Oyster Bay Holidays from £1,219

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Your Oyster Bay Holiday

When a break in the city is calling, answer it with a Oyster Bay holiday package. The neighbourhood of Cove - East Side - Shippan, which is good for cycling, coastal beaches and walking, makes a wonderful base for your adventures. If your trip to Oyster Bay includes a little sightseeing, check out popular attractions like Sagamore Hill National Historic Site, Long Island University Post Campus and Cold Spring Harbour Laboratory. Whoever you're escaping with and whatever you want to spend, your dream Oyster Bay holiday is just clicks away with Expedia.

Top Oyster Bay Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The William Vale
1 Hotel Central Park
The William Hotel Midtown, New York
1 Hotel Brooklyn Bridge
Hotel Riu Plaza New York Times Square

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

Things to do near Oyster Bay

Oyster Bay, New York, is perfect for a family-oriented outdoor vacation, offering a variety of activities such as golf and scenic walks. Visitors can enjoy unique excursions, theme nights, and even scuba lessons. For those seeking fun in the sun, a local water park provides entertainment for all ages. With its charming city atmosphere, Oyster Bay promises a delightful getaway filled with engaging experiences.

Shopping

In Oyster Bay, you can enjoy shopping at Walt Whitman Shops, just 11.3km away, offering a variety of stores and family-friendly entertainment. If you're up for a drive, New Roc City and Stamford Town Center are both excellent options, located 13 and 19.3km away respectively, with similar vibes.

Recreation

Kings Point Park offers a tranquil escape with its picturesque landscapes, perfect for leisurely strolls and relaxation. Just a short drive away, Doral Arrowwood Golf Club provides an invigorating outdoor experience for golf enthusiasts. Meanwhile, Paramount Theater, rich in culture, offers delightful entertainment for families and couples alike.

Adventure

At Bethpage Park Tennis Center, located 16.1km from Oyster Bay, enjoy thrilling tennis matches amidst vibrant surroundings. Experience the enchanting Nunley’s Carousel, 17.7km away, perfect for a whimsical ride. For family fun, venture to New Roc n Bowl, 20.9km from Oyster Bay, featuring exciting arcade games.

Nightlife

In Oyster Bay, enjoy a charming nightlife with waterfront bars and cosy pubs. The local scene offers live music at venues like the Oyster Bay Brewing Company and laid-back evenings at bars along the bay, perfect for sipping cocktails while soaking in the scenic views.

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

Find the best attractions near Oyster Bay

Oyster Bay, New York, offers a delightful mix of outdoor activities, family-friendly attractions, and urban charm. Visitors can enjoy the scenic Oyster Bay Beach, explore local beach villas, and relax by Oyster Pond. The area is perfect for those seeking a blend of nature and city life, with modern universities and beautiful parks enhancing the experience. Don't miss the chance to discover the nearby beaches of Jamaica, making for a memorable holiday.

  • Rye Playland: Located 16.1km from Oyster Bay, Rye Playland is a charming amusement park offering thrilling rides and attractions for families. With its outdoor adventure vibes, you can enjoy everything from classic roller coasters to carnival games, all set against a picturesque waterfront backdrop.
  • Sands Point Preserve: Just 14.5km from Oyster Bay, this historic house and estate is steeped in culture. Visitors can explore beautifully landscaped gardens, historic architecture, and captivating views of Long Island Sound, making it a perfect spot for history enthusiasts and nature lovers alike.
  • Eisenhower Park: Situated 16.1km away, this expansive state park is a haven for outdoor adventure seekers. With scenic walking trails, sports facilities, and picnic areas, it offers stunning landscapes and recreational opportunities for all ages.

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Oyster Bay.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Oyster Bay.
  • 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.

Oyster Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
6,700
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
NYCB Theatre at Westbury, Adventureland and Eisenhower Park

Top hotels in Oyster Bay

Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
The price is £104 per night from 2 Apr to 3 Apr
£104
2 Apr - 3 Apr
includes taxes & fees
9/10 Wonderful! (2,933 reviews)
Very good and parking is very convenient.

Reviewed on 9 Mar 2026

Four Points by Sheraton Flushing
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St College Point NY
Fully refundable
The price is £104 per night from 15 Mar to 16 Mar
£104
15 Mar - 16 Mar
includes taxes & fees
8.8/10 Excellent! (2,058 reviews)
beautiful room, not too far from shopping center, calm area

Reviewed on 10 Mar 2026

Ly New York Hotel
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is £111 per night from 11 Mar to 12 Mar
£111
11 Mar - 12 Mar
includes taxes & fees
8.2/10 Very Good! (1,601 reviews)
Yes

Reviewed on 9 Mar 2026

Baymont by Wyndham White Plains - Elmsford
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.