Title: Pickering Vacation Packages & Trips 2026/2026 from CA $564 | 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.

![Sandman Hotel Oakville](https://images.trvl-media.com/lodging/10000000/9520000/9517000/9516926/bd802796_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sandman Hotel Oakville

CA $564

per person

Jan 22 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Toronto (YYZ)

8.8/10 Excellent! (2,188 reviews)

Spotless everywhere, excellent service, great attached restaurants. Great value.

Reviewed on Dec 3, 2025

![Mount Alverno Luxury Resorts](https://images.trvl-media.com/lodging/83000000/82990000/82988800/82988777/7a63e3d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mount Alverno Luxury Resorts

CA $615

per person

Jan 17 - Jan 22

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Toronto (YYZ)

9/10 Wonderful! (321 reviews)

No standard tv available. Pillows too big. Bathroom door was glass and scraped the floor with potential to shatter. Tub very high for step over and no grab handles. Staff was informed of this. Extra resort fee is a cash grab. Staff were very good and breakfast was excellent

Reviewed on Dec 5, 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 $777

per person

Mar 1 - Mar 4

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

![Sandman Hotel Hamilton](https://images.trvl-media.com/lodging/24000000/23200000/23193100/23193031/1396a801_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sandman Hotel Hamilton

Lakeley

CA $571

per person

Jan 22 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Hamilton (YHM)

8.8/10 Excellent! (1,464 reviews)

Clean room, friendly and helpful staff. The balcony was perfect! Thank you!

Reviewed on Dec 5, 2025

![The Sutton Place Hotel Toronto](https://images.trvl-media.com/lodging/68000000/67590000/67589200/67589134/4932187c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Sutton Place Hotel Toronto

Downtown Toronto

CA $791

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Toronto (YYZ)

9.6/10 Exceptional! (2,505 reviews)

Sublimely Sutton! This is going to be my go to hotel when I stay in Toronto. From the moment I arrived and through the time I had to bid farewell the stay here exceeded my expectation. The room was spacious, clean and with a comfortable bed where I slept like a baby. It was fantastic place to work remotely as I was able to go to some fabulous restaurants and explore the city very easily at night as the tram stops right outside of the hotel. The rooftop pool was so beautiful, clean and relaxing as I was able to take a dip after a long day of work. I like how they have pool towels and comfortable chairs upstairs. Special thanks to D’Andre, Jerwin, and the rest of the team for being some friendly, welcoming, professional and always being so wonderful. It was hard to leave, but I look forward to returning back again next year. If you’re debating whether to stay here or not…I’ll make it easy for you. Stay here!!!

Reviewed on Nov 28, 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 $127

CA $160 total

Jan 4 - Jan 5, 2026

includes taxes & fees

9/10 Wonderful! (3,763 reviews)

Everything was perfect. Loved it.

Reviewed on Dec 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%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 $183

CA $225 total

Jan 5 - Jan 6, 2026

includes taxes & fees

8.2/10 Very Good! (13,324 reviews)

Great location. Helpful staff

Reviewed on Nov 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%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 $289

CA $354 total

Jan 1 - Jan 2, 2026

includes taxes & fees

9/10 Wonderful! (7,458 reviews)

Very clean

Reviewed on Nov 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=17289&PinnedHotelID=17289&HadPinnedHotel=true&regionId=9546)

[See all 4,450 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F12%2F2025&endDate=07%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 $178

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)

## Explore a world of travel with Expedia

- Lodging
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### Lodging

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### Flights

- [Flights to Ajax ](https://www.expedia.ca/Cheap-Flights-To-Ajax.d6047927.Travel-Guide-Flights)
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### Packages

- [Ajax Convention Centre ](https://www.expedia.ca/Ajax-Convention-Centre-Ajax.d553248621563220601.Vacation-Attraction)
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- [Visit Ajax ](https://www.expedia.ca/Ajax.dx6047927)
- [Annandale Golf and Country Club ](https://www.expedia.ca/Annandale-Golf-And-Country-Club-Pickering.d553248621532865065.Vacation-Attraction)
- [Brooklin Vacations ](https://www.expedia.ca/Brooklin.d3000480353.Destination-Travel-Guides)
- [Colonel Danforth Park ](https://www.expedia.ca/Colonel-Danforth-Park-Scarborough.d553248621532865057.Vacation-Attraction)
- [Deer Creek North Golf Course ](https://www.expedia.ca/Deer-Creek-North-Golf-Course-Pickering.d553248621532865069.Vacation-Attraction)
- [Herongate Barn Theatre ](https://www.expedia.ca/Herongate-Barn-Theatre-Pickering.d553248621532865061.Vacation-Attraction)
- [Iskcon Scarborough ](https://www.expedia.ca/ISKCON-Scarborough-Scarborough.d553248621532865055.Vacation-Attraction)
- [Kennedy Commons Mall ](https://www.expedia.ca/Kennedy-Commons-Mall-Scarborough.d6219778.Vacation-Attraction)
- [Luke Andrews Wood Sculptures ](https://www.expedia.ca/Luke-Andrews-Wood-Sculptures-Pickering.d553248621532865085.Vacation-Attraction)
- [Markham Museum ](https://www.expedia.ca/Markham-Museum-Toronto.d6197111.Vacation-Attraction)
- [Markham Pan Am Centre ](https://www.expedia.ca/Markham-Pan-Am-Centre-Toronto.d553248621587527600.Vacation-Attraction)
- [Markham Village ](https://www.expedia.ca/Markham-Village-Toronto.d553248621533087783.Vacation-Attraction)
- [Markville Shopping Center ](https://www.expedia.ca/Markville-Shopping-Center-Toronto.d6189590.Vacation-Attraction)
- [Millennium Square ](https://www.expedia.ca/Millennium-Square-Pickering.d840870924103405568.Vacation-Attraction)
- [Milne Dam Conservation Park ](https://www.expedia.ca/Milne-Dam-Conservation-Park-Toronto.d6189586.Vacation-Attraction)
- [Morningside Park ](https://www.expedia.ca/Morningside-Park-Scarborough.d6205996.Vacation-Attraction)
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- [Pacific Mall ](https://www.expedia.ca/Pacific-Mall-Toronto.d6072477.Vacation-Attraction)
- [Rotary Park ](https://www.expedia.ca/Rotary-Park-Ajax.d553248621532865063.Vacation-Attraction)
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- [Thomson Memorial Park ](https://www.expedia.ca/Thomson-Memorial-Park-Scarborough.d6197109.Vacation-Attraction)
- [Visit Downtown Toronto ](https://www.expedia.ca/Toronto-Downtown-Toronto.dx6057934)
- [Toronto Zoo ](https://www.expedia.ca/Toronto-Zoo-Scarborough.d503151.Vacation-Attraction)
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- [Veterans' Point Gardens ](https://www.expedia.ca/Veterans-Point-Gardens-Ajax.d553248621532865067.Vacation-Attraction)
- [Whitby History Museum & Children's Centre ](https://www.expedia.ca/Whitby-History-Museum-Childrens-Centre-Whitby.d553248621562268588.Vacation-Attraction)
- [Whitby Vacations ](https://www.expedia.ca/Whitby.d7606.Destination-Travel-Guides)

### Cars

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- [Dollar Rent A Car Rental Cars in Ajax ](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Ajax.d6047927-c43.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Ajax ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Ajax.d6047927-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Ajax ](https://www.expedia.ca/Hertz-Car-Rentals-In-Ajax.d6047927-c40.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Ajax ](https://www.expedia.ca/Luxury-Car-Rentals-In-Ajax.d6047927-tLuxury.Car-Rental-Guide-Class)
- [Minivan Car Rentals in Ajax ](https://www.expedia.ca/Minivan-Car-Rentals-In-Ajax.d6047927-tMinivan.Car-Rental-Guide-Class)
- [National Car Rental Rental Cars in Ajax ](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Ajax.d6047927-c42.Car-Rental-Guide-Suppliers)
- [Pickup Car Rentals in Ajax ](https://www.expedia.ca/Pickup-Car-Rentals-In-Ajax.d6047927-tPickup.Car-Rental-Guide-Class)
- [Rent A Wreck Rental Cars in Ajax ](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Ajax.d6047927-c33.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Ajax ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Ajax.d6047927-c45.Car-Rental-Guide-Suppliers)

### Vacation Rental

- [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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