Oyster Bay Vacation Packages 2026 from $691

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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.

Lotte New York Palace

Manhattan

Save 100% on your flight

$691

per person

Jan 2 - Jan 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Reviewed on Oct 7, 2026

33 Hotel, New York City, Seaport

Manhattan

$823

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (1,003 reviews)

Great staff and location.

Reviewed on Oct 7, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

Save 100% on your flight

$1,785

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (4,026 reviews)

Very clean room and common area, breakfast was delicious. Staff was professional and friendly.

Reviewed on Oct 7, 2026

1 Hotel Brooklyn Bridge

Save 100% on your flight

$2,300

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (1,007 reviews)

They charged us for an umbrella we returned. They also have a deceptive amenity charge- bait and switch. It is false advertising and in appropriate.

Reviewed on Oct 7, 2026

Arthouse Hotel New York City

Manhattan

Save 100% on your flight

$1,173

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

8.8/10 Excellent! (2,241 reviews)

The hotel’s website showed beautiful, remodeled, spacious rooms with views, so I booked a nine-night stay. Unfortunately, what I found was nothing like the photos. I checked in late and immediately discovered the air conditioning was so loud that sleeping was unimaginable. The sconce between the beds was basically decorative, and the only other lights—four ceiling spots—were programmed to turn off every few minutes. I requested a room change and was given a much larger room on the first floor that felt more like a basement or warehouse. Totally wrinkled “Roman shades”, no rug, no bed blankets, the same useless lighting, and tinted windows facing a filthy terrace, leaving the room with virtually no natural light. The next morning, the shower ran cold for ages, then suddenly turned scorching hot with no way to regulate the temperature. So, for the third time, I returned to the front desk and requested another room—this time asking for the apparently unreasonable advertised luxuries of actual windows, functional lighting, and warm, adjustable water, as advertised. I got a third room- small, same problem with the lights and a damaged bathtub… only with windows this time! When trying to use the breakfast coupons at their small bar, I was told it only included one of two croissant options and a cup of drip coffee, Nine nights here? Not even one!!! Huge disappointment and completely different from what the website advertised. Total ripoff.

Reviewed on Oct 6, 2026

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Stay near popular Oyster Bay attractions

A large, historic house with a red brick porch and a covered front porch area.

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.

Theodore Roosevelt Memorial Park

10.0/10 (2 reviews)

This waterfront park honors 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's Sailing Experience on Long Island

$550

per traveler

See all activities in Oyster Bay

Oyster Bay Hotel Deals

TWA Hotel at JFK Airport

One Idlewild Drive Jamaica NY

Fully refundableReserve now, pay when you stay

$277 nightly

$322 total

Oct 26 - Oct 27

Total with taxes and fees

Radio Hotel

2420 Amsterdam Ave New York NY

Fully refundableReserve now, pay when you stay

$248 nightly

$288 total

Nov 8 - Nov 9

Total with taxes and fees

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Fully refundableReserve now, pay when you stay

$110 nightly

$130 total

Oct 19 - Oct 20

Total with taxes and fees

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.

Find the Best Oyster Bay Vacation Packages

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.

Oyster Bay Essential Information

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

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Frequently asked questions

What are the top things to do in Oyster Bay?

Oyster Bay is an outdoor and nature destination known for its family-friendly attractions, offering a variety of activities for your Oyster Bay vacation:Browse and book things to do in Oyster Bay on Expedia.

How can I save money on a Oyster Bay vacation package?

When you bundle, you can save up to 30%*. To save money on a Oyster Bay package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Do you need to rent a car in Oyster Bay, or is public transport enough?

For an Oyster Bay vacation package, a rental car is generally recommended for exploring the area fully. As an outdoor and nature destination outside city centers, Oyster Bay has many spread out attractions. While local bus services are available in specific western areas and parts of Syosset and Woodbury, a car provides the most flexibility to reach various points of interest.Downtown Oyster Bay and some surrounding neighborhoods offer sidewalks, but in many rural areas, walking or biking is less practical for longer distances. Local taxis are available for shorter trips if you prefer not to drive. Booking Oyster Bay vacation packages with flights and a rental car can simplify your travel planning, especially if you plan to visit beaches like Jones Beach or historic sites further afield. New York's John F. Kennedy International Airport (JFK), Newark Liberty International Airport (EWR), and LaGuardia Airport (LGA) are the primary airports serving the region, and a car offers convenient access from these hubs for your Oyster Bay beach vacation packages.

Can I change or cancel my Oyster Bay vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Oyster Bay vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Oyster Bay vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Oyster Bay?

To find last-minute vacation packages to Oyster Bay, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Oyster Bay vacation packages?

Free cancellation on a Oyster Bay vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Oyster Bay vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Oyster Bay getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Oyster Bay vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.

Oyster Bay Vacations from $691

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Oyster Bay Vacation

The Latest Oyster Bay vacation packages

Lotte New York Palace

33 Hotel, New York City, Seaport

Hotel Riu Plaza Manhattan Times Square

1 Hotel Brooklyn Bridge

Arthouse Hotel New York City

Stay near popular Oyster Bay attractions

Sagamore Hill National Historic Site

Planting Fields Arboretum State Historic Park

Theodore Roosevelt Memorial Park

Theodore Roosevelt Sanctuary and Audubon Center

20th Century Cycles

Beekman Beach

What to do in Oyster Bay

Captain Steve's Sailing Experience on Long Island

Oyster Bay Hotel Deals

TWA Hotel at JFK Airport

Radio Hotel

Highbridge Hotel

Find the Best Oyster Bay Vacation Packages

Things to do near Oyster Bay

Find the best attractions in and around Oyster Bay

Best time to go to Oyster Bay

Tips to save on your trip to Oyster Bay

Oyster Bay Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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