Oyster Bay Vacations 2025/2026 from CA $543

Oyster Bay flight + hotel packages

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

Hotel St. James

Manhattan

CA $543

per person

Dec 15 - Dec 18

found 1 day ago

Roundtrip flight included

Detroit (DTW) to New York (JFK)

Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.

1 Hotel Brooklyn Bridge

CA $1,659

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Detroit (DTW) to New York (JFK)

Stay at this 5-star 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.

Windrose On Hudson

CA $929

per person

Nov 8 - Nov 15

found 24 hours ago

Roundtrip flight included

Montreal (YUL) to New York (NYC)

Stay at this 3-star hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and Croton Point Park are located nearby.

1 Hotel Central Park

Manhattan

CA $4,212

per person

Nov 4 - Nov 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.

Somerset Hills Hotel, Tapestry Collection by Hilton

CA $730

per person

Dec 3 - Dec 7

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to New York (NYC)

Stay at this 4-star hotel in Warren. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions United States Golf Association Museum and Farmstead Arts Center are located nearby.

Top Oyster Bay hotels deals

Ly New York Hotel

15-61 127th St, College Point, NY

Free cancellation

Reserve now, pay when you stay

CA $160

CA $210 total

Sep 29 - Sep 30

includes taxes & fees

Book a stay at this business-friendly hotel in College Point. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Popular attractions Citi Field and Bronx Zoo are located nearby.

Free WiFi

Air conditioning

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd, Elmsford, NY

Free cancellation

Reserve now, pay when you stay

CA $215

CA $246 total

Oct 5 - Oct 6

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 Westchester County Center and Westchester Broadway Theatre are located nearby.

Pool

Breakfast included

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 4-star hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.

Pet-friendly

Restaurant

The Parc Hotel

3916 College Point Blvd, Flushing, NY

Free cancellation

Reserve now, pay when you stay

Get rates

Book a stay at this business-friendly hotel in Flushing. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Citi Field and USTA Billie Jean King National Tennis Center are located nearby.

Breakfast included

Free WiFi

Five Towns Inn - JFK Airport

655 Rockaway Tpke, Lawrence, NY

Free cancellation

Reserve now, pay when you stay

CA $236

CA $264 total

Oct 8 - Oct 9

includes taxes & fees

Book a stay at this business-friendly hotel in Lawrence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Beach and UBS Arena are located nearby.

Breakfast included

Free airport shuttle

Highbridge Hotel

1263 Edward L Grant Highway, Bronx, NY

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 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 Bronx Zoo are located nearby.

Breakfast included

Free WiFi

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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.

Popular places to visit

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.

Planting Fields Arboretum State Historic Park

Take the family on an outing to Planting Fields Arboretum State Historic Park during your trip to Upper Brookville. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Theodore Roosevelt Memorial Park

Explore the great outdoors at Theodore Roosevelt Memorial Park, a lovely green space in Oyster Bay. While in this family-friendly area, you can savor the top-notch restaurants.

Frequently asked questions

How much are vacation packages to Oyster Bay?

Your vacation dreams can become reality in Oyster Bay from an impressive CA $543. 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.