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.
Sunrise BnB
East York
Price was CA $735, price is now CA $475 per person
CA $475
per person
Oct 10 - Oct 17
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
7.2/10 Good! (13 reviews)
Clean and quiet. Very easy to check in and out. Great for the price and easy access to the bus and train stops.
Reviewed on Jun. 22, 2025
Waterfront Majesty Enclaves
Downtown Toronto
Price was CA $2,158, price is now CA $736 per person
CA $736
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
6.6/10 (127 reviews)
Clean and host was helpful and kind! Would recommend to everyone.
Reviewed on Aug. 30, 2025
Mount Alverno Luxury Resorts
Price was CA $1,073, price is now CA $642 per person
CA $642
per person
Oct 2 - Oct 6
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (307 reviews)
The property is large, quiet and nice. Free parking is a great perk, the staff is super friendly, and the continental breakfast is good. A cute little turn-down plate with brownies, cookies and an apple. Loved having the smart TV, bed is comfortable, and darkening curtains would be nice. Across the road is a nice brewery to walk to. I know they are still adding, an outdoor pool would be nice,
Reviewed on Aug. 11, 2025
151 Dan Leckie Way
Downtown Toronto
Price was CA $1,880, price is now CA $1,169 per person
CA $1,169
per person
Nov 10 - Nov 13
found 17 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (248 reviews)
This condo is in a great location and great value for the area. The beds are really comfy and the kitchen has all you need. The condo could use more seating areas and the curtains don’t fit the window so the light comes in (and the blind is broken). Checking in is a little complicated but manageable. You sometimes have to wait a while for an elevator. All of this is worth it though because the location is so great and walkable to most of Toronto’s attractions.
Reviewed on Aug. 27, 2025
The Waterside Inn
Port Credit
Price was CA $1,194, price is now CA $778 per person
CA $778
per person
Oct 16 - Oct 22
found 17 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.4/10 Very Good! (1,008 reviews)
I liked the fact that the property is literally just beside the like and has a lot of shops as well as restaurants around it that you can explore prior or after exploring the lake. The place has a very nice, relaxing ambiance.
Reviewed on Aug. 31, 2025
Pickering Hotel Deals
Pickering Casino Resort Hotel
888 Durham Live Ave, Pickering, ON
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Sep 1 to Sep 2
CA $152
CA $190 total
Sep 1 - Sep 2
includes taxes & fees
Chelsea Hotel, Toronto
33 Gerrard St W, Toronto, ON
The price is CA $199 per night from Sep 1 to Sep 2
CA $199
CA $244 total
Sep 1 - Sep 2
includes taxes & fees
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street, Toronto, ON
Fully refundable
The price is CA $204 per night from Sep 1 to Sep 2
CA $204
CA $250 total
Sep 1 - Sep 2
includes taxes & fees
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
Small Group: Niagara Falls Full-Day Tour from Toronto
CA $89
per adult
100% 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.