Pickering Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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.
Hilton Toronto/Markham Suites Conference Centre & Spa
Price was CA $804, price is now CA $484 per person
CA $484
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (1,552 reviews)
Pros: Quiet room, close to restaurants
Cons: rooms are rundown and old, dirty sofas and carpet, mattresses are old and squeaky
Reviewed on Apr 5, 2026
1 Hotel Toronto
Downtown Toronto
Price was CA $3,556, price is now CA $2,334 per person
CA $2,334
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (694 reviews)
The bars wete nice, especially the rooftop. The rooms were well appointed, and the staff was attentive. Would definitely stay again
Reviewed on Apr 6, 2026
Luxury 2 bedroom 2 full baths rooms
Price was CA $880, price is now CA $604 per person
CA $604
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
5/10 (4 reviews)
It was clean but overall poor communication, it took us 3 times to call for them to answer when we got there, the beds were rock hard, I was told check in was at 3pm but when I got there I had to pay $50 because “check in was at 5pm” also wasn’t told we would be staying with somebody else until we got there
Reviewed on Nov 11, 2022
Pickering Hotel Deals
Pickering Casino Resort Hotel
888 Durham Live Ave Pickering ON
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Apr 14 to Apr 15
CA $99
CA $127 total
Apr 14 - Apr 15
includes taxes & fees
9/10 Wonderful! (4,463 reviews)
Clean
Reviewed on Apr 7, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundable
The price is CA $237 per night from Apr 19 to Apr 20
CA $237
CA $291 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (5,630 reviews)
Only had 2 laundry machines and one was broken. Fitness centre was out of order. Horrible cleaning product smell sprayed in hallway made us move rooms/floors. Fire alarm at 3am one morning. Breakfast extremely crowded. For the price, or just a bit more, pick somewhere else…
Reviewed on Apr 7, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Apr 12 to Apr 13
CA $195
CA $239 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (14,419 reviews)
Do they ever have an amazing group of staff and really know how to accommodate families over March break. Great job.
Reviewed on Apr 7, 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.
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.
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.
Annandale Golf and Country Club
Enjoy a round of golf in Pickering at Annandale Golf and Country Club. While you're here, you can savor the charming coffeehouses.
What to do in Pickering
Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)
CA $129
per adult
Toronto ICONIC Sightseeing Day Tour with Small Group Max 12
CA $167
per adult
Explore a world of travel with Expedia
- 5 Star Hotels in Ajax
- Apartments in Ajax
- B&B in Ajax
- Condo Rentals in Ajax
- Cottages in Ajax
- Best Western Hotels in Ajax
- Casino Hotels in Ajax
- Cheap Hotels in Ajax
- Hilton Hotels in Ajax
- Hotels with a Pool in Ajax
- Hotels with Free Breakfast in Ajax
- Marriott Hotels & Resorts in Ajax
- Pet-Friendly Hotels in Ajax
- Spa Hotels in Ajax
- Ajax Hotels
- Motels in Ajax
- Vacation Homes in Ajax
- Aparthotels in Ajax Station
- B&B in Ajax Station
- Hotels near Ajax Station
- Hotels near Annandale Golf and Country Club
- Downtown Toronto Hotels
- Markham Hotels
- Mississauga Hotels
- Niagara Falls Hotels
- Niagara-On-The-Lake Hotels
- Cottages in Ontario
- Oshawa Hotels
- Hotels near Pearson Intl.
- Apartments in Pickering Station
- B&B in Pickering Station
- Hotels near Pickering Station
- Hotels near Rogers Centre
- Hotels near Rotary Park
- Scarborough Hotels
- Hotels near Scotiabank Arena
- Cheap Hotels in Toronto
- Toronto Hotels
- Hotels near Toronto Zoo
- Vaughan Hotels
- Whitby Hotels
- Flights to Ajax
- Flights to Toronto
- Flights from Billy Bishop Toronto City
- Flights from Toronto
- Flights from Ajax
- Flights from Delhi (DEL) to Toronto (YYZ)
- Flights from Edmonton (YEG) to Toronto (YYZ)
- Flights from Halifax (YHZ) to Toronto (YTO)
- Flights from Montreal (YUL) to Toronto (YYZ)
- Flights from Vancouver (YVR) to Toronto (YYZ)
- Flights from Winnipeg (YWG) to Toronto (YYZ)
- Flights from Calgary (YYC) to Toronto (YYZ)
- Ajax Convention Centre
- Ajax Vacations
- Visit Ajax
- Annandale Golf and Country Club
- Brooklin Vacations
- Colonel Danforth Park
- Deer Creek North Golf Course
- Herongate Barn Theatre
- Iskcon Scarborough
- Kennedy Commons Mall
- Luke Andrews Wood Sculptures
- Markham Museum
- Markham Pan Am Centre
- Markham Village
- Markville Shopping Center
- Millennium Square
- Milne Dam Conservation Park
- Morningside Park
- Oshawa Centre
- Pacific Mall
- Rotary Park
- Rouge National Urban Park
- Scarborough Town Centre
- Scarborough Village Vacations
- Scarborough Vacations
- Thomson Memorial Park
- Visit Downtown Toronto
- Toronto Zoo
- Toronto Vacations
- Veterans' Point Gardens
- Whitby History Museum & Children's Centre
- Whitby Vacations
- Avis Rental Cars in Ajax
- Budget Rental Cars in Ajax
- Car rental Ajax
- Rental cars Pearson Intl. airport
- Car rentals near Toronto
- Dollar Rent A Car Rental Cars in Ajax
- Enterprise Rental Cars in Ajax
- Hertz Rental Cars in Ajax
- Luxury Car Rentals in Ajax
- Minivan Car Rentals in Ajax
- National Car Rental Rental Cars in Ajax
- Pickup Car Rentals in Ajax
- Rent A Wreck Rental Cars in Ajax
- Thrifty Car Rental Rental Cars in Ajax
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
