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 $1,179, price is now CA $861 per person
CA $861
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (1,037 reviews)
The room was spacious and the location of the hotel was perfect. Close to the water and shops and restaurants and the train to Toronto.
Reviewed on Jun 16, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was CA $1,678, price is now CA $1,167 per person
CA $1,167
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (3,715 reviews)
Stuff was extremely helpful and very professional
Amazing breakfast with many choices of different kind food
Very clean rooms , gym great and clean ,
Cozy lobby with great coffee and drinks
Would
Recommend 100%
Reviewed on Jun 21, 2026
Blue Mountain Resort Village Suites
Price was CA $1,564, price is now CA $1,143 per person
CA $1,143
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
8.8/10 Excellent! (5,328 reviews)
Rooms were great. Clean and we had everything we needed.
Only downside was we were able to check into one hotel but our hotel was in a completely different place so we got turned around a bit. Otherwise, great experience
Reviewed on Jun 20, 2026
Modern Lillian Street Condos Midtown Toronto
Old Toronto
Price was CA $1,483, price is now CA $1,087 per person
CA $1,087
per person
Aug 29 - Sep 2
found 16 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.4/10 Very good! (293 reviews)
This is an absolutely excellent place to stay. Clean, comfortable, convenient with many special extra touches (toothbrushes, toiletries you may have forgotten). Fully stocked kitchen, washer and dryer. I can't say enough.
Reviewed on Jun 10, 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 $145 per night from Jul 13 to Jul 14
CA $145
CA $181 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (4,844 reviews)
"The staff was very nice and helpful very polite and professional. The room was a little bit dirty. Other than that it was a nice day."
Reviewed on Jun 20, 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 Jul 3 to Jul 4
CA $195
CA $239 total
Jul 3 - Jul 4
includes taxes & fees
8.4/10 Very good! (15,158 reviews)
"My expedia reservation was canceled by Hotel because they thought it was duplicate. no one contacted me to verify. After some time the staff was able to book me a room. the room was upgraded however it was very small. I can’t imagine if this was an upgrade then what would have been my original. it’s ..."
Reviewed on Jun 22, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
The price is CA $188 per night from Jul 5 to Jul 6
CA $188
CA $230 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (5,967 reviews)
"The hotel’s king suite was very nice! Pleasant staff, plenty of space for myself, my husband, and our kiddo, includes 1.5 bathrooms, and everything was right at our fingertips!!!"
Reviewed on Jun 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 $1,010
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.
