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 $880, price is now CA $604 per person
CA $604
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Halifax (YHZ) 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
Hilton Toronto/Markham Suites Conference Centre & Spa
Price was CA $1,474, price is now CA $867 per person
CA $867
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (1,552 reviews)
Pros: Quiet room, close to restaurants
Cons: rooms are rundown and old, dirty sofas and carpet, mattresses are old and squeaky
Reviewed on Apr 5, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was CA $2,425, price is now CA $1,459 per person
CA $1,459
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
The rooms were comfortable but the best part was the breakfast, lots of options and tasty
Reviewed on Apr 7, 2026
1 Hotel Toronto
Downtown Toronto
Price was CA $3,556, price is now CA $2,334 per person
CA $2,334
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (694 reviews)
The bars wete nice, especially the rooftop. The rooms were well appointed, and the staff was attentive. Would definitely stay again
Reviewed on Apr 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 $99 per night from Apr 14 to Apr 15
CA $99
CA $127 total
Apr 14 - Apr 15
includes taxes & fees
9/10 Wonderful! (4,464 reviews)
Ample parking but busy. Rooms were nice but minimalist in terms of furniture and accessories. Handy that it is connected to casino, pool gym and a Starbucks.
Reviewed on Apr 7, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundable
The price is CA $237 per night from Apr 19 to Apr 20
CA $237
CA $291 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (5,630 reviews)
Everything was perfect!
Reviewed on Apr 7, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Apr 13 to Apr 14
CA $212
CA $260 total
Apr 13 - Apr 14
includes taxes & fees
8.4/10 Very Good! (14,422 reviews)
Quick check in. Clean room.
Reviewed on Apr 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.
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 $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.
