Title: Pickering Vacation Packages & Trips 2026 from CA $769 | Expedia.ca

[Pickering Travel Guide](https://expedia.ca/Pickering.dx9546)[Hotels in Pickering](https://expedia.ca/Pickering-Hotels.d9546.Travel-Guide-Hotels)[Vacation Rentals in Pickering](https://expedia.ca/Pickering-Vacation-Rentals.d9546.Travel-Guide-VacationRentals)[Flights to Pickering](https://expedia.ca/Cheap-Flights-To-Pickering.d9546.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.ca/Things-To-Do-In-Pickering.d9546.Travel-Guide-Activities)[Pickering Car Rentals](https://expedia.ca/Car-Rentals-In-Pickering.d9546.Car-Rental-Guide)

![](https://images.trvl-media.com/place/9546/10d1c57d-9701-4b97-9f4c-65c4c5725dc5.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Pickering Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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 Pickering Vacation

With plenty of highlights as well as hidden gems, this city is best explored with a Pickering vacation package. Check out hotels located in Port Union, which is great for watersports, cycling and views. If your trip to Pickering includes a little sightseeing, visit famous attractions like [Rotary Park](https://www.expedia.ca/Rotary-Park-Ajax.d553248621532865063.Vacation-Attraction), [Herongate Barn Theatre](https://www.expedia.ca/Herongate-Barn-Theatre-Pickering.d553248621532865061.Vacation-Attraction) and [Annandale Golf and Country Club](https://www.expedia.ca/Annandale-Golf-And-Country-Club-Pickering.d553248621532865065.Vacation-Attraction). Expedia has what you need to escape the everyday. Tailor your vacation to Pickering to match your travel style, whatever that may be!

## Top Pickering Vacation Deals

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

![Clonmel Castle](https://images.trvl-media.com/lodging/17000000/16780000/16779300/16779270/3d5f4745_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Clonmel Castle

CA $769

per person

Mar 16 - Mar 23

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Hamilton (YHM)

9.4/10 Exceptional! (110 reviews)

Everything was great.

Reviewed on Nov 22, 2025

![151 Dan Leckie Way](https://images.trvl-media.com/lodging/97000000/96050000/96048300/96048240/2f79ad0d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 151 Dan Leckie Way

Downtown Toronto

CA $1,312

per person

Mar 24 - Mar 29

found 24 hours ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (278 reviews)

Cozy Winter Getaway Near the CN Tower Visiting my family here during the cold winter season was truly delightful. I didn’t have to worry about cleaning bulky winter clothing, and shopping and dining were incredibly convenient. The area around the CN Tower is especially charming on snowy days—perfect for a peaceful walk and soaking in the winter atmosphere. The only minor downside was the occasional consistent noise from the nearby train depot, but it didn’t take away from the overall experience. Also, Host was very kind and professional to communicate.

Reviewed on Jan 7, 2026

![Hotel Riu Plaza Toronto](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/24f5be26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza Toronto

Downtown Toronto

CA $1,020

per person

Feb 13 - Feb 19

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (451 reviews)

We had a great stay at the Riu. Comfortable bed and very nice bathroom and shower. The buffet breakfast was excellent with many options.

Reviewed on Jan 13, 2026

![Cityplace Executive Suites](https://images.trvl-media.com/lodging/111000000/110010000/110007100/110007069/44c34fd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cityplace Executive Suites

Downtown Toronto

CA $1,402

per person

Apr 7 - Apr 12

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

8.2/10 Very Good! (37 reviews)

The view was amazing. The only concern we had was the microwave, it’s hard to close and some induction burner are hard to open. But overall, our stay was very comfortable as if like we are very at home

Reviewed on Dec 29, 2025

![The Laundry Rooms Station Park Kitchener](https://images.trvl-media.com/lodging/93000000/92710000/92703200/92703199/c6bf613f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Laundry Rooms Station Park Kitchener

K-W Hospital

CA $777

per person

Apr 1 - Apr 8

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

9.2/10 Wonderful! (367 reviews)

We waited 20 mins to register. There wasn’t any kitchen towels. Nothing for cooking we had to bring pots and dishes from the other room we rented.

Reviewed on Dec 29, 2025

## Ready to book your vacation to Pickering?

Choose your dates

## Pickering Hotel Deals

![Pickering Casino Resort Hotel](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/bfd9e71e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pickering Casino Resort Hotel

888 Durham Live Ave Pickering ON

Fully refundableReserve now, pay when you stay

CA $114

CA $145 total

Jan 19 - Jan 20

includes taxes & fees

9/10 Wonderful! (4,008 reviews)

Great stay no issues. Room and hotel is super clean! Highly recommend!

Reviewed on Jan 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F01%2F2026&endDate=20%2F01%2F2026&selected=89435702&PinnedHotelID=89435702&HadPinnedHotel=true&regionId=9546)

![Chelsea Hotel, Toronto](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/c0edbb5d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

CA $191

CA $234 total

Feb 13 - Feb 14

includes taxes & fees

8.4/10 Very Good! (13,757 reviews)

Great room and excellent service

Reviewed on Jan 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=13%2F02%2F2026&endDate=14%2F02%2F2026&selected=27994&PinnedHotelID=27994&HadPinnedHotel=true&regionId=9546)

![Holiday Inn Toronto Downtown Centre by IHG](https://images.trvl-media.com/lodging/1000000/30000/26300/26247/f61ea124_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

Fully refundable

CA $166

CA $204 total

Feb 1 - Feb 2

includes taxes & fees

8.4/10 Very Good! (5,189 reviews)

everything was good but parking lots were not cleaned and shared with garbage so bad smells around there always

Reviewed on Jan 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&selected=26247&PinnedHotelID=26247&HadPinnedHotel=true&regionId=9546)

[See all 4,583 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=9546)

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)

### Discover the most popular places to visit in Pickering

#### Deer Creek North Golf Course

Enjoy a round of golf in Pickering at Deer Creek North Golf Course. You can attend a sporting event while in the area. 

[](https://expedia.ca/Deer-Creek-North-Golf-Course-Pickering.d553248621532865069.Vacation-Attraction)

#### Millennium Square

You can find out about the history of Pickering with a stop at Millennium Square. Stroll along the lakeside or visit the shops in this family-friendly area. 

[](https://expedia.ca/Millennium-Square-Pickering.d840870924103405568.Vacation-Attraction)

#### Herongate Barn Theatre

You can get tickets for a performance at Herongate Barn Theatre on your trip to Pickering. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. 

[](https://expedia.ca/Herongate-Barn-Theatre-Pickering.d553248621532865061.Vacation-Attraction)

### What to do in Pickering

![Small Group: Niagara Falls Full-Day Tour from Toronto](https://mediaim.expedia.com/localexpert/50049523/1cb32014-fa16-4e18-8913-9467ab514672.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Small Group: Niagara Falls Full-Day Tour from Toronto

CA $164

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/small-group-niagara-falls-full-day-tour-from-toronto.a50049523.activity-details)

![Premier Sushi-Making Class in Toronto](https://mediaim.expedia.com/localexpert/50010619/9b1ee8e8-ad06-4122-826b-f592b6823a87.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)

CA $129

per adult

[](https://expedia.ca/things-to-do/premier-sushi-making-class-in-toronto-includes-5-course-meal.a50010619.activity-details)

[See all activities in Pickering](https://expedia.ca/things-to-do/search?rid=9546)

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- [Luxury Car Rentals in Ajax ](https://www.expedia.ca/Luxury-Car-Rentals-In-Ajax.d6047927-tLuxury.Car-Rental-Guide-Class)
- [Minivan Car Rentals in Ajax ](https://www.expedia.ca/Minivan-Car-Rentals-In-Ajax.d6047927-tMinivan.Car-Rental-Guide-Class)
- [National Car Rental Rental Cars in Ajax ](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Ajax.d6047927-c42.Car-Rental-Guide-Suppliers)
- [Pickup Car Rentals in Ajax ](https://www.expedia.ca/Pickup-Car-Rentals-In-Ajax.d6047927-tPickup.Car-Rental-Guide-Class)
- [Rent A Wreck Rental Cars in Ajax ](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Ajax.d6047927-c33.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Ajax ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Ajax.d6047927-c45.Car-Rental-Guide-Suppliers)

- [Ajax Vacation Rentals ](https://www.expedia.ca/Ajax-Vacation-Rentals.d6047927.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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