Oyster Bay Vacation Packages

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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.

Top Oyster Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
Jul. 18 - Jul. 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
8.8/10 Excellent! (2,453 reviews)
Location was nice. Very comfortable setting.

Reviewed on Jun. 14, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 20 - Aug. 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (547 reviews)
Smart hotel superbly located

Reviewed on Jun. 12, 2024

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 20 - Aug. 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,940 reviews)
No hotel slippers provided

Reviewed on Jun. 13, 2024

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 24 - Aug. 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
Great location! Great service!

Reviewed on May 20, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug. 26 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,004 reviews)
Lovely stay. Loved the vibe!

Reviewed on Jun. 14, 2024

Oyster Bay Hotel Deals

Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jul. 14 to Jul. 15
CA $155
CA $182 total
includes taxes & fees
Jul 14 - Jul 15
8.6/10 Excellent! (1,695 reviews)
"I loved my stay. It was reasonably priced compared to any other hotel. I was going into my stay with low hopes of a compfy, clean, and cool stay, but I was very surprised. The air conditioning worked very well. The shower was very clean and the bed was very comfortable. This is my top choice everytime ..."

Reviewed on Jun. 13, 2024

Radio Hotel
LaGuardia Plaza Hotel
LaGuardia Plaza Hotel
4 out of 5
104-04 Ditmars Blvd, East Elmhurst, NY
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from Jun. 24 to Jun. 25
CA $284
CA $330 total
includes taxes & fees
Jun 24 - Jun 25
7.8/10 Good! (1,656 reviews)
"Overall everything was good"

Reviewed on Jun. 13, 2024

LaGuardia Plaza 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 CA $197 per night from Jun. 23 to Jun. 24
CA $197
CA $226 total
includes taxes & fees
Jun 23 - Jun 24
8/10 Very Good! (1,030 reviews)
"The room was clean, ready and food was good. The pool was nice too. However the staff did not help. Ther staff was on their cell phone and no one was at the front desk during the day. The parking was also easy."

Reviewed on Jun. 12, 2024

Baymont by Wyndham White Plains - Elmsford
See all 2,006 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oyster Bay vacation package cost?
The most affordable Oyster Bay vacation package is CA $1,191, so your dream trip can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to tailor make a package suited to your traveling style.
How do I get a cheap travel package to Oyster Bay?
Crafting your own Oyster Bay vacation package with Expedia is one of the best ways to save. We offer access to over 550 partner airlines and 1,000,000 properties worldwide. With such a fantastic range to choose from, you’ll have no trouble creating your dream trip.
What are the top hotels in Oyster Bay?
Many people opt to stay at Luxury 1q Bed And Living Room Apt. W in Oyster Bay Cove. If it’s your first trip to Oyster Bay, you’ll get a warm welcome here.
How far in advance should I book my Oyster Bay vacation?
Reserving your tickets early with Expedia means one less thing to worry about. A number of air carriers advertise prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Oyster Bay will sometimes occur a few weeks before departure.
What does an Expedia Oyster Bay travel package include?
It all comes down to what kind of getaway you want to have. Oyster Bay vacation deals can include car rentals, hotels and flights. You can mix and match to create the travel package that fits your needs. You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking an Oyster Bay travel package?
You’ll pick up amazing savings when you bundle your hotels, flights and rental cars into a package. Plus, booking everything in one place just makes things easier. So why waste time or money? Whether you’re putting together a ritzy romantic getaway or an affordable family break, explore our vacation packages today.
Can I choose my airline with an Oyster Bay Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Oyster Bay vacation package?
It’s impossible to predict what the future holds, so it’s good to know that you can change or cancel your Oyster Bay vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Oyster Bay

Image for Sagamore Hill National Historic Site

Sagamore Hill National Historic Site

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
Image for Planting Fields Arboretum State Historic Park

Planting Fields Arboretum State Historic Park

Explore the great outdoors at Planting Fields Arboretum State Historic Park, a lovely green space in Upper Brookville. While in this family-friendly area, you can savor the top-notch restaurants.

Planting Fields Arboretum State Historic Park
Image for Theodore Roosevelt Sanctuary and Audubon Center

Theodore Roosevelt Sanctuary and Audubon Center

You can take time to visit Theodore Roosevelt Sanctuary and Audubon Center during your travels to Oyster Bay Cove. Wander the picturesque gardens in this family-friendly area.

Theodore Roosevelt Sanctuary and Audubon Center

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.