Title: Pickering Vacation Packages & Trips 2025/2026 from CA $617 | 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. ![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 $617 per person Jan 23 - Jan 26 found 1 day ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 19.2/10 Exceptional! (2,505 reviews) Friendly, helpful team. Lovely spacious rooms. Comfortable bed and great shower. Easy parking for downtown and well situated for walking to restaurants and other downtown attractions. Overall, great value for money Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-23/2026-01-26/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67589134&paandie=true&dealMarker=wvd5eBZGYTfLIUHojub8VguNAHOSTFN2BIrlXfxp_nhLevcbxc0nuj9dbOw3gchb) ![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 $691 per person Feb 11 - Feb 16 found 1 day ago Roundtrip flight included Vancouver (YVR) to Toronto (YYZ) 18/10 Exceptional! (321 reviews) The staff was wonderful and the room was beautiful! Reviewed on Nov 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-11/2026-02-16/?FromAirport=YVR&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=82988777&paandie=true&dealMarker=hJZzNqBKvmALGeICUlzaKla7M1hfYsxlJzdKwgRdDJGgwI3TXN94LX1GJWeyI6xx) ![Burano Condos in Downtown Toronto](https://images.trvl-media.com/lodging/103000000/102360000/102354100/102354098/ed38500c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Burano Condos in Downtown Toronto Downtown Toronto CA $708 per person Feb 9 - Feb 15 found 1 day ago Roundtrip flight included Halifax (YHZ) to Toronto (YYZ) 14.4/10 Exceptional! (127 reviews) The check in procedure is extremely inconvenient. Other than that all good. Reviewed on Nov 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-09/2026-02-15/?FromAirport=YHZ&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102354098&paandie=true&dealMarker=0ypP_61aEigwlOPN3QGzHAhDN4kutyhMIwefGs4Zvd9t_X657c9eLuv-evjJN198) ![Harbourfront 2 Bed Suites](https://images.trvl-media.com/lodging/92000000/91140000/91136700/91136647/edda06d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbourfront 2 Bed Suites Downtown Toronto CA $693 per person Feb 9 - Feb 15 found 1 day ago Roundtrip flight included Halifax (YHZ) to Toronto (YYZ) 16/10 Exceptional! (127 reviews) Location with key for us as well as a functioning, kitchen and easy access to BMO field and groceries Reviewed on Nov 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-09/2026-02-15/?FromAirport=YHZ&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=91136647&paandie=true&dealMarker=-FxDO-SPesoF74aLMQiAOMYVJoslfikRNs15mMbd87qxiigZvmVSkRLVsxox8Drq) ![1 Hotel Toronto](https://images.trvl-media.com/lodging/3000000/2930000/2920200/2920159/23374630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Toronto Downtown Toronto CA $909 per person Jan 9 - Jan 12 found 4 hours ago Roundtrip flight included Halifax (YHZ) to Toronto (YYZ) 18.8/10 Exceptional! (632 reviews) Fantastic service and such a beautiful place to stay - we will back !!!! Reviewed on Nov 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-09/2026-01-12/?FromAirport=YHZ&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2920159&paandie=true&dealMarker=0i-3PfonvyCLfW04-R_a_kWVOGj-noLevsCxUn-TzonmE0U3IkQeXuF6bkTZC9wv) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_9546) ## 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 $97 CA $126 total Dec 1 - Dec 2 includes taxes & fees 9/10 Wonderful! (3,667 reviews) Beautiful comfortable room. Great food options. Reviewed on Nov 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%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 $146 CA $179 total Nov 30 - Dec 1 includes taxes & fees 8.2/10 Very Good! (13,161 reviews) Room Reviewed on Nov 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%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 $116 CA $142 total Dec 15 - Dec 16 includes taxes & fees 7.4/10 Good! (6,222 reviews) Friendly staff / clean / good value Reviewed on Nov 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=8978&PinnedHotelID=8978&HadPinnedHotel=true®ionId=9546) [See all 4,298 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F11%2F2025&endDate=25%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) - 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[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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