Title: Oyster Bay Vacation Packages & Trips 2026 from CA $721 | 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.

![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### INNSiDE by Meliá New York Nomad

Manhattan

CA $721

per person

Mar 14 - Mar 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

9.2/10 Wonderful! (2,008 reviews)

Everyone on staff front desk to cleaning staff was wonderful to interact with. The hotel was clean and pleasant. The location was great for local food stops and also very walkable to many tourist destinations. The trains were very convenient also. Good fitness facilities. I would stay again absolutely.

Reviewed on Jan 10, 2026

![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Topping Rose House

CA $1,052

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Montreal (YUL) to New York (JFK)

9.2/10 Wonderful! (136 reviews)

Great rooms, staff and food

Reviewed on Sep 28, 2025

![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza New York Times Square

Manhattan

CA $1,243

per person

Apr 7 - Apr 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (2,790 reviews)

Always like the buffet although room is quite small with 4 adults. Check in and out is fast and efficient. Location is perfect close to everything, a lot of restaurant near by

Reviewed on Jan 9, 2026

![Courtyard New York Manhattan/ Midtown East](https://images.trvl-media.com/lodging/1000000/160000/151300/151297/9d70bdbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Courtyard New York Manhattan/ Midtown East

Manhattan

CA $1,333

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

9/10 Wonderful! (2,346 reviews)

Traveled with family for the holidays . Felt safe , staff was friendly and helpful.

Reviewed on Jan 9, 2026

![The George](https://images.trvl-media.com/lodging/29000000/28810000/28804300/28804247/53b24993_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The George

CA $1,310

per person

Mar 28 - Apr 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9.4/10 Exceptional! (444 reviews)

Absolutely amazing stay here! First time and was everything we asked for and more! Love the extra little niceties and the staff was super nice and accommodating. Will definitely be back!

Reviewed on Dec 28, 2025

## Ready to book your vacation to Oyster Bay?

Choose your dates

## Oyster Bay Hotel Deals

![Radio Hotel](https://images.trvl-media.com/lodging/74000000/73540000/73530400/73530346/e6a69d63_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Radio Hotel

2420 Amsterdam Ave New York NY

Fully refundableReserve now, pay when you stay

CA $139

CA $195 total

Jan 21 - Jan 22

includes taxes & fees

8.4/10 Very Good! (2,585 reviews)

The room

Reviewed on Jan 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=21%2F01%2F2026&endDate=22%2F01%2F2026&selected=73530346&PinnedHotelID=73530346&HadPinnedHotel=true&regionId=55890)

![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

EVEN Hotel Norwalk by IHG

426 Main Ave, Route 7 Norwalk CT

Fully refundableReserve now, pay when you stay

CA $155

CA $178 total

Feb 9 - Feb 10

includes taxes & fees

8.2/10 Very Good! (1,046 reviews)

I stay here every month I come to CT--safe, great bed, great staff, reliable and not expensive--what more can you want?

Reviewed on Jan 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=2584&PinnedHotelID=2584&HadPinnedHotel=true&regionId=55890)

![Ly New York Hotel](https://images.trvl-media.com/lodging/102000000/101290000/101289700/101289650/00e8fce3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ly New York Hotel

15-61 127th St College Point NY

Fully refundable

CA $110

CA $131 total

Jan 12 - Jan 13

includes taxes & fees

8.6/10 Excellent! (1,890 reviews)

Good Customer Service. Quick to fix any issues

Reviewed on Jan 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F01%2F2026&endDate=13%2F01%2F2026&selected=101289650&PinnedHotelID=101289650&HadPinnedHotel=true&regionId=55890)

[See all 2,504 properties in Oyster Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F01%2F2026&endDate=13%2F01%2F2026&regionId=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)

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- [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. Savings not available on all packages.

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