Pickering Holidays

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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.

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$170 per night from 5 July to 6 July
AU$170
5 July - 6 July
includes taxes & fees
9/10 Wonderful! (4,877 reviews)
"Great stay!"

Reviewed on 1 July 2026

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$324 per night from 24 July to 25 July
AU$324
24 July - 25 July
includes taxes & fees
Chelsea Hotel, Toronto
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 refundableReserve now, pay when you stay
The price is AU$273 per night from 5 July to 6 July
AU$273
5 July - 6 July
includes taxes & fees
8.6/10 Excellent! (6,025 reviews)
"The hotel and the room were very clean. The only problem is that a corner of the underground parking lot was filled with garbage and it smelled very bad. This could be fixed easily."

Reviewed on 2 July 2026

Holiday Inn Toronto Downtown Centre by IHG
See all 5,370 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

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

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

AU$1,017
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 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.

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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.