on 12 Jul. 2025

EVEN Hotel Norwalk by IHG
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$329 per night from 22 July to 23 July
NZ$329
22 July - 23 July
includes taxes & fees
8.6/10 Excellent! (2,582 reviews)
"Property was perfectly fine. It was rather small but that's what you expect I suppose in Manhattan. It was a weird thing where we had to buy two drinks for $22 to get the hotel room. I would have preferred not to have had the drink. The bed was comfortable everything was adequate. We were close to ..."

Reviewed on 4 Jul. 2025

Radio Hotel
See all 2,270 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.

Discover the most popular places to visit in Oyster Bay

Sagamore Hill National Historic Site

Sagamore Hill National Historic Site

Find out about the history of Cove Neck with a stop at Sagamore Hill National Historic Site. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Sagamore Hill National Historic Site

Theodore Roosevelt Memorial Park

Explore the great outdoors at Theodore Roosevelt Memorial Park, a lovely green space in Oyster Bay. While in this family-friendly area, you can savour the top-notch restaurants.

Theodore Roosevelt Memorial Park

20th Century Cycles

You can browse the exhibits at 20th Century Cycles, a museum with a storied past, during your trip to Oyster Bay. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

20th Century Cycles

What to do in Oyster Bay

Self-Guided Scavenger Hunt: Huntington A Walk To Remember

Self-Guided Scavenger Hunt: Huntington A Walk To Remember

NZ$20
per adult
Self-Guided Scavenger Hunt: Huntington A Walk To Remember
Captain Steve sails a Beneteau 343

Captain Steve's Sailing Experience on Long Island

NZ$791
per traveller
Captain Steve's Sailing Experience on Long Island
2 Hour Guided Kayak Tour in Cold Spring Harbor NY

2 Hour Guided Kayak Tour in Cold Spring Harbor NY

NZ$165
per adult
2 Hour Guided Kayak Tour in Cold Spring Harbor NY
See all activities in Oyster Bay

Frequently asked questions

How much does an Oyster Bay holiday package cost?
You'll find cheap prices from NZ$749 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.

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