Title: Pickering Vacation Packages & Trips 2026 from CA $544 | 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/9546/39e80c3c-dae9-4f87-b7ce-973106cea3ec.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.

![Hilton Toronto/Markham Suites Conference Centre & Spa](https://images.trvl-media.com/lodging/1000000/10000/6400/6319/822d2345_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Toronto/Markham Suites Conference Centre & Spa

CA $544

per person

May 4 - May 8

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

8.4/10 Very Good! (1,536 reviews)

Rooms were well kept

Reviewed on Feb 24, 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 $1,129

per person

May 19 - May 23

found 2 days ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (451 reviews)

The room was clean, but I will say, despite having the wheelchair accessible room, it was not accessible in all areas. To get around the bed, I had to squeeze through sideways. The free breakfast buffet was 10/10\. There were a lot of great options and a TON of space to eat. It did not feel crowded.

Reviewed on Feb 28, 2026

![Luxury 2 bedroom 2 full baths rooms](https://images.trvl-media.com/lodging/88000000/87690000/87687700/87687613/80aa338e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury 2 bedroom 2 full baths rooms

CA $1,192

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

5/10 (4 reviews)

It was clean but overall poor communication, it took us 3 times to call for them to answer when we got there, the beds were rock hard, I was told check in was at 3pm but when I got there I had to pay $50 because “check in was at 5pm” also wasn’t told we would be staying with somebody else until we got there

Reviewed on Nov 11, 2022

![1 Hotel Toronto](https://images.trvl-media.com/lodging/3000000/2930000/2920200/2920159/23374630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Toronto

Downtown Toronto

CA $1,741

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.4/10 Exceptional! (632 reviews)

Everything was great

Reviewed on Feb 22, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_9546)

## 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 $127

CA $160 total

Mar 1 - Mar 2

includes taxes & fees

9/10 Wonderful! (4,233 reviews)

Overall, very good room, but nothing around the area really that’s great No real good TV or entertainment options I get that they want you to go to the casino, but there should be an option

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=89435702&PinnedHotelID=89435702&HadPinnedHotel=true&regionId=9546)

![Hotel Riu Plaza Toronto](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/24f5be26_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Riu Plaza Toronto

30 Widmer St Toronto ON

Fully refundableReserve now, pay when you stay

CA $216

CA $264 total

Mar 15 - Mar 16

includes taxes & fees

9.2/10 Wonderful! (2,017 reviews)

The room was clean, but I will say, despite having the wheelchair accessible room, it was not accessible in all areas. To get around the bed, I had to squeeze through sideways. The free breakfast buffet was 10/10\. There were a lot of great options and a TON of space to eat. It did not feel ...

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=117279789&PinnedHotelID=117279789&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 refundableReserve now, pay when you stay

CA $149

CA $182 total

Mar 15 - Mar 16

includes taxes & fees

8.6/10 Excellent! (5,440 reviews)

Was ok overall. It is perfect for a short stay in Toronto, and the location is great. Rooms were clean. The service received at check-in however was very disappointing. The women was rude and condescending, and it is not the type of experience you want to have after a long travel day. We felt uncomfortable ...

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=26247&PinnedHotelID=26247&HadPinnedHotel=true&regionId=9546)

[See all 4,383 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F03%2F2026&endDate=02%2F03%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

![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)

![Small Group:Toronto City 1-Day Sightseeing Tour](https://mediaim.expedia.com/localexpert/50049716/76b48b4f-8920-4a75-a1c5-939a6c14f6f8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Toronto ICONIC Sightseeing Day Tour with Small Group Max 12

CA $136

per adult

[](https://expedia.ca/things-to-do/toronto-iconic-sightseeing-day-tour-with-small-group-max-12.a50049716.activity-details)

![Toronto Car Tour with Sandhurst Highlights](https://mediaim.expedia.com/localexpert/50678764/22c523fa-7bad-4fe7-90d7-aa804cb3ab88.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Toronto Niagara Falls In-Depth 1 Day Tour

CA $199

per adult

[](https://expedia.ca/things-to-do/toronto-niagara-falls-in-depth-1-day-tour.a50678764.activity-details)

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

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