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
Save 100% on your flight
per person
Aug. 5 - Aug. 9
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
8.8/10 Excellent! (2,423 reviews)
Location was great, walking distance to everything. Rooms were very clean and spacious

Reviewed on May 31, 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. 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (1,920 reviews)
Spacious and quiet. Very good location too.

Reviewed on May 30, 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. 5 - Aug. 9
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (545 reviews)
the incredible location I had a wonderful experience, want to come back

Reviewed on May 28, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jul. 12 - Jul. 15
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
Beautiful property 5 star service for sure beautiful vibes

Reviewed on May 27, 2024

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
Jul. 4 - Jul. 9
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
The charm and decor is my favorite. Visited the property mid 2000's and loved it every since. It is a bit dated but still a nice hotel.

Reviewed on May 3, 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 $166 per night from Jun. 16 to Jun. 17
CA $166
CA $196 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (1,641 reviews)
"Great service!!!!"

Reviewed on May 28, 2024

Radio Hotel
Highbridge Hotel
Highbridge Hotel
2 out of 5
1263 Edward L Grant Highway, Bronx, NY
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Jun. 13 to Jun. 14
CA $164
CA $193 total
includes taxes & fees
Jun 13 - Jun 14
9/10 Wonderful! (1,399 reviews)
"There arent enough places to walk for dining"

Reviewed on May 29, 2024

Highbridge Hotel
Four Points by Sheraton Flushing
Four Points by Sheraton Flushing
3 out of 5
33-68 Farrington St, Flushing, NY
The price is CA $254 per night from Jun. 11 to Jun. 12
CA $254
CA $296 total
includes taxes & fees
Jun 11 - Jun 12
8.8/10 Excellent! (1,574 reviews)
"Very nice hotel with many restaurants within walking distance. The hotel is clean and beds comfortable."

Reviewed on May 28, 2024

Four Points by Sheraton Flushing
See all 2,026 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 $1,203, 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

Theodore Roosevelt Sanctuary

Take the family on an outing to Theodore Roosevelt Sanctuary during your trip to Oyster Bay Cove. Wander the picturesque gardens in this quaint area.

Theodore Roosevelt Sanctuary

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.