Oyster Bay Holidays

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Top Flight + Hotel Deals in Oyster Bay

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

Night Hotel Broadway

Manhattan
€1,081
per person
13 Nov - 19 Nov
found 19 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (3,714 reviews)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

Manhattan
Save 100% on your flight
€1,548
per person
13 Nov - 19 Nov
found 19 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (258 reviews)
Ink 48 Hotel

Ink 48 Hotel

Manhattan
€1,316
per person
31 Dec - 6 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very good! (1,777 reviews)
They charged almost 100 additional to what I paid on Expedia for "amenities" when I asked what that included they said sheets, towels, wifi things like that. There was no free water in the room or a coffee maker. They did have bottled water for 10 bucks. There wasn't even a view and it was in an extremely noisy section. There was banging and yelling at all hours. I would highly recommend you steer clear of this hotel

Reviewed on 10 Oct 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

Manhattan
Save 100% on your flight
€2,610
per person
31 Dec - 6 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (280 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
€1,815
per person
31 Dec - 6 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,282 reviews)

Things to do near Oyster Bay

Oyster Bay, New York, is perfect for outdoor and family-themed vacations, offering a variety of activities. Visitors can enjoy kayaking, scenic walks, and unique excursions, including yacht trips. Additionally, the area features golf courses and a water park, making it an ideal destination for those seeking adventure and leisure alike.

Shopping

The Plainview Shopping Center, located 9.7km from Oyster Bay, offers a delightful mix of family-friendly shops and entertainment options. If you're up for a drive, head to the Roosevelt Field Mall, 16.1km away, for a larger selection of stores and vibrant city vibes.

Recreation

At Kings Point Park, immerse yourself in nature with tranquil walking trails and serene picnic spots, perfect for relaxation. Nearby, the Paramount Theater offers an enriching cultural experience with captivating performances, making it an ideal venue for entertainment and romance.

Adventure

Experience the thrill of tennis at Bethpage Park Tennis Center, located 16.1km from Oyster Bay. Enjoy the nostalgic charm of Nunley’s Carousel, 17.7km away. For family fun, visit New Roc n Bowl, an exciting arcade adventure zone situated 20.9km from Oyster Bay.

Nightlife

Oyster Bay's nightlife offers a charming blend of cosy bars and vibrant eateries. Enjoy live music at the popular Oyster Bay Brewing Company or unwind with a cocktail at the elegant Bar Louie. For a laid-back atmosphere, the quaint local pubs are perfect for mingling with friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Oyster Bay

Oyster Bay is perfect for outdoor and family vacations, offering a blend of urban parks, modern colleges, and stunning beaches. Explore the incredible Oyster Bay Beach Resort and unwind in beach villas, or venture to nearby Jamaica beaches. Whether you're seeking cultural experiences or leisure activities, this charming locale has something for everyone, making it an ideal destination for your trip.

  • Cold Spring Harbor Laboratory: A renowned institution with a rich history in scientific research, Cold Spring Harbor Laboratory offers visitors a glimpse into breakthroughs in biology. The campus features beautiful gardens and an inviting atmosphere, perfect for those interested in the intersection of science and culture.
  • Theodore Roosevelt Memorial Park: Nestled in the heart of Oyster Bay, this urban park is ideal for families seeking outdoor activities. With playgrounds, picnic areas, and scenic walking paths, it provides a relaxing escape while honouring the legacy of Theodore Roosevelt, a local hero.
  • Nassau Veterans Memorial Coliseum: Just a short drive away, this lively arena hosts sports events and concerts, offering a fantastic entertainment experience. Families will enjoy the diverse range of shows and activities, making it a vibrant hub for community events.

Best time to go to Oyster Bay

The best time to visit Oyster Bay is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.5°F (0.3°C)Light RainMostly SunnyAverageSlightly Low
February33.8°F (1.0°C)Light RainMostly SunnyAverageSlightly Low
March40.3°F (4.6°C)Light RainMostly SunnyAverageSlightly Low
April50.2°F (10.1°C)Light RainMostly SunnyAverageAverage
May60.1°F (15.6°C)Light RainMostly SunnySlightly LowAverage
June69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
July76.3°F (24.6°C)Light RainMostly SunnySlightly HighAverage
August75.4°F (24.1°C)Light RainMostly SunnySlightly HighAverage
September68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
October58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly High
November47.3°F (8.5°C)Light RainMostly SunnySlightly LowAverage
December39.2°F (4.0°C)Light RainMostly SunnySlightly LowSlightly High

Tips to save on your trip to Oyster Bay

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Oyster Bay during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Oyster Bay

TWA Hotel at JFK Airport

TWA Hotel at JFK Airport

One Idlewild Drive Jamaica NY
Fully refundableReserve now, pay when you stay
€306
26 Oct - 27 Oct
includes taxes & fees
TWA Hotel at JFK Airport
Radio Hotel

Radio Hotel

2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
€239
8 Nov - 9 Nov
includes taxes & fees
Radio Hotel
Highbridge Hotel

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
€114
19 Oct - 20 Oct
includes taxes & fees
Highbridge Hotel
See all 2,429 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.
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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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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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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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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.
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What to do in Oyster Bay

Captain Steve sails a Beneteau 343

Captain Steve's Sailing Experience on Long Island

€473
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 €1,081 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.