Pickering Holidays from AU$3,591

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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.
GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

3.5 out of 5
Downtown Toronto
Price was AU$4,586, price is now AU$3,591 per person
AU$3,591
per person
19 Sept - 25 Sept
found 13 hours ago
Return flight included
Sydney (SYD) to Toronto (YYZ)
8.2/10 Very Good! (808 reviews)
Everything was close and access to restaurants and sightseeing was easy. Bed was okay but overall great spot.

Reviewed on 17 Aug. 2025

Downtown Toronto Luxury Suites

Downtown Toronto Luxury Suites

3.5 out of 5
Downtown Toronto
Price was AU$5,113, price is now AU$3,889 per person
AU$3,889
per person
19 Sept - 25 Sept
found 13 hours ago
Return flight included
Sydney (SYD) to Toronto (YYZ)
7.8/10 Good! (108 reviews)
If you book here you are staying in an active local condo community, The culture toward outof town guests was just fine. Prepare yourself for the first time checking in... this is no hotel... it is fairly DIY. BUT... if you can follow directions and roll with it... you will find it easy, and after you get used to it... you will enjoy being in the middle of a residential community. My only critique of the apartment is the sparse and simple furniture. The balcony was AMAZING... but we had to bring out kitchen stools to enjoy the balcony space. The positives... GREAT LOCATION. SAFE space. Apartment features met the description. If you are looking for a central space to stay while taking in Toronto, this is it. (Just be prepared to bring a stool out to enjoy that AWESOME balcony.)

Reviewed on 29 Jun. 2025

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
Price was AU$5,371, price is now AU$4,123 per person
AU$4,123
per person
19 Sept - 25 Sept
found 13 hours ago
Return flight included
Sydney (SYD) to Toronto (YYZ)
8.6/10 Excellent! (304 reviews)
Was a very nice room and easy to come and go. However the fire alarm got pulled at 3am on my second last night there and not because of a fire. I then couldn't go back to bed and was super tired for my meetings the next day.

Reviewed on 9 Jun. 2025

Elegant Suites - CN Tower & Lake View

Elegant Suites - CN Tower & Lake View

4 out of 5
Downtown Toronto
Price was AU$5,023, price is now AU$3,865 per person
AU$3,865
per person
19 Sept - 25 Sept
found 13 hours ago
Return flight included
Sydney (SYD) to Toronto (YYZ)
7.8/10 Good! (66 reviews)
Globally, it was functional, pretty by its location and thats it. On pictures, it looked amazing but inside of it, bath wasn’t working, towel handle was broken, arm of the sofa was broken, sink was leaking, etc. plus, it seemed like i had to reach out for basic information of the renting (ie, the wifi code, the checkout instructions, etc).

Reviewed on 17 Aug. 2025

GLOBALSTAY. Modern Downtown Apartments

GLOBALSTAY. Modern Downtown Apartments

4 out of 5
Downtown Toronto
Price was AU$4,902, price is now AU$3,834 per person
AU$3,834
per person
19 Sept - 25 Sept
found 13 hours ago
Return flight included
Sydney (SYD) to Toronto (YYZ)
7.8/10 Good! (284 reviews)
Overall, the property was nice and in a great location. We could walk anywhere and easily use the public transportation. However, the bed was uncomfortable and the sofa bed was even worse. We also couldn’t find any extra comforters for the sofa bed. Aside from the bathroom, the flooring really needs to be updated.

Reviewed on 17 Aug. 2025

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
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 1 Sept to 2 Sept
AU$177
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (3,122 reviews)
"Very Modern, new, lots of food options, super comfy beds"

Reviewed on 16 Aug. 2025

Pickering Casino Resort Hotel
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 1 Sept to 2 Sept
AU$266
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (12,023 reviews)
"nice area"

Reviewed on 17 Aug. 2025

Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive, Toronto, ON
The price is AU$208 per night from 26 Aug to 27 Aug
AU$208
26 Aug - 27 Aug
includes taxes & fees
7.4/10 Good! (5,854 reviews)
Best deal in Toronto
"Best deal in Toronto"

Reviewed on 18 Aug. 2025

Toronto Don Valley Hotel and Suites
See all 4,106 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

What to do in Pickering

Premier Sushi-Making Class in Toronto

Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)

AU$167
per adult
Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)
See all activities in Pickering

Frequently asked questions

How much does a Pickering holiday package cost?
Offering great value package deals from AU$3,591 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.