Title: Pickering Vacation Packages & Trips 2025/2026 from CA $468 | 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/c76ef984-634c-45ee-a5b7-b2bf4a782a7b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pickering Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Eric & Kristy's Adventures - ## 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. ![Delta Hotels by Marriott Toronto Airport & Conference Centre](https://images.trvl-media.com/lodging/1000000/20000/19100/19088/5c4b7e58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Delta Hotels by Marriott Toronto Airport & Conference Centre Etobicoke CA $468 per person Jan 18 - Jan 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 8.6/10 Excellent! (1,754 reviews) Great service and front desk was very helpful Reviewed on Nov 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19088&paandie=true&dealMarker=6ELsAhnLUkKbruazt0U--vEpTzUVpXTMfWsN7J5gg3a2wZAORoKAJxLKQFnbkeUP) ![12 York by CN tower](https://images.trvl-media.com/lodging/120000000/119320000/119314000/119313964/afaaf805_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 12 York by CN tower Downtown Toronto CA $913 per person Jan 22 - Jan 25 found 18 hours ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 7.8/10 Good! (7 reviews) Was very impressed with the speed of response from owner when we had a small issue. Instantly fixed! Reviewed on Nov 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-25/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119313964&paandie=true&dealMarker=hqrzlFyS8DwRVlr4irIrHs4-Rxocx-fbyKKkTAuW4Gj-LpIFJ6YW2PkmHZVkZ1yp) ![Hotel Riu Plaza Toronto](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/e2d68529_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Toronto Downtown Toronto CA $683 per person Jan 18 - Jan 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 9.2/10 Wonderful! (172 reviews) Room was very clean. Check in was smooth and the staff in the lobby were extremely helpful and professional Reviewed on Nov 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=117279789&paandie=true&dealMarker=6ELsAhnLUkKbruazt0U--sU7r26XaPdk3frJ42wkEbzxeJaL4PG8iiXhWzwne9OC) ![Cityplace Executive Suites](https://images.trvl-media.com/lodging/111000000/110010000/110007100/110007069/44c34fd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cityplace Executive Suites Downtown Toronto CA $1,153 per person Dec 30 - Jan 6 found 1 day ago Roundtrip flight included Calgary (YYC) to Toronto (YYZ) 8/10 Very Good! (31 reviews) Quiet and comfortable and super convenient to the Convention Center. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-06/?FromAirport=YYC&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=110007069&paandie=true&dealMarker=oSSJWXjQ-p-8qojczNFl5IGxr8Hks9oAWyZUT58wLzoFOFHf0wIiNtrqDSaiQpi_) ![Sheraton Toronto Airport Hotel & Conference Centre](https://images.trvl-media.com/lodging/1000000/30000/28100/28002/f9d5ccff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton Toronto Airport Hotel & Conference Centre Etobicoke CA $593 per person Jan 18 - Jan 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 8.8/10 Excellent! (1,126 reviews) Staff was incredibly friendly and helpful. Reviewed on Nov 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=28002&paandie=true&dealMarker=6ELsAhnLUkKbruazt0U--uKK7eH50jsE1Ry_nfBP2crlkyauxdSFF1byM5gaLMhD) ## 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 $129 CA $163 total Nov 10 - Nov 11 includes taxes & fees 8.8/10 Excellent! (3,573 reviews) Wonderful facility. Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=89435702&PinnedHotelID=89435702&HadPinnedHotel=true®ionId=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 $178 CA $218 total Nov 21 - Nov 22 includes taxes & fees 8.2/10 Very Good! (12,890 reviews) Clean Reviewed on Nov 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F11%2F2025&endDate=22%2F11%2F2025&selected=27994&PinnedHotelID=27994&HadPinnedHotel=true®ionId=9546) ![Toronto Don Valley Hotel and Suites](https://images.trvl-media.com/lodging/1000000/10000/9000/8978/b0f8fd54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Toronto Don Valley Hotel and Suites 175 Wynford Drive, Toronto, ON CA $149 CA $183 total Nov 9 - Nov 10 includes taxes & fees 7.4/10 Good! (6,233 reviews) Could of replaced bathroom items that we used sense we were there for 3 days Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=8978&PinnedHotelID=8978&HadPinnedHotel=true®ionId=9546) [See all 4,277 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F11%2F2025&endDate=08%2F11%2F2025®ionId=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) #### 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) #### 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) ### What to do in Pickering ![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 - Flights - Packages - Cars - Vacation Rental ### Lodging - [5 Star Hotels in Ajax](https://www.expedia.ca/5Star-Ajax-Hotels.s50-0-d6047927.Travel-Guide-Filter-Hotels) - [Apartments in Ajax](https://www.expedia.ca/Ajax-Apartments.d6047927-aaApartments.Travel-Guide-Accommodation) - [B&B in Ajax](https://www.expedia.ca/Ajax-Bed-And-Breakfast.d6047927-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Hotels near Ajax Station](https://www.expedia.ca/Ajax-Station-Hotels.d6212509.Travel-Guide-Hotels) - [Hotels near Annandale Golf and Country Club](https://www.expedia.ca/Annandale-Golf-And-Country-Club-Hotels.0-l553248621532865065-0.Travel-Guide-Filter-Hotels) - [Downtown Toronto Hotels](https://www.expedia.ca/Downtown-Toronto-Toronto-Hotels.0-n6057934-0.Travel-Guide-Filter-Hotels) - [Markham Hotels](https://www.expedia.ca/Markham-Hotels.d10353.Travel-Guide-Hotels) - [Mississauga Hotels](https://www.expedia.ca/Mississauga-Hotels.d7954.Travel-Guide-Hotels) - [Niagara Falls Hotels](https://www.expedia.ca/Niagara-Falls-Hotels.d6023515.Travel-Guide-Hotels) - [Niagara-On-The-Lake Hotels](https://www.expedia.ca/Niagara-On-The-Lake-Hotels.d8957.Travel-Guide-Hotels) - [Cottages in Ontario](https://www.expedia.ca/Ontario-Cottages.d11178-aaCottages.Travel-Guide-Accommodation) - [Oshawa Hotels](https://www.expedia.ca/Oshawa-Hotels.d6057905.Travel-Guide-Hotels) - [Hotels near Pearson Intl.](https://www.expedia.ca/Pearson-Intl-Airport-Hotels.0-aYYZ-0.Travel-Guide-Filter-Hotels) - [Apartments in Pickering Station](https://www.expedia.ca/Pickering-Station-Apartments.d6212507-aaApartments.Travel-Guide-Accommodation) - [B&B in Pickering Station](https://www.expedia.ca/Pickering-Station-Bed-And-Breakfast.d6212507-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Pickering Station](https://www.expedia.ca/Pickering-Station-Hotels.d6212507.Travel-Guide-Hotels) - [Hotels near Rogers Centre](https://www.expedia.ca/Rogers-Centre-Hotels.0-l503145-0.Travel-Guide-Filter-Hotels) - [Hotels near Rotary Park](https://www.expedia.ca/Rotary-Park-Hotels.0-l553248621532865063-0.Travel-Guide-Filter-Hotels) - [Scarborough Hotels](https://www.expedia.ca/Scarborough-Toronto-Hotels.0-n6070427-0.Travel-Guide-Filter-Hotels) - [Hotels near Scotiabank Arena](https://www.expedia.ca/Scotiabank-Arena-Hotels.0-l6072449-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Toronto](https://www.expedia.ca/Toronto-Hotels-Cheap-Hotels.0-0-d178314-tCheapHotels.Travel-Guide-Filter-Hotels) - [Toronto Hotels](https://www.expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels) - [Hotels near Toronto Zoo](https://www.expedia.ca/Toronto-Zoo-Hotels.0-l503151-0.Travel-Guide-Filter-Hotels) - [Vaughan Hotels](https://www.expedia.ca/Vaughan-Hotels.d9616.Travel-Guide-Hotels) - [Whitby Hotels](https://www.expedia.ca/Whitby-Hotels.d7606.Travel-Guide-Hotels) ### Flights - [Flights to Ajax](https://www.expedia.ca/Cheap-Flights-To-Ajax.d6047927.Travel-Guide-Flights) - [Flights to Toronto](https://www.expedia.ca/Cheap-Flights-To-Toronto.d178314.Travel-Guide-Flights) - [Flights from Billy Bishop Toronto City](https://www.expedia.ca/lp/airports/ytz/flights-from-billy-bishop-toronto-city-airport) - [Flights from Toronto](https://www.expedia.ca/lp/flights/178314/flights-from-toronto) - [Flights from Ajax](https://www.expedia.ca/lp/flights/6047927/flights-from-ajax) - [Flights from Delhi (DEL) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/del/yyz/delhi-to-toronto) - [Flights from Edmonton (YEG) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/yeg/yyz/edmonton-to-toronto) - [Flights from Halifax (YHZ) to Toronto (YTO)](https://www.expedia.ca/lp/flights/yhz/yto/halifax-to-toronto) - [Flights from Montreal (YUL) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/yul/yyz/montreal-to-toronto) - [Flights from Vancouver (YVR) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/yvr/yyz/vancouver-to-toronto) - [Flights from Winnipeg (YWG) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/ywg/yyz/winnipeg-to-toronto) - [Flights from Calgary (YYC) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/yyc/yyz/calgary-to-toronto) ### Packages - [Ajax Convention Centre](https://www.expedia.ca/Ajax-Convention-Centre-Ajax.d553248621563220601.Vacation-Attraction) - [Ajax Vacations](https://www.expedia.ca/Ajax.d6047927.Destination-Travel-Guides) - [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) - [Oshawa Centre](https://www.expedia.ca/Oshawa-Centre-Vanier.d6134361.Vacation-Attraction) - [Pacific Mall](https://www.expedia.ca/Pacific-Mall-Toronto.d6072477.Vacation-Attraction) - [Rotary Park](https://www.expedia.ca/Rotary-Park-Ajax.d553248621532865063.Vacation-Attraction) - [Rouge National Urban Park](https://www.expedia.ca/Rouge-National-Urban-Park-Scarborough.d6072483.Vacation-Attraction) - [Scarborough Town Centre](https://www.expedia.ca/Scarborough-Town-Centre-Scarborough.d6144393.Vacation-Attraction) - [Scarborough Village Vacations](https://www.expedia.ca/Scarborough-Village.d10208.Destination-Travel-Guides) - [Scarborough Vacations](https://www.expedia.ca/Scarborough.d6070427.Destination-Travel-Guides) - [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) - [Toronto Vacations](https://www.expedia.ca/Toronto.d178314.Destination-Travel-Guides) - [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 - [Avis Rental Cars in Ajax](https://www.expedia.ca/Avis-Car-Rentals-In-Ajax.d6047927-c41.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Ajax](https://www.expedia.ca/Budget-Car-Rentals-In-Ajax.d6047927-c39.Car-Rental-Guide-Suppliers) - 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