Pickering Holidays from AU$1,588

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Your Pickering Holiday

Lock in a Pickering holiday package and get set to experience the best of this lively city. Think about staying in the neighbourhood of Port Union, which is great for watersports, cycling and views. Fill up your itinerary with visits to Herongate Barn Theatre, Rotary Park and Annandale Golf and Country Club, some of the things you shouldn't miss during your trip to Pickering. Whoever you're travelling with and whatever you plan to spend, your ultimate Pickering holiday is just clicks away with Expedia.

The Latest Pickering Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Montecassino Hotel and Event Venue

Montecassino Hotel and Event Venue

3 out of 5
North York
Price was AU$1,761, price is now AU$1,588 per person
AU$1,588
per person
21 Dec - 25 Dec
found 1 day ago
Return flight included
Istanbul (IST) to Toronto (YYZ)
7.6/10 Good! (1,150 reviews)

Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Price was AU$2,293, price is now AU$1,960 per person
AU$1,960
per person
21 Dec - 25 Dec
found 1 day ago
Return flight included
Istanbul (IST) to Toronto (YYZ)
8.2/10 Very good! (403 reviews)

Willowdale Hotel Toronto North York

Willowdale Hotel Toronto North York

3 out of 5
North York
Price was AU$1,953, price is now AU$1,728 per person
AU$1,728
per person
21 Dec - 25 Dec
found 1 day ago
Return flight included
Istanbul (IST) to Toronto (YYZ)
8.4/10 Very good! (811 reviews)
The location to sunnybrook hotel is approx 15 minutes away. It is also close to the 401. Very quiet area of town. The hotel was clean, quiet and comfortable. Staff were very friendly. Will definitely return to this hotel.

Reviewed on 29 Oct 2026

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was AU$1,797, price is now AU$1,610 per person
AU$1,610
per person
21 Dec - 25 Dec
found 1 day ago
Return flight included
Istanbul (IST) to Toronto (YYZ)
8.6/10 Excellent! (1,719 reviews)
Hilton is a 4+ star hotel and I found the executive room quite big and realtive very clean. I have some points that the Hilton Management should review. 1) At first I had booked with a king size bed and then I changed to two double beds. I found that the two double beds do not fit in the room, Better to tell customers that the two double beds are not ideal. 2) The door between the leaving room area and the room was not closing (lever latch was not latching). Door was jamming in the frame. Need repair 3) The bathroom door hinges had a very high squeaking noise.ost likely need lubrication 4) The bathroom shower is very old style compared to todays high end Hotel rooms 5) It was great to have two nice size TV's, but using them and finding how to use the remote was very challenging. The number of channels also are very limited.

Reviewed on 4 Nov 2026

Liberty Suites Hotel

Liberty Suites Hotel

3 out of 5
Thornhill
Price was AU$1,854, price is now AU$1,664 per person
AU$1,664
per person
21 Dec - 25 Dec
found 1 day ago
Return flight included
Istanbul (IST) to Toronto (YYZ)
8.6/10 Excellent! (2,932 reviews)
Great room and great price

Reviewed on 4 Nov 2026

Our guide on where to stay in Pickering

Find the best Pickering areas and neighborhoods for the activities you enjoy most. Learn more about Pickering
Default Image

Lamoreaux

Lamoreaux might not have many top sights, but Pickering Casino Resort and Glen Cedars Golf Club are two attractions nearby that you can check out.

Find hotels in Lamoreaux

Pickering Holiday

Pickering Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Billy Bishop Toronto City Airport (YTZ)
Population
87,800
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Herongate Barn Theatre, Whitby History Museum & Childrens Centre and Deer Creek North Golf Course

Our pick of the best Pickering Hotel Deals

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave Pickering ON
9/10 Wonderful! (4,905 reviews)
"They are on strike so there is no amenities minimal staff and no food. Nothing around either and uber can5 get into the hotel to drop you off. You have to walk out to the Main Street. Not ideal."

Reviewed on 3 Nov 2026

Get rates
Pickering Casino Resort Hotel
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Fully refundable
The price is AU$249 per night from 4 Dec to 5 Dec
AU$249
4 Dec - 5 Dec
includes taxes & fees
Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 5 Dec to 6 Dec
AU$245
5 Dec - 6 Dec
includes taxes & fees
Chelsea Hotel, Toronto
See all 6,167 properties in Pickering
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Stay near popular Pickering attractions

Pickering Casino Resort

9.0/10 (4 reviews)
This premier entertainment resort boasts over 2,200 slot machines and 90 table games in vibrant surroundings. Enjoy fine dining at Copperhorn Meet House or catch a show at The Arena's state-of-the-art venue.
See properties

What to do in Pickering

Treewalk Village Stouffville Treehouse Adventure for Kids

Treewalk Village Stouffville Treehouse Adventure for Kids

AU$12
per adult
Treewalk Village Stouffville Treehouse Adventure for Kids
Discovery Kids Courses Treetop Trekking Stouffville

Discovery Kids Courses Treetop Trekking Stouffville

AU$31
per child
Discovery Kids Courses Treetop Trekking Stouffville
Small Group: Montreal and Quebec 3-Day Tour From Toronto

Small Group: Montreal and Quebec 3-Day Tour From Toronto

AU$1,103
per adult
90% of travellers recommend
Small Group: Montreal and Quebec 3-Day Tour From Toronto
See all activities in Pickering

Frequently asked questions

How much does a Pickering holiday package cost?
Offering great value package deals from AU$1,588 on Expedia, you'll be thrilled with how little a holiday to Pickering costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pickering?
You can typically find lower rates and greater availability in January, February and March. Check out our cheap Pickering holiday packages and you could score some excellent off-season deals.
How many days is enough for Pickering?
The ideal duration of your Pickering holiday depends on what you'd like to do. Usually, a few days to a week will give you time to visit all the leading sights and explore some hidden treasures along the way.
How to find the best Pickering package deals?
Finding a cheap Pickering package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Pickering package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pickering holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Pickering holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Pickering?
If you've got your Pickering travel dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Pickering?

  1. Pick your dates: What you want to do in Pickering and your favourite season will help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodation will probably be the biggest expense during your trip to Pickering.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to experience in Pickering. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Pickering holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.