Title: Pickering Vacation Packages & Trips 2025/2026 from CA $939 | 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. ![The Waterside Inn](https://images.trvl-media.com/lodging/1000000/910000/904800/904736/502ca847_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Waterside Inn Port Credit CA $939 per person Dec 22 - Dec 28 found 1 day ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 8.4/10 Very Good! (1,013 reviews) Parking was across the street. Room was clean, but quite dated. Old tv, cabinets falling apart, no toaster or tea towel to dry dishes. Staff were friendly. Scratchy toilet paper. Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-28/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=904736&paandie=true&dealMarker=hde4APAjjXqaL_enEbSuKAcZ8mXCq6ElHkme5eX1KzIt74NXzK5YB4dQWWIZYOaR) ![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 $1,260 per person Dec 29 - Jan 5 found 1 day ago Roundtrip flight included Edmonton (YEG) to Toronto (YYZ) 8.4/10 Very Good! (27 reviews) The property indicates 2 beds - there was only 1 that was useable. One elevator wa broken- 45 min wait on Sunday Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-05/?FromAirport=YEG&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=110007069&paandie=true&dealMarker=gdlEQVaDECKcpGQ31EfudX9hvhf4aVaFIhb0B2Ph7urcYoFY7h8igZVPvk651oR_) ![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 $962 per person Nov 27 - Nov 30 just found Roundtrip flight included Halifax (YHZ) to Toronto (YYZ) 9.4/10 Exceptional! (595 reviews) Room was very clean. Staff was very friendly Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YHZ&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2920159&paandie=true&dealMarker=nlyCpyyIm6U1T672afhWKRraZY4PcfgMBnEoLYpfGqgb0c6VtBtZI1xlKudHfYep) ![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 $1,192 per person Dec 23 - Dec 29 found 1 day ago Roundtrip flight included Calgary (YYC) to Toronto (YYZ) 9/10 Wonderful! (311 reviews) An odd place-so much potential but not quite there. Looks super nice at first glance but once you actually take a longer look there’s a fair bit wrong/weird. Upon arrival, we were asked for any credit card with no explanation what for (and did get charged an extra $16), we were told that there was a wedding that night and to expect rowdiness until around 1am and to “get so drunk that we pass out and don’t have to worry about the noise”. Quite small room with a bed made without a fitted sheet but instead with 2 flat sheets tucked, a massively cracked mirror, barely any toilet paper with no replacement, didn’t seem to be a restaurant or at least access to it. Staff wasn’t too friendly and most didn’t seem to know what they were doing (except one lady that was helpful in getting us ice late at night and the man working during the breakfast). Overall not a horrible experience, just pretty strange and likely won’t return. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-29/?FromAirport=YYC&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=82988777&paandie=true&dealMarker=E8ENFAAPuwtiinoTPysXFY7pIhoqmHKVzUI7vruju5Qu9DZuXdGQgaAS7mxCRbet) ![BightStays](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/30c651b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### BightStays Downtown Toronto CA $1,069 per person Dec 4 - Dec 11 found 1 day ago Roundtrip flight included Halifax (YHZ) to Toronto (YYZ) 7.2/10 Good! (48 reviews) The space is great. The parking is free in the garage, but very confusing. The area is great. Very close to the CN Tower. Plenty of shops, restaurants, etc. Very safe and walkable. The 2nd bedroom is NOT a bedroom. It's a converted office/cubby. Basically a bed in a corner with a sliding curtain put up. Reviewed on Sep 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-11/?FromAirport=YHZ&Destination=YYZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101087060&paandie=true&dealMarker=uVgFtQlYHnvz1XYkoNlmvPsFKLPbS27FMM_EsTqp9Jdx8DaW32VtZJw_cewgtO92) ## 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 Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (3,488 reviews) "Very luxurious feeling at a decent price. casino and multiple food options a double bonus." Reviewed on Oct 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%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 $195 CA $239 total Oct 30 - Oct 31 includes taxes & fees 8.2/10 Very Good! (12,727 reviews) "Excellent location, friendly staff, walkable, nice restaurants and wonderful pool for our grandchildren" Reviewed on Oct 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&selected=27994&PinnedHotelID=27994&HadPinnedHotel=true®ionId=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 $241 CA $295 total Oct 30 - Oct 31 includes taxes & fees 8.4/10 Very Good! (4,752 reviews) "Walkable area, nearby a lot of tourist locations! Clean hotel and accommodating staff." Reviewed on Oct 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&selected=26247&PinnedHotelID=26247&HadPinnedHotel=true®ionId=9546) [See all 4,197 properties in Pickering](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F10%2F2025&endDate=19%2F10%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 ![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 $176 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/50010619/2698d040-b570-4b70-a587-6f52956a8b09.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) - [Condo Rentals in Ajax](https://www.expedia.ca/Ajax-Condos.d6047927-aaCondos.Travel-Guide-Accommodation) - [Cottages in Ajax](https://www.expedia.ca/Ajax-Cottages.d6047927-aaCottages.Travel-Guide-Accommodation) - [Best Western Hotels in Ajax](https://www.expedia.ca/Ajax-Hotels-Best-Western.0-0-d6047927--bBestWestern.Travel-Guide-Filter-Hotels) - [Casino Hotels in Ajax](https://www.expedia.ca/Ajax-Hotels-Casino-Hotel.0-0-d6047927-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Ajax](https://www.expedia.ca/Ajax-Hotels-Cheap-Hotels.0-0-d6047927-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[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) - 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