Oyster Bay Vacations from ￥314,697

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The Latest Oyster Bay Vacation Packages

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

NobleDEN Hotel

4 out of 5
Manhattan
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Went to NYC for our 20th Anniversary. NobleDEN was the perfect spot to stay. From the cleanliness of the room to the location to the 24/7 coffee, this hit every note. We will be back and will stay at the NobleDen.

Reviewed on Aug 13, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9.6/10 Exceptional! (126 reviews)
The hotel was phenomenal! We were greeting so warmly on arrival and given great dining and neighborhood tips by Ben- who was wonderful. The rooms were beautiful and all aspects of the hotel and dining/ bar spaces were gorgeous and full of character. We enjoyed The Portrait Bar a couple of times and had such fun. We also had breakfast in the restaurant and a spectacular dinner at Cafe Carmellini. I wish I could remember our server’s name because she was top notch. I will go back to The Fifth Avenue Hotel. It was a wonderful experience.

Reviewed on Jul 28, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,582 reviews)
Everyone and everything was just amazing

Reviewed on Aug 14, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 23 - Oct 28
found 3 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Nice location and hotel.

Reviewed on Aug 6, 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
I absolutely loved this hotel. Very clean and nice and accommodating and great staff!

Reviewed on Aug 13, 2025

Find the Best Oyster Bay Vacation Packages

Oyster Bay Hotel Deals

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 ￥22,825 per night from Aug 25 to Aug 26
￥22,825
￥25,478 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (2,257 reviews)
Perfectly Acceptable Airport Hotel
"This was a perfectly acceptable airport hotel. And honestly, it's one of the only airport hotels around JFK that is somewhat reasonably priced, IMO. The airport shuttle was super efficient and convenient. The front desk attendant even went through and specially made sure that everyone who signed ..."

Reviewed on Aug 11, 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 ￥33,669 per night from Aug 28 to Aug 29
￥33,669
￥39,151 total
Aug 28 - Aug 29
includes taxes & fees
8/10 Very Good! (722 reviews)
"The breakfast not being included"

Reviewed on Aug 10, 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 ￥17,463 per night from Aug 17 to Aug 18
￥17,463
￥20,557 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,599 reviews)
"It was a good stay. The place was ok but not bad. They could clean the microwave that the guest are using. It’s in really bad condition."

Reviewed on Aug 13, 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.

Discover the most popular places to visit in Oyster Bay

It's always beautiful whenever you visit, the park has its special beauties showed to public Year around.

Planting Fields Arboretum State Historic Park

5/5(1 review)

Take the family on an outing to Planting Fields Arboretum State Historic Park during your trip to Upper Brookville. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Planting Fields Arboretum State Historic Park

Frequently asked questions

How much does an Oyster Bay vacation package cost?
You'll find cheap prices from ￥314,697 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 vacation 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 vacation 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 vacation. 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 vacation package to Oyster Bay?
Oyster Bay is a good vacation destination with attractions like Theodore Roosevelt Sanctuary and Audubon Center 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 vacation 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 vacation as a package?
Expedia vacation 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 personalized Oyster Bay vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 accommodations, 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 accommodations: After you've settled on your dates and duration, lock in the ideal Oyster Bay vacation package for you.

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