Title: Pickering Vacation Packages & Trips 2026 from CA $579 | 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.

![Stallion Suites - Entertainment District](https://images.trvl-media.com/lodging/89000000/89000000/88998200/88998125/e630f4d3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Stallion Suites - Entertainment District

Downtown Toronto

CA $579

per person

Mar 10 - Mar 13

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.8/10 Exceptional! (103 reviews)

Absolutely outstanding!

Reviewed on Aug 7, 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 $1,362

per person

Feb 27 - Mar 4

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

9.2/10 Wonderful! (278 reviews)

Parking a big bonus and easy. Kitchen well equipped communication great.

Reviewed on Dec 14, 2025

![HostlyStays Luxury Suites ](https://images.trvl-media.com/lodging/123000000/122190000/122189000/122188947/3004c5f8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### HostlyStays Luxury Suites 

Downtown Toronto

CA $1,554

per person

Mar 10 - Mar 13

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

10/10 Exceptional! (1 review)

Wasn't aware that this was for a single bedroom in a shared condo space with other guests occupying the other bedrooms, from the information given in the listing. Regardless, had an excellent stay and the price was unbeatable, once again hostlystays is above and beyond in value for money and guest relations are always A+++ will always reccommend staying here

Reviewed on Dec 15, 2025

![Burano Condos in Downtown Toronto](https://images.trvl-media.com/lodging/103000000/102360000/102354100/102354098/ed38500c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Burano Condos in Downtown Toronto

Downtown Toronto

CA $1,246

per person

Feb 27 - Mar 4

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

7.2/10 Good! (127 reviews)

Great location, very clean and comfortable apartment. Easy check-in and excellent communication. Would stay again!

Reviewed on Dec 14, 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 $662

per person

Jan 17 - Jan 24

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Toronto (YYZ)

9.2/10 Wonderful! (367 reviews)

There are pre check in items to be completed online as there is no hotel front desk service. FOB has to be picked up at the front desk. Parking needs to be arranged in advance Rooms are nice and comfortable, kitchenette and laundry machines available. Room was clean. I'm assuming that rooms are better in spring or summer. In December the room was cold. Floor was cold and the heat only adjustable to 70F. Lukewarm air was coming from the vent. Many floor to ceiling windows which contribute to the cold. I had to wear sweatshirt and sweatpants in bed. Otherwise the room is fine and kept in good condition, furniture is simple and modern. Ok for our one night stay. Located near the Google office. Nit.much else around in terms of restaurants etc. Categorized as a two star on Expedia, should be a three star.

Reviewed on Dec 7, 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 $102

CA $131 total

Jan 11 - Jan 12, 2026

includes taxes & fees

9/10 Wonderful! (3,822 reviews)

Excellent

Reviewed on Dec 8, 2025

[](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%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 $167

CA $205 total

Jan 14 - Jan 15, 2026

includes taxes & fees

8.2/10 Very Good! (13,408 reviews)

Room OK. Surprised by continental breakfast cost. Thought it was included

Reviewed on Dec 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=14%2F01%2F2026&endDate=15%2F01%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 $158

CA $194 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.4/10 Very Good! (5,044 reviews)

Clean room. Very accommodating staff. Breakfast service was excellent.

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=26247&PinnedHotelID=26247&HadPinnedHotel=true&regionId=9546)

[See all 4,484 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025&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 $165

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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\* 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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