Pickering Vacation Packages
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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.
Luxury 2 bedroom 2 full baths rooms
Price was CA $918, price is now CA $648 per person
CA $648
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) 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
Etobicoke Suites
Etobicoke
Price was CA $1,987, price is now CA $1,370 per person
CA $1,370
per person
Jul 2 - Jul 6
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (29 reviews)
The space was bright and nicely arranged. Made our trip more enjoyable.
Reviewed on Feb 5, 2026
The Laundry Rooms Station Park Kitchener
K-W Hospital
Price was CA $1,086, price is now CA $771 per person
CA $771
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
9.2/10 Wonderful! (408 reviews)
Great stay! Would recommend but note that there are several messages and forms you receive prior to check-in. When we got to the concierge desk to check-in, they asked for our room number, and I had no idea where to find it in amongst all the messages/documents. So, stay here but just know there will be a series of things to do in advance and it would be helpful to make a note of info from those documents to have easily on hand.
Reviewed on Apr 12, 2026
Oakes Hotel Overlooking the Falls
Fallsview
Price was CA $1,412, price is now CA $1,004 per person
CA $1,004
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
7.2/10 Good! (8,373 reviews)
Location was perfect to all the sightseeing activities.
Reviewed on Apr 29, 2026
Pickering Hotel Deals
Pickering Casino Resort Hotel
888 Durham Live Ave Pickering ON
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 3 to May 4
CA $118
CA $150 total
May 3 - May 4
includes taxes & fees
9/10 Wonderful! (4,586 reviews)
The pillows were amazing
Reviewed on Apr 28, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from May 18 to May 19
CA $203
CA $249 total
May 18 - May 19
includes taxes & fees
8.4/10 Very Good! (14,710 reviews)
For the price, the room was great. Clean, comfortable bed, friendly staff and great location! I'd definitely stay here again.
Reviewed on Apr 29, 2026
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
The price is CA $144 per night from Apr 30 to May 1
CA $144
CA $176 total
Apr 30 - May 1
includes taxes & fees
7.6/10 Good! (6,572 reviews)
The bed and pillows was not comfortable but the room was clean.
Reviewed on Apr 29, 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 $168
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
