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.
The Waterside Inn
Port Credit
Price was CA $1,799, price is now CA $1,094 per person
CA $1,094
per person
Jul 16 - Jul 23
found 15 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (1,010 reviews)
I stayed here as it was recommended by a friend, the area is great. You are close to the main strip and the water. The check-in attendant asked me if expedia offered me free parking and i said no- so she laughed and said they usually do- this was poor customer service. I asked her if she can offer me free parking, she said no and laughed again- super strange way of making customers feel welcomed. The room was dirty, there was finger print marks everywhere, especially the mirrors. I would not recommend nor visit here again.
Reviewed on Apr 27, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was CA $2,609, price is now CA $1,489 per person
CA $1,489
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (2,949 reviews)
Nice staff and nice rooms, close to the Roger’s centre
Reviewed on Apr 29, 2026
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY
Price was CA $3,268, price is now CA $2,013 per person
CA $2,013
per person
Jul 16 - Jul 23
found 15 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (31 reviews)
Very comfortable and well-kept house. Clean, quiet, and exactly as described. Check-in was easy and communication was clear
Reviewed on Jan 12, 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 $144 per night from May 3 to May 4
CA $144
CA $180 total
May 3 - May 4
includes taxes & fees
9/10 Wonderful! (4,592 reviews)
Clean and big rooms very clean restaurant food was good
Reviewed on Apr 30, 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 May 10 to May 11
CA $195
CA $239 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (14,711 reviews)
elevator was broken and the front desk manager took us up the service elevator. he was really trying to help. thus hotel is a big, popular hotel for tourists with a busy lobby. good reasonable rates.
Reviewed on Apr 30, 2026
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
The price is CA $155 per night from May 29 to May 30
CA $155
CA $190 total
May 29 - May 30
includes taxes & fees
7.6/10 Good! (6,578 reviews)
Staff was welcoming and friendly—the hotel is a bit outdated and cleanliness was adequate. Cool pool area.
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.
