Pickering Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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, Herongate Barn Theatre and Annandale Golf and Country Club. 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.
Hotel Riu Plaza Toronto
Downtown Toronto
CA $1,471
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (4,890 reviews)
Location was perfect near all major tourist spots, breakfast buffet was a good spread with variety. Staff was great, rooms are small and can get noisy.
Reviewed on Oct 5, 2026
Where to stay in Pickering
Find the best Pickering areas and neighborhoods for the activities you enjoy most. Learn more about Pickering
Lamoreaux
While Lamoreaux isn't home to many top sights, Pickering Casino Resort and Glen Cedars Golf Club are some notable places to visit nearby.
West Shore
If you're spending some time in West Shore, Lake Ontario and Petticoat Creek Conservation Area are top sights worth seeing.
Bay Ridges
1 out of top 10 points of interest in this area
While visiting Bay Ridges, you might make a stop by sights like Lake Ontario and Beachfront Park.
City Centre
2 out of top 10 points of interest in this area
While you're in City Centre, take in top sights like Pickering Town Centre and jump on the metro at Pickering Station to see more of the city.
Liverpool
Though Liverpool might not have many top sights, you can venture to the surrounding area to see attractions like Toronto Zoo and Pickering Casino Resort.
Ready to book your vacation to Pickering?
Pickering Hotel Deals
Pickering Casino Resort Hotel
888 Durham Live Ave Pickering ON
CA $122
CA $154 total
Nov 1 - Nov 2
includes taxes & fees
Chelsea Hotel, Toronto
22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
CA $203
CA $243 total
Oct 11 - Oct 12
includes taxes & fees
8.8/10 Excellent! (2,257 reviews)
"I loved the room, the balcony, the private gym/spa for adults. First time in Toronto and will love to visit again!"
Reviewed on Oct 6, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundable
CA $175
CA $210 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (6,627 reviews)
"Great location to subway!"
Reviewed on Oct 6, 2026
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.
Stay near popular Pickering attractions
Pickering Casino Resort
9.0/10 (4 reviews)
Why not roll the dice with a visit to Pickering Casino Resort during your time in Pickering? Stroll along the lakeside or visit the shops in this family-friendly area.
Deer Creek North Golf Course
8.6/10 (7 reviews)
Enjoy a round of golf in Pickering at Deer Creek North Golf Course. You can attend a sporting event while in the area.
Glen Cedars Golf Club
7.4/10 (6 reviews)
Enjoy a round of golf in Pickering at Glen Cedars Golf Club. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
Beachfront Park
Why not spend a lazy afternoon at Beachfront Park during your trip to Pickering? Stroll along the lakeside or visit the shops in this family-friendly area.
Millennium Square
Learn about the local history of Pickering with a stop at Millennium Square.
Pickering Town Centre
You can do some window-shopping at Pickering Town Centre during your visit to Pickering.
Cineplex Cinemas Pickering
You can take time to visit Cineplex Cinemas Pickering during your travels to Pickering.
Claremont Nature Centre
You can take time to visit Claremont Nature Centre during your travels to Pickering. Stroll along the lakeside or visit the shops in this family-friendly area.
What to do in Pickering
Treewalk Village Stouffville Treehouse Adventure for Kids
CA $11
per adult
Discovery Kids Courses Treetop Trekking Stouffville
CA $31
per child
Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)
CA $129
per adult
Frequently asked questions
How much does a Pickering vacation package cost?
Offering excellent value package deals from CA $767 on Expedia, you'll be surprised at how little a vacation to Pickering costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pickering?
January, February and March are the best times to look for cheap Pickering vacation packages. Opting to travel in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Pickering?
With a well-organized travel plan, you can easily tick off the top Pickering sights in a handful of days. But if you'd like to venture off the beaten track or take day trips, consider booking your Pickering vacation for longer.
How to find the best Pickering package deals?
Finding a cheap Pickering package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Pickering package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Pickering vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can personalize your Pickering trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
How to plan a trip to Pickering?
- Choose when to go: Check your calendar and get your bags packed. Your favourite season and the activities on offer will also help you decide when to vacation in Pickering.
- Budget wisely: Besides the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Pickering.
- Decide how long to go for: Now that you're up to speed on Pickering, you can figure out the right length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Pickering vacation package that brings all your bookings together.
Explore a world of travel with Expedia
- Sunnybrook Hospital
- Mitchell Field Arena
- Butterfly Garden
- Fort York National Historic Site
- Royal Ontario Museum
- Toronto Entertainment District Vacations
- Bayview Village Shopping Centre
- Rouge National Urban Park
- Rotary Park
- Scarborough Village Vacations
- Iskcon Scarborough
- Queen's Quay Terminal
- Dentonia Park Golf Course
- Edward Gardens
- Downtown Toronto Vacations
- Markham Village
- David Dunlap Observatory
- Royal Alexandra Theatre
- Toronto Music Garden
- Kennedy Commons Mall
- Spadina Avenue Shopping District
- East York Vacations
- Rogers Centre
- Woodbine Mall
- Toronto Zoo
- Birchmount Park
- Defcon Paintball
- Queen's Park
- Elvis Stojko Arena
- Cn Tower
- Scotiabank Arena
- Sunnybrook Park
- Nottawasaga Inn Resort Golf Club
- Seneca College
- St. Timothy's Anglican Church
- Thomson Memorial Park
- Ajax Convention Centre
- Annandale Golf and Country Club
- Morningside Park
- St. Michael's Cathedral
- Sridurka Hindu Temple
- Path Underground Shopping Mall
- Scarborough Crescent Park
- High Park
- Downey's Farm Market
- John Booth Memorial Arena
- Pacific Mall
- First Markham Place
- Scarborough Town Centre
- Woodbine Beach
- Nathan Phillips Square
- Baycrest Arena
- Vaughan Mills Mall
- Milne Dam Conservation Park
- Royal Bank Plaza
- Canada's Wonderland
- Aga Khan Museum
- Bluffer's Park
- Ripley's Aquarium of Canada
- Yonge-Dundas Square
- Brooklin Vacations
- Centennial College
- Hockey Hall of Fame
- Medieval Times
- Enercare Centre
- Don Mills Vacations
- Tommy Thompson Park
- Scarborough Vacations
- The Golf Lounge
- Veterans' Point Gardens
- Markville Shopping Center
- Downtown Yonge
- St. Lawrence Market
- Niagara Falls Vacations
- Whitchurch-Stouffville Vacations
- Graffiti Alley
- Prince of Wales Park
- Angus Glen Golf Club
- North York City Centre
- Central Arena
- Cf Toronto Eaton Centre
- City Playhouse Theatre
- Ontario Vacations
- Hanlan's Point Beach
- Earl Bales Ski and Snowboard Centre
- Mel Lastman Square
- Centreville Amusement Park
- Tam O'Shanter Golf Course
- Reptilia Zoo
- Markham Vacations
- Fairview Mall
- Markham Pan Am Centre
- Metro Toronto Convention Centre
- The Distillery Historic District
- Colonel Danforth Park
- Casa Loma
- Toronto Vacations
- Stouffville Vacations
- The Danforth Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
