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.
JW Marriott Essex House New York
Manhattan
Price was CA $2,377, price is now CA $1,475 per person
CA $1,475
per person
Apr 1 - Apr 5
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,001 reviews)
Great location - expensive for your return.
Reviewed on Feb 16, 2026
Pendry Natirar
Price was CA $5,357, price is now CA $3,138 per person
CA $3,138
per person
May 3 - May 9
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.
Reviewed on Jun 13, 2025
The Fifth Avenue Hotel
Manhattan
Price was CA $3,384, price is now CA $2,126 per person
CA $2,126
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.
Reviewed on Mar 1, 2026
1 Hotel Central Park
Manhattan
Price was CA $2,679, price is now CA $1,724 per person
CA $1,724
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Spotless property and extremely friendly staff! Would definitely stay here again!
Reviewed on Mar 1, 2026
Oyster Bay Hotel Deals
Ly New York Hotel
15-61 127th St College Point NY
Fully refundable
The price is CA $107 per night from Mar 3 to Mar 4
CA $107
CA $127 total
Mar 3 - Mar 4
includes taxes & fees
8.8/10 Excellent! (2,045 reviews)
Clean and nice place. I would definitely come back
Reviewed on Mar 2, 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Mar 8 to Mar 9
CA $179
CA $204 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (1,581 reviews)
Very nice and clean great staff
Reviewed on Mar 1, 2026
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (4,031 reviews)
Amazing place to stay
Reviewed on Mar 1, 2026
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.
What to do in Oyster Bay
Awesome Scavenger Hunt: Huntington A Walk To Remember
CA $17
per adult
Private Long Island Sound Sailing Experience
CA $891
per traveller
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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.
