Title: Pickering Vacation Packages & Trips 2026 from CA $605 | 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.

![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 $605

per person

Jan 22 - Jan 27

found 22 hours ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (278 reviews)

Great location and nice apartment.

Reviewed on Dec 16, 2025

![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 $776

per person

Mar 5 - Mar 9

found 4 hours ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

9.8/10 Exceptional! (103 reviews)

Location was perfect, right in the center of Toronto. The apartment is spacious and well equipped. The WiFi was great, which I really needed as I was working from there. The building also has a nice gym. Definitely recommend!

Reviewed on Dec 17, 2025

![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 $1,103

per person

Mar 5 - Mar 12

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (451 reviews)

The staff went above and beyond, breakfast was awesome.

Reviewed on Dec 18, 2025

![The Waterside Inn](https://images.trvl-media.com/lodging/1000000/910000/904800/904736/502ca847_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Waterside Inn

Port Credit

CA $814

per person

Mar 5 - Mar 12

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

8.4/10 Very Good! (1,001 reviews)

Great for a short stay! Friendly staff, clean facilities.

Reviewed on Dec 15, 2025

![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 $796

per person

Jan 28 - Feb 4

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Hamilton (YHM)

9.4/10 Exceptional! (110 reviews)

Everything was great.

Reviewed on Nov 22, 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! (3,857 reviews)

Cleanliness, and staff that were not management were great kind and easy going night managers was rude

Reviewed on Dec 14, 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 18 - Jan 19, 2026

includes taxes & fees

8.2/10 Very Good! (13,509 reviews)

Staff was friendly

Reviewed on Dec 16, 2025

[](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=27994&PinnedHotelID=27994&HadPinnedHotel=true&regionId=9546)

![Fairmont Royal York](https://images.trvl-media.com/lodging/1000000/20000/17300/17289/ca60300e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fairmont Royal York

100 Front St West Toronto ON

Fully refundableReserve now, pay when you stay

CA $259

CA $318 total

Dec 27 - Dec 28

includes taxes & fees

9/10 Wonderful! (7,553 reviews)

Room spotless, staff super courteous and not a more beautiful place at Christmas!

Reviewed on Dec 15, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=17289&PinnedHotelID=17289&HadPinnedHotel=true&regionId=9546)

[See all 4,489 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F12%2F2025&endDate=20%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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- [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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