Title: Pickering Vacation Packages & Trips 2026 from CA $387 | 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.

![Sunrise Tree Guest House](https://images.trvl-media.com/lodging/90000000/89470000/89465100/89465079/71414ec2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sunrise Tree Guest House

East York

CA $387

per person

Jan 22 - Jan 27

found 2 hours ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

7.4/10 Good! (163 reviews)

The place was definitely worth the price. Parking was free and amenities listed were accurate. Saw a couple of bad reviews which had me thinking but my experience was positive. Will return whenever I can.

Reviewed on Nov 17, 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 $670

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) 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

![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 $1,606

per person

Feb 27 - Mar 4

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

9.2/10 Wonderful! (278 reviews)

Great location and nice apartment.

Reviewed on Dec 16, 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 $490

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.2/10 Wonderful! (451 reviews)

Beautiful new hotel. Small but high quality room and efficiently layout. Great breakfast included and great location. Will stay here again and highly recommend.

Reviewed on Dec 21, 2025

![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 $725

per person

Feb 23 - Feb 27

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

## 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

Dec 22 - Dec 23

includes taxes & fees

9/10 Wonderful! (3,892 reviews)

Everything and everyone was great

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&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 21 - Jan 22, 2026

includes taxes & fees

8.4/10 Very Good! (13,520 reviews)

Clean rooms

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F01%2F2026&endDate=22%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 $140

CA $172 total

Jan 1 - Jan 2, 2026

includes taxes & fees

8.4/10 Very Good! (5,053 reviews)

Everything my favourite part was the breakfast

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=26247&PinnedHotelID=26247&HadPinnedHotel=true&regionId=9546)

[See all 4,498 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F12%2F2025&endDate=23%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)

[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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