Oyster Bay Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Photo by Erick
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic vacation packages in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was ₩1,359,548, price is now ₩808,376 per person
₩808,376
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
8.8/10 Excellent! (1,140 reviews)
Staff was kind, lobby was great
Reviewed on Oct 18, 2025
Hyatt Centric Times Square New York
Manhattan
Save 100% on your flight
Price was ₩2,194,206, price is now ₩1,177,634 per person
₩1,177,634
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.2/10 Wonderful! (1,897 reviews)
One of the highlights of our stay was being able to walk around at night people watching and the lights at Times Square. Our hotel location made this possible.
Reviewed on Oct 15, 2025
Hilton Club The Quin New York
Manhattan
Save 100% on your flight
Price was ₩3,023,212, price is now ₩1,689,121 per person
₩1,689,121
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.4/10 Exceptional! (1,336 reviews)
Large, well appointed, clean room. Wonderful staff. Excellent location.
Reviewed on Oct 17, 2025
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was ₩1,750,102, price is now ₩1,028,380 per person
₩1,028,380
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.8/10 Exceptional! (1,377 reviews)
Lovely staff and a perfect location for exploring Little Italy, Chinatown and SoHo. Close to the subway and all amenities. Loved it! Highly recommended!
Reviewed on Oct 18, 2025
Thompson Central Park New York, by Hyatt
Manhattan
Save 100% on your flight
Price was ₩1,850,426, price is now ₩1,141,504 per person
₩1,141,504
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9/10 Wonderful! (1,106 reviews)
Very satisfied with all aspects.
Reviewed on Oct 17, 2025
Don't see what you're looking for?
See all available trips from Cleveland to Oyster Bay
View all trips5* Romantic vacations in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
Royalton Park Avenue
Manhattan
Save 100% on your flight
Price was ₩1,574,350, price is now ₩1,110,350 per person
₩1,110,350
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9/10 Wonderful! (1,017 reviews)
I had such a great time staying at the Royalton. The staff was fantastic. The room was comfortable, and everything I needed was responded to immediately.
The only small note that I would give is that some of the TVs have not been upgraded for streaming. And the next time I stay, I'll bring an HDMI cable connector for my iPad.
They were so friendly and helpful. They really made my trip special.
Reviewed on Oct 13, 2025
Hilton Club The Quin New York
Manhattan
Save 100% on your flight
Price was ₩3,023,212, price is now ₩1,689,121 per person
₩1,689,121
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.4/10 Exceptional! (1,336 reviews)
Large, well appointed, clean room. Wonderful staff. Excellent location.
Reviewed on Oct 17, 2025
The Knickerbocker Hotel
Manhattan
Save 100% on your flight
Price was ₩1,627,745, price is now ₩1,210,446 per person
₩1,210,446
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9/10 Wonderful! (1,626 reviews)
Very nice hotel love it
Reviewed on Oct 17, 2025
Don't see what you're looking for?
See all available trips from Cleveland to Oyster Bay
View all trips3 Night Romantic vacations in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was ₩1,750,102, price is now ₩1,028,380 per person
₩1,028,380
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.8/10 Exceptional! (1,377 reviews)
Lovely staff and a perfect location for exploring Little Italy, Chinatown and SoHo. Close to the subway and all amenities. Loved it! Highly recommended!
Reviewed on Oct 18, 2025
Hyatt Centric Times Square New York
Manhattan
Save 100% on your flight
Price was ₩2,194,206, price is now ₩1,177,634 per person
₩1,177,634
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.2/10 Wonderful! (1,897 reviews)
One of the highlights of our stay was being able to walk around at night people watching and the lights at Times Square. Our hotel location made this possible.
Reviewed on Oct 15, 2025
Hilton Club The Quin New York
Manhattan
Save 100% on your flight
Price was ₩3,023,212, price is now ₩1,689,121 per person
₩1,689,121
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to New York (JFK)
9.4/10 Exceptional! (1,336 reviews)
Large, well appointed, clean room. Wonderful staff. Excellent location.
Reviewed on Oct 17, 2025
Don't see what you're looking for?
See all available trips from Cleveland to Oyster Bay
View all tripsMore Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
