Title: Pickering Vacation Packages & Trips 2026 from CA $855 | 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.

![Magnificent Condos in Downtown Toronto](https://images.trvl-media.com/lodging/39000000/38930000/38922700/38922661/de6a2ef6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Magnificent Condos in Downtown Toronto

Old Toronto

CA $855

per person

Feb 22 - Mar 1

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

7/10 Good! (194 reviews)

A quiet, well-organized apartment where everything worked as it should.

Reviewed on Jan 20, 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 $1,071

per person

Feb 22 - Mar 1

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (451 reviews)

satisfied all of our needs - excellent service

Reviewed on Jan 20, 2026

![Elegant Downtown Apartments](https://images.trvl-media.com/lodging/33000000/32450000/32449000/32448981/d9f13fe2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Elegant Downtown Apartments

Downtown Toronto

CA $906

per person

Feb 22 - Mar 1

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

7.4/10 Good! (466 reviews)

A quiet, well-organized apartment where everything worked as it should.

Reviewed on Jan 20, 2026

![Residence Inn by Marriott Toronto Downtown / Entertainment District](https://images.trvl-media.com/lodging/2000000/1640000/1632500/1632490/a9cd5e75_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residence Inn by Marriott Toronto Downtown / Entertainment District

Downtown Toronto

CA $1,187

per person

Feb 22 - Mar 1

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (3,171 reviews)

Very nice place, the staff were very friendly and service was amazing. Definitely will be coming back here when another event happens at the metro!

Reviewed on Jan 19, 2026

![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 $1,052

per person

Mar 16 - Mar 20

found 13 hours ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.8/10 Exceptional! (103 reviews)

Room was very nice and the location was great. The staff was late checking in.

Reviewed on Jan 14, 2026

## 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 $122

CA $154 total

Jan 26 - Jan 27

includes taxes & fees

9/10 Wonderful! (4,045 reviews)

Beautiful room

Reviewed on Jan 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=89435702&PinnedHotelID=89435702&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 8 - Feb 9

includes taxes & fees

8.4/10 Very Good! (5,217 reviews)

The breakfast menu was fresh and the staff were lovely but the placemats were noticeably not clean (as in stained). This is not an issue for your staff but for your manager. I felt quite safe during the day but would not stay here if I had to arrive after 1000 PM

Reviewed on Jan 17, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=26247&PinnedHotelID=26247&HadPinnedHotel=true&regionId=9546)

![One King West Hotel & Residence](https://images.trvl-media.com/lodging/2000000/1240000/1234400/1234327/ef77db0e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

One King West Hotel & Residence

1 King Street West Toronto ON

Fully refundableReserve now, pay when you stay

CA $196

CA $240 total

Jan 25 - Jan 26

includes taxes & fees

9/10 Wonderful! (12,089 reviews)

My goto in toronto... perfect location, great rooms with amazing facilities. I will be back ❤️

Reviewed on Jan 18, 2026

[](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=1234327&PinnedHotelID=1234327&HadPinnedHotel=true&regionId=9546)

[See all 4,626 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F01%2F2026&endDate=22%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/c2bd37ef-fed6-4667-8900-f34023772500.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $175

per adult

**94%** of travellers recommend

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

![Adventures in Abstract Paint Pouring ](https://mediaim.expedia.com/localexpert/48882203/9634e9e7-8df1-4919-8b6e-52ed7a2f9a14.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Adventures in Abstract Paint Pouring

CA $40

per adult

[](https://expedia.ca/things-to-do/adventures-in-abstract-paint-pouring.a48882203.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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