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.
Stop 21 Motel
Price was CA $1,053, price is now CA $654 per person
CA $654
per person
Jul 26 - Aug 1
found 21 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
6.8/10 (101 reviews)
Everything we needed was provided, and the staff was incredibly helpful and accommodating for our after-midnight check-in!
Reviewed on May 20, 2026
Kent Motel Niagara on the Lake
Queenston
Price was CA $2,186, price is now CA $1,396 per person
CA $1,396
per person
Jul 1 - Jul 8
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (289 reviews)
IT was a very pleasant stay. The food at the lounge is exceptional!
Reviewed on May 20, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was CA $2,056, price is now CA $1,314 per person
CA $1,314
per person
Jul 2 - Jul 6
found 2 days ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (3,204 reviews)
I had very good experience, location, cleanliness, service, staff and breakfast was all very good. The hotel does not have a parking lot, but there is parking lots with in minutes walking, I encourage the staff at the reception to know more about to be able to give good details about how to park so the client s don’t be worried about parking, thank you
Reviewed on May 23, 2026
The Hazelton Hotel Toronto
Old Toronto
Price was CA $2,734, price is now CA $1,791 per person
CA $1,791
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (1,003 reviews)
The facility is gorgeous and the staff AMAZING
Reviewed on May 21, 2026
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY
Price was CA $3,329, price is now CA $2,190 per person
CA $2,190
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
9/10 Wonderful! (32 reviews)
Really enjoyed my stay at this townhouse. It’s located in a quiet, peaceful neighborhood, which made it easy to relax. The home itself was clean, comfortable, and had all the amenities I needed for a smooth stay. The backyard was a great bonus. This was a great balance of comfort, convenience, and privacy. I’d definitely stay here again!
Reviewed on Apr 30, 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 $161 per night from May 24 to May 25
CA $161
CA $200 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (4,726 reviews)
"The room was clean and spacious enough, the breakfest menu was relatively good especially if you enjoy Starbucks, they had lots of items that you can get in other bigger Starbucks cafes so no complaints there. The staff were especially great all through the property, from the Casual restaurant all ..."
Reviewed on May 23, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from May 31 to Jun 1
CA $239
CA $293 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (14,955 reviews)
"b"
Reviewed on May 23, 2026
DoubleTree by Hilton Hotel Toronto Downtown
108 Chestnut St Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $290 per night from May 31 to Jun 1
CA $290
CA $355 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (6,001 reviews)
"Staff was excellent, very helpful, great check in, friendly staff. Clean nice room in a convenient location to all amenities and transportation."
Reviewed on May 22, 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.
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.
What to do in Pickering
Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)
CA $129
per adult
Small Group: Montreal and Quebec 3-Day Tour From Toronto
CA $1,012
per adult
90% of travellers recommend
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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.
