Title: Oyster Bay Vacation Packages & Trips 2025/2026 from CA $1,002 | Expedia.ca [Hotels in Oyster Bay](https://expedia.ca/Oyster-Bay-Hotels.d55890.Travel-Guide-Hotels)[Vacation Rentals in Oyster Bay](https://expedia.ca/Oyster-Bay-Vacation-Rentals.d55890.Travel-Guide-VacationRentals)[Flights to Oyster Bay](https://expedia.ca/Cheap-Flights-To-Oyster-Bay.d55890.Travel-Guide-Flights)[Things to do in Oyster Bay](https://expedia.ca/Things-To-Do-In-Oyster-Bay.d55890.Travel-Guide-Activities)[Oyster Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Oyster-Bay.d55890.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6327296/f3a3757a-ea0f-4fc5-85ed-4b8123a43055.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oyster Bay Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Wanderlust Nomad - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 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 #### 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](https://www.expedia.ca/Sagamore-Hill-National-Historic-Site-Oyster-Bay.d6327341.Vacation-Attraction), [Long Island University Post Campus](https://www.expedia.ca/Long-Island-University-Post-Campus-Greenvale.d6173495.Vacation-Attraction) and [Cold Spring Harbor Laboratory](https://www.expedia.ca/Cold-Spring-Harbor-Laboratory-Syosset.d6231468.Vacation-Attraction). 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. ![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Jersey City on the Hudson Downtown Jersey City CA $1,002 per person Dec 31 - Jan 4 found 16 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,546 reviews) Great views, helpful staff, very convenient location fot visiting Manhattan. Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YTO&Destination=EWR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=880227&paandie=true&dealMarker=kdxNd9qHdWYo42-aVMl9JE7mF5g_Vk8zNYw-hVD4dEnRP4R4XOxY6N4S3bvg6nHc) ![NobleDEN Hotel](https://images.trvl-media.com/lodging/9000000/8690000/8682300/8682234/cb1dc844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### NobleDEN Hotel Manhattan CA $1,520 per person Dec 22 - Dec 27 found 13 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.8/10 Exceptional! (1,377 reviews) Every time I go to NY this is my hotel of choice. The staff is amazing!!! The location can’t be beat, China town to one side, little Italy to the other and next to the subway. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-27/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8682234&paandie=true&dealMarker=CXfyeHk4GB2Ad_TPNFF5MH1fFQn6bnIHce5r3sPkOYQ26GL-Dj_2Rf4Hhj6L8NAB) ![Sofitel New York](https://images.trvl-media.com/lodging/1000000/310000/306100/306019/29fa1e37_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel New York Manhattan CA $2,827 per person Dec 27 - Jan 3 found 12 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 8.8/10 Excellent! (1,175 reviews) Super attentive staff. Lightning fast room service. Nothing disappointed. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-03/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=306019&paandie=true&dealMarker=Kb6si-hAKvrpiR3EHcaATMqwN0IG2Cq0V-SnjLzn4HgrPWSEuo1FuT1E99s4WxCj) ![Night Hotel Broadway](https://images.trvl-media.com/lodging/1000000/130000/129400/129325/54f0bae9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Night Hotel Broadway Manhattan CA $1,021 per person Dec 21 - Dec 26 found 20 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 7/10 Good! (2,477 reviews) Great location, lots to do near by and easy access to transport. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-26/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=129325&paandie=true&dealMarker=dtPIrvDrG6x3vb7yNeHvNtSEuY2gbp6u5IB_UPPD9U0fg656t6tZHRL5pFcjkJQk) ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/922bba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $1,834 per person Dec 27 - Jan 3 found 12 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 8.8/10 Excellent! (1,623 reviews) Very cozy and comfortable Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-03/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12117&paandie=true&dealMarker=Kb6si-hAKvrpiR3EHcaATBtmDj67cs2zA3qZm5_RMqFDaX5Ihmzj2H4mgqQ2Eor3) ## Ready to book your vacation to Oyster Bay? Choose your dates ## Oyster Bay Hotel Deals ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham White Plains - Elmsford 540 Saw Mill River Rd, Elmsford, NY Fully refundableReserve now, pay when you stay CA $189 CA $216 total Nov 2 - Nov 3 includes taxes & fees 8.2/10 Very Good! (1,424 reviews) The staff was very friendly. Reviewed on Oct 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=55890) ![Four Points by Sheraton Flushing](https://images.trvl-media.com/lodging/69000000/68340000/68333500/68333401/14d8a38e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points by Sheraton Flushing 33-68 Farrington St, Flushing, NY Fully refundableReserve now, pay when you stay CA $225 CA $264 total Oct 28 - Oct 29 includes taxes & fees 9/10 Wonderful! (2,685 reviews) The hotel was lovely and spacious with a range of good facilities and nice sized rooms, however, the area was a bit limited in local interests or dining options. Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=68333401&PinnedHotelID=68333401&HadPinnedHotel=true®ionId=55890) ![Radio Hotel](https://images.trvl-media.com/lodging/74000000/73540000/73530400/73530346/b408eb26_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Radio Hotel 2420 Amsterdam Ave, New York, NY Fully refundableReserve now, pay when you stay CA $194 CA $258 total Nov 23 - Nov 24 includes taxes & fees 8.4/10 Very Good! (2,654 reviews) Affordable, dependable and Clean Clean and very safe. Price was amazing and subway service was in close proximity Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=73530346&PinnedHotelID=73530346&HadPinnedHotel=true®ionId=55890) [See all 2,445 properties in Oyster Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=55890) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Oyster Bay ![Self-Guided Scavenger Hunt: Huntington A Walk To Remember](https://mediaim.expedia.com/localexpert/2573572/45a70da7-8c33-4862-be73-81aad592a516.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Self-Guided Scavenger Hunt: Huntington A Walk To Remember CA $17 per adult [](https://expedia.ca/things-to-do/self-guided-scavenger-hunt-huntington-a-walk-to-remember.a2573572.activity-details) ![Private Long Island Sound Sailing Experience](https://mediaim.expedia.com/localexpert/46453660/e2436a85-711d-4eef-baa4-bcc2aa5b2e30.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Private Long Island Sound Sailing Experience CA $911 per traveller [](https://expedia.ca/things-to-do/private-long-island-sound-sailing-experience.a46453660.activity-details) [See all activities in Oyster Bay](https://expedia.ca/things-to-do/search?rid=55890) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental ### Lodging - [B&B in Bayville](https://www.expedia.ca/Bayville-Bed-And-Breakfast.d553248634998754749-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Bayville](https://www.expedia.ca/Bayville-Hotels-Cheap-Hotels.0-0-d553248634998754749-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bayville](https://www.expedia.ca/Bayville-Hotels-Luxury-Hotel.0-0-d553248634998754749-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Bayville Hotels](https://www.expedia.ca/Bayville-Hotels.d553248634998754749.Travel-Guide-Hotels) - [Villas in Bayville](https://www.expedia.ca/Bayville-Villas.d553248634998754749-aaVillas.Travel-Guide-Accommodation) - [Aparthotels in Centre Island](https://www.expedia.ca/Centre-Island-Apart-Hotels.d553248634998708790-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Centre Island](https://www.expedia.ca/Centre-Island-Apartments.d553248634998708790-aaApartments.Travel-Guide-Accommodation) - 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[Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) ### Packages - [Adventureland](https://www.expedia.ca/Adventureland-Farmingdale.d6173412.Vacation-Attraction) - [Amityville Vacations](https://www.expedia.ca/Amityville.d6223829.Destination-Travel-Guides) - [Belmont Park](https://www.expedia.ca/Belmont-Park-Elmont.d6064529.Vacation-Attraction) - [Blum Center for Health](https://www.expedia.ca/Blum-Center-For-Health-Rye-Brook.d6207677.Vacation-Attraction) - [Bronx Victory Memorial](https://www.expedia.ca/Bronx-Victory-Memorial-New-York.d6326960.Vacation-Attraction) - [Centerport Vacations](https://www.expedia.ca/Centerport.d183650.Destination-Travel-Guides) - [Centre Island Vacations](https://www.expedia.ca/Centre-Island.d553248634998708790.Destination-Travel-Guides) - [Chateau at Coindre Hall](https://www.expedia.ca/Chateau-At-Coindre-Hall-Huntington.d6231760.Vacation-Attraction) - [City Island Vacations](https://www.expedia.ca/City-Island.d6247728.Destination-Travel-Guides) - [Cradle of Aviation Museum](https://www.expedia.ca/Cradle-Of-Aviation-Museum-Uniondale.d6326850.Vacation-Attraction) - [Glen Cove Vacations](https://www.expedia.ca/Glen-Cove.d55725.Destination-Travel-Guides) - [Hofstra University](https://www.expedia.ca/Hofstra-University-New-York.d502099.Vacation-Attraction) - [Iona College](https://www.expedia.ca/Iona-College-New-Rochelle.d502100.Vacation-Attraction) - [Visit Locust Valley](https://www.expedia.ca/Locust-Valley.dx6050537) - [Long Island Children's Museum](https://www.expedia.ca/Long-Island-Childrens-Museum-Garden-City.d6326934.Vacation-Attraction) - [Mall at the Source](https://www.expedia.ca/Mall-At-The-Source-Westbury.d553248633956317151.Vacation-Attraction) - [Melville Vacations](https://www.expedia.ca/Melville.d8687.Destination-Travel-Guides) - [Merrick Road Park](https://www.expedia.ca/Merrick-Road-Park-Merrick.d553248621554204764.Vacation-Attraction) - [Merrick Vacations](https://www.expedia.ca/Merrick.d55835.Destination-Travel-Guides) - [Nassau County Aquatic Center](https://www.expedia.ca/Nassau-County-Aquatic-Center-East-Meadow.d553248621579073794.Vacation-Attraction) - [Nassau County Museum of Art](https://www.expedia.ca/Nassau-County-Museum-Of-Art-Roslyn.d6163976.Vacation-Attraction) - [Nassau Veterans Memorial Coliseum](https://www.expedia.ca/Nassau-Veterans-Memorial-Coliseum-Uniondale.d502090.Vacation-Attraction) - [New York Vacations](https://www.expedia.ca/New-York.d178293.Destination-Travel-Guides) - [Oheka Castle](https://www.expedia.ca/Oheka-Castle-Huntington.d6064525.Vacation-Attraction) - [Old Bethpage Village Restoration](https://www.expedia.ca/Old-Bethpage-Village-Restoration-Old-Bethpage.d6173410.Vacation-Attraction) - [Purchase Vacations](https://www.expedia.ca/Purchase.d6172129.Destination-Travel-Guides) - [Roslyn Vacations](https://www.expedia.ca/Roslyn.d10019.Destination-Travel-Guides) - [Sands Point Preserve](https://www.expedia.ca/Sands-Point-Preserve-Port-Washington.d6327415.Vacation-Attraction) - [Shu Swamp Preserve - Charles T Church Nature Preserve](https://www.expedia.ca/Shu-Swamp-Preserve-Charles-T-Church-Nature-Preserve-Mill-Neck.d553248621532664521.Vacation-Attraction) - [U.s. Merchant Marine Academy](https://www.expedia.ca/US-Merchant-Marine-Academy-Kings-Point.d502102.Vacation-Attraction) - [Woodbury Vacations](https://www.expedia.ca/Woodbury.d9568.Destination-Travel-Guides) ### Cars - [Car rentals near Centre Island](https://www.expedia.ca/Car-Rentals-In-Centre-Island.d553248634998708790.Car-Rental-Guide) - [Car rentals near Cold Spring Harbor State Park](https://www.expedia.ca/Car-Rentals-In-Cold-Spring-Harbor-State-Park.d6231725.Car-Rental-Guide) ### Vacation Rental - [Centre Island Vacation Rentals](https://www.expedia.ca/Centre-Island-Vacation-Rentals.d553248634998708790.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. 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