Oyster Bay Holidays

Photo by Erick

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Oyster Bay

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
20 Sept - 26 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,135 reviews)
A good hotel to stay at which was convenient for a holiday in New York. Walkable distance to main attractions.

Reviewed on 7 Aug 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
20 Sept - 26 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (1,511 reviews)
Had a great stay. Would def stay again. Balcony was great!

Reviewed on 10 Aug 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (1,262 reviews)
Great room and hood location

Reviewed on 10 Aug 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
Great hotel in very central location

Reviewed on 11 Aug 2025

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (539 reviews)
Beautiful hotel with lovely staff. The rooftop bar is great (although the aware it’s not open at the start of the week). Great location for many of the main sights and close to Wall Street station. Would highly recommend.

Reviewed on 8 Aug 2025

Top hotels in Oyster Bay

Five Towns Inn - JFK Airport

Five Towns Inn - JFK Airport

2 out of 5
655 Rockaway Tpke, Lawrence, NY
Fully refundableReserve now, pay when you stay
The price is €164 per night from 19 Aug to 20 Aug
€164
19 Aug - 20 Aug
includes taxes & fees
7.8/10 Good! (2,252 reviews)
"👍"

Reviewed on 9 Aug 2025

Five Towns Inn - JFK Airport
DoubleTree by Hilton New York JFK Airport

DoubleTree by Hilton New York JFK Airport

3.5 out of 5
135-30 140th Street, Jamaica, NY
Fully refundableReserve now, pay when you stay
The price is €229 per night from 25 Aug to 26 Aug
€229
25 Aug - 26 Aug
includes taxes & fees
8/10 Very Good! (722 reviews)
"The breakfast not being included"

Reviewed on 10 Aug 2025

DoubleTree by Hilton New York JFK Airport
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St, College Point, NY
Fully refundableReserve now, pay when you stay
The price is €150 per night from 17 Aug to 18 Aug
€150
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,591 reviews)
"Easy place for stay"

Reviewed on 10 Aug 2025

Ly New York Hotel
See all 2,306 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.

Popular places to visit

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

Frequently asked questions

How much does an Oyster Bay holiday package cost?
You'll find cheap prices from €1,462 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.