Oyster Bay Vacations from $440

Book a Hotel + Flight or Car together to unlock savings

Photo by Erick

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

The Inn At Fox Hollow Hotel

4 out of 5
Price was $866, price is now $440 per person
$440
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
The room and grounds were very good

Reviewed on Sep 30, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,824, price is now $1,003 per person
$1,003
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,985 reviews)
The staff go out of their way to make you feel at home

Reviewed on Oct 11, 2025

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,130, price is now $631 per person
$631
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (4,712 reviews)
Safe and walkable hotel near to restaurants

Reviewed on Oct 13, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,840, price is now $1,600 per person
$1,600
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,401, price is now $801 per person
$801
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Great location - coffee and tea and little pastries in AM

Reviewed on Oct 12, 2025

Don't see what you're looking for?
See all available trips from Columbus to Oyster Bay
View all trips

Discover the most popular places to visit in Oyster Bay

Theodore Roosevelt’s Home in Oyster Bay

Sagamore Hill National Historic Site

4.5/5(16 reviews)

Learn about the local history of Cove Neck when you take a trip to Sagamore Hill National Historic Site. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Sagamore Hill National Historic Site
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

Theodore Roosevelt Memorial Park

Explore the great outdoors at Theodore Roosevelt Memorial Park, a lovely green space in Oyster Bay. While in this family-friendly area, you can savor the top-notch restaurants.

Theodore Roosevelt Memorial Park

Oyster Bay Hotel Deals

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
$145 nightly
The price is $166 total per night from Nov 9 to Nov 10
$166 total
Nov 9 - Nov 10
Total with taxes and fees
8.2/10 Very Good! (1,432 reviews)
"All was fine except: the front desk rep wasn’t too friendly, our toilet wouldn’t stop running (handle on the tank was not working properly and I had to correct it 3 times), and the breakfast food keeps declining in taste (stay here often)."

Reviewed on Oct 10, 2025

Baymont by Wyndham White Plains - Elmsford
The Parc Hotel

The Parc Hotel

2.5 out of 5
3916 College Point Blvd, Flushing, NY
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $168 total per night from Nov 9 to Nov 10
$168 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (1,704 reviews)
"I made the mistake of booking a different hotel close by for hat I didn’t feel safe in so I booked at The Parc. Emily helped me and was so wonderful. The room was perfect, very clean and linens were great. After feeling unsafe at the prior hotel, I felt completely safe at The Parc and slept ..."

Reviewed on Oct 11, 2025

The Parc Hotel
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
$142 nightly
The price is $167 total per night from Nov 3 to Nov 4
$167 total
Nov 3 - Nov 4
Total with taxes and fees
8.8/10 Excellent! (1,748 reviews)
"Good"

Reviewed on Oct 9, 2025

Ly New York Hotel
See all 2,412 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oyster Bay vacation package cost?
You'll find cheap prices from $440 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

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.