Book Exclusive Oyster Bay Vacation Packages

Choose one or more items to build your trip:

Oyster Bay flight + hotel packages

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

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $2,416, price is now CA $1,503 per person
CA $1,503
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a steam room, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Central Park and Lincoln Center are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,938, price is now CA $2,961 per person
CA $2,961
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was CA $2,601, price is now CA $1,652 per person
CA $1,652
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this hotel in Westhampton Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shock Ice Cream and Westhampton Beach Performing Arts Center are located nearby.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,353, price is now CA $1,554 per person
CA $1,554
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Syracuse (SYR) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
The Evelyn Hotel

The Evelyn Hotel

4.5 out of 5
Manhattan
Price was CA $2,777, price is now CA $1,847 per person
CA $1,847
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.

Top Oyster Bay hotels deals

Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Free cancellation
Reserve now, pay when you stay
The price is CA $218 per night
CA $218
CA $293 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.
TWA Hotel at JFK Airport

TWA Hotel at JFK Airport

4 out of 5
One Idlewild Drive Jamaica NY
Free cancellation
Reserve now, pay when you stay
The price is CA $344 per night
CA $344
CA $444 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Jamaica. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Resorts World Casino and UBS Arena are located nearby.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Free cancellation
Reserve now, pay when you stay
The price is CA $157 per night
CA $157
CA $180 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lyndhurst Mansion and Westchester County Center are located nearby.
La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

3 out of 5
92-16 147th Place Jamaica NY
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $219 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Jamaica. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Flushing Meadows-Corona Park and Citi Field are located nearby.
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $192 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.
Comfort Inn JFK Airport

Comfort Inn JFK Airport

2.5 out of 5
132-15 150th Avenue Jamaica NY
Free cancellation
The price is CA $271 per night
CA $271
CA $315 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly hotel in Jamaica. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Flushing Meadows-Corona Park and Resorts World Casino are located nearby.
Don't see what you're looking for?
See all available properties in Oyster Bay
View all properties
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.

Stay near popular Oyster Bay attractions

A large, historic house with a red brick porch and a covered front porch area.
Photo by Henry Tovmassian
Open Photo by Henry Tovmassian

Sagamore Hill National Historic Site

8.8/10 (20 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.
See properties

Frequently asked questions

How much are vacation packages to Oyster Bay?
Your vacation dreams can become reality in Oyster Bay from an impressive CA $1,503. Our packages include flights and hotels, so organizing everything should be easy as pie. The only thing you'll need to concentrate on is having a good time.
Where can I get the best vacation package deals for Oyster Bay?
With at least 400 air carriers and 1,000,000 properties around the world, you can't beat Travelocity. Take advantage of our impressive range and score an incredible package deal to Oyster Bay. Doesn't it feel amazing when trip planning is that easy?
Why should I purchase my Oyster Bay vacation bundle via Travelocity?
By booking your flights, hotel, activities and car rental all in one place, you'll save both time and money. All our bookings come with a dedicated team of experts available 24/7, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and start packing!
Will I save money on my Oyster Bay car rental if I bundle it with hotels and flights?
You certainly can with our Oyster Bay vacation packages. With one of these, there are lots of ways to stretch your budget further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings grow. With your own ride, all the attractions in and around Oyster Bay are within your reach.

Photos of local treasures

Browse Oyster Bay vacation photos for more inspiration

An aerial view of a coastal area with a clear demarcation between land and water, a sandy beach, and a distinct shoreline.
A river with boats, surrounded by dense forests and residential areas.
A river with boats, surrounded by dense forests and residential houses.
A beach at sunset with the sun reflecting on the water.
A pebble beach at sunset with a calm sea in the background.

Explore More Ways to Travel with Travelocity