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.
Hotel Riu Plaza Toronto
Downtown Toronto
Price was CA $2,247, price is now CA $1,168 per person
CA $1,168
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Wow, amazing stay at the Riu. Clean, quiet, comfortable bed, top notch breakfast 10/10. Exceptional Service.
Great spot will come back for sure 100%
Thank you.
Reviewed on Mar 7, 2026
Nester St. Lawrence Market
Downtown Toronto
Price was CA $1,939, price is now CA $1,205 per person
CA $1,205
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (23 reviews)
The Nester is truly an amazing nest. Spacious, clean, comfortable, great digital process and a beautiful individual on site just to say hello. We will definitely be back and highly recommend this treasure on King St !
Reviewed on Mar 1, 2026
TOOR Hotel Toronto, part of JdV by Hyatt
Downtown Toronto
Price was CA $2,080, price is now CA $1,348 per person
CA $1,348
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (417 reviews)
Staff was friendly, hotel is perfect location for Downtown Toronto and nearby to literally all the main attractions.
Reviewed on Mar 6, 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 $115 per night from Apr 6 to Apr 7
CA $115
CA $147 total
Apr 6 - Apr 7
includes taxes & fees
9/10 Wonderful! (4,283 reviews)
Clean room
Reviewed on Mar 7, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Mar 11 to Mar 12
CA $169
CA $207 total
Mar 11 - Mar 12
includes taxes & fees
8.4/10 Very Good! (14,084 reviews)
Elevators not working
Reviewed on Mar 7, 2026
Hotel Riu Plaza Toronto
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Mar 22 to Mar 23
CA $206
CA $253 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (2,109 reviews)
Wow, amazing stay at the Riu. Clean, quiet, comfortable bed, top notch breakfast 10/10. Exceptional Service. Great spot will come back for sure 100% Thank you.
Reviewed on Mar 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.
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.
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.
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
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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.
