How much does an Oyster Bay vacation package cost?

You'll find cheap prices from $368 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?

December, January and February are the best times to search for cheap Oyster Bay vacation packages. Choosing to travel in quieter periods means you can typically find lower prices on flights and hotels.

How many days is enough for Oyster Bay?

You can visit all the main attractions in Oyster Bay within a few days, including the must-see Sagamore Hill National Historic Site . If you want a longer Oyster Bay vacation, check out what kind of activities and day trips are available close by.

Is it worth booking a vacation package to Oyster Bay?

Oyster Bay is a good vacation destination with attractions like Sagamore Hill National Historic Site among the many things to keep you busy. Whether you're traveling 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?

Choose when to go: Check your schedule and pack your bags. Your favorite time of year and the type of activities available will also help you decide when to visit Oyster Bay. Set a budget: Factor in costs like transportation, flights and meals when working out how much to put aside for your trip to Oyster Bay. Then, choose a property that suits your budget, whether that's a low-cost option or a swankier retreat. Use our trip planning tool to explore Oyster Bay: Research every aspect of your trip to Oyster Bay with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings. Work out your trip length: Think about how much time 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 leisurely pace. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Oyster Bay vacation package. Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Explore some of the incredible things to do in Oyster Bay and reserve your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Oyster Bay vacation packages?

Set off on your perfect escape to Oyster Bay with our Book Now, Pay Later vacations. There's no need to save up or hold off until payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snag great deals before they disappear.

Enjoy Oyster Bay Vacation Book from $368

Your Oyster Bay Vacation

When a break in the city is calling, answer it with a Oyster Bay vacation package. The neighborhood 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 Harbor Laboratory. Whoever you're escaping with and whatever you want to spend, your dream Oyster Bay vacation is just clicks away with Expedia.

The Latest Oyster Bay vacation packages

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

The Inn At Fox Hollow Hotel

Save 100% on your flight

$368

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (1,002 reviews)

The only issues was the lack of insulation. You can hear people talking throughout the halls from the room

Reviewed on Jan 10, 2026

Topping Rose House

$598

per person

Feb 13 - Feb 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (136 reviews)

Great rooms, staff and food

Reviewed on Sep 28, 2025

INNSiDE by Meliá New York Nomad

Manhattan

Save 100% on your flight

$393

per person

Mar 20 - Mar 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (2,008 reviews)

Check in was quick, amenities were wonderful, staff was very friendly and helpful!

Reviewed on Jan 12, 2026

Pendry Natirar

$1,072

per person

Apr 1 - Apr 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

9.8/10 Exceptional! (7 reviews)

The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

1 Hotel Brooklyn Bridge

Save 100% on your flight

$1,274

per person

Apr 9 - Apr 12

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

8.8/10 Excellent! (1,000 reviews)

This hotel was FABULOUS! The view you see if the view you get! STUNNING magazine worthy view of the Brooklyn bridge. Almost kid free. The rooftop bar and lounge had stunning views of the Brooklyn bridge and Hudson river. Just minutes away from Manhattan and close enough to walk to the Bridge. Room service was excellent. Very clean room.

Reviewed on Jan 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Oyster Bay

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Oyster Bay Hotel Deals

Ly New York Hotel

15-61 127th St College Point NY

Fully refundable

$79 nightly

$94 total

Jan 14 - Jan 15

Total with taxes and fees

8.6/10 Excellent! (1,889 reviews)

Good Customer Service. Quick to fix any issues

Reviewed on Jan 7, 2026

EVEN Hotel Norwalk by IHG

426 Main Ave, Route 7 Norwalk CT

Fully refundableReserve now, pay when you stay

$115 nightly

$132 total

Feb 7 - Feb 8

Total with taxes and fees

8.2/10 Very Good! (1,053 reviews)

Good

Reviewed on Jan 11, 2026

New York LaGuardia Airport Marriott

102-05 Ditmars Boulevard East Elmhurst NY

Fully refundableReserve now, pay when you stay

$172 nightly

$200 total

Jan 25 - Jan 26

Total with taxes and fees

8.8/10 Excellent! (1,231 reviews)

It was a good stay

Reviewed on Jan 10, 2026

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.

Things to do near Oyster Bay

Oyster Bay, New York, is perfect for outdoor and family vacations, offering a range of activities such as golf and educational experiences. Visitors can enjoy nearby attractions, delightful beach days, and exciting kayaking opportunities. This charming destination is ideal for day trips, making it a great spot for those looking to relax or explore the natural beauty of the area.

Shopping

For a delightful shopping experience in Oyster Bay, visit Broadway Mall, only 7 miles away, offering a lively atmosphere. If you're up for a drive, check out Roosevelt Field Mall and Americana Manhasset Mall, both within 10 miles, featuring a wide range of stores and entertainment options.

Recreation

The Paramount Theater, located 5 miles away, offers a blend of culture and entertainment, perfect for a romantic evening or family outing. For outdoor enthusiasts, Bethpage Black State Park Golf Course, 10 miles away, provides a challenging golf experience amidst beautiful landscapes, while Chelsea Piers, 12 miles away, boasts excellent sports facilities.

Adventure

At New Roc n Bowl, 13 miles from Oyster Bay, enjoy an exciting arcadeAdventureZone filled with games and family fun. Head to Bethpage Park Tennis Center, 10 miles away, for thrilling tennis matches. Don’t miss Nunley’s Carousel, 11 miles from Oyster Bay, featuring whimsical rides for all ages.

Nightlife

Experience the vibrant nightlife in Oyster Bay at The Bay House, where you can enjoy waterfront dining and live music. For a laid-back vibe, visit Oyster Bay Brewing Company for craft beers and local flavors. Don't miss a cozy evening at the historic Oyster Bay Inn for a relaxed drink.

*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, New York, offers a fantastic blend of outdoor and family-friendly activities, making it perfect for city-themed vacations. Visitors can explore urban parks, enjoy the beach, and visit local attractions like Oyster Pond and Bay Beach. For those seeking a cultural experience, nearby spots include a modern college and picturesque lakes. Whether you're looking to relax or explore, Oyster Bay has something for everyone to enjoy.

Sagamore Hill National Historic Site: Explore the former home of President Theodore Roosevelt, where history comes alive. The site features beautifully maintained grounds and offers a glimpse into the life of one of America’s most iconic leaders, showcasing cultural vibes and rich history.
Long Island University Post Campus: Experience a vibrant academic atmosphere at this modern university, just 5 miles from Oyster Bay. The campus boasts contemporary architecture and lush landscapes, making it an inviting place for visitors to enjoy city vibes while appreciating educational pursuits.
Oheka Castle: Discover this stunning castle, set 5 miles away, that exudes romance and culture. With its grand architecture and manicured gardens, Oheka Castle is perfect for a leisurely stroll or a picturesque spot for memorable photos.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.5°F (0.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	33.8°F (1.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	40.3°F (4.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	50.2°F (10.1°C)	Light Rain	Mostly Sunny	Average	Average
May	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Average	Average
July	76.3°F (24.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	75.4°F (24.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	68.9°F (20.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	47.3°F (8.5°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	39.2°F (4.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly 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 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.

Language	English
Currency	U.S dollars
Closest Airport	John F. Kennedy Intl. Airport (JFK)
Population	6,700
Max Temp Winter	40ºF
Max Temp Summer	80ºF
Top Sights	Adventureland, NYCB Theatre at Westbury and Eisenhower Park

Language

English

Currency

U.S dollars

Closest Airport

John F. Kennedy Intl. Airport (JFK)

Population

6,700

Max Temp Winter

40ºF

Max Temp Summer

80ºF