Pickering Holidays from AU$605
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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.
Union Hotel
Downtown Toronto
AU$670
per person
31 Oct - 2 Nov
found 22 hours ago
Return flight included
New York (NYC) to Toronto (YYZ)
9.2/10 Wonderful! (2,663 reviews)
Convenient location and a nice clean room. Walking distance to many restaurants, cafes, and the Jays game. Room was quite small but worked well for our one night stay in the city. We could hear most of the activity in the hallways at night and early morning. Highly recommend El Pacho
Reviewed on 30 Sept 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
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.
West Shore
While visiting West Shore, you might make a stop by sights like Lake Ontario and Petticoat Creek Conservation Area.
Bay Ridges
2 out of top 10 points of interest in this area
If you're spending some time in Bay Ridges, Lake Ontario and Beachfront Park are top sights worth seeing.
City Centre
2 out of top 10 points of interest in this area
While you're in City Centre, take in top sights like Pickering Town Centre and jump on the metro at Pickering Station to see more of the city.
Liverpool
Though Liverpool may not have many top sights, you can venture to the surrounding area to see attractions like Toronto Zoo and Pickering Casino Resort.
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
888 Durham Live Ave Pickering ON
9/10 Wonderful! (5,026 reviews)
"Beautiful hotel, not ideal for families though nothing for kids to really do there."
Reviewed on 30 Sept 2026
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
AU$185
31 Oct - 1 Nov
includes taxes & fees
7.8/10 Good! (7,121 reviews)
"Our stay was good, not excellent or bad… just good. We don’t regret the stay but we definitely would not come back. The room was quite dusty, it made our daughter have a really runny nose the whole trip. The fire alarm in our room was expired, which is quite concerning. The staff were all very nice ..."
Reviewed on 30 Sept 2026
Chelsea Hotel, Toronto
22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
AU$245
11 Oct - 12 Oct
includes taxes & fees
8.8/10 Excellent! (2,179 reviews)
"Clean property and friendly staff"
Reviewed on 30 Sept 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.
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.
Deer Creek North Golf Course
8.6/10 (7 reviews)
This championship golf course features three distinct nine-hole layouts with strategic challenges and undulating greens. Enjoy a round on meticulously maintained fairways before relaxing at Jerry's Taphouse afterwards.
Glen Cedars Golf Club
7.4/10 (6 reviews)
This parkland-style course offers strategic play through mature tree-lined fairways and rolling terrain. Book a morning tee time for the best experience on this challenging yet scenic 18-hole layout.
Beachfront Park
Why not spend a lazy afternoon at Beachfront Park during your trip to Pickering? Stroll along the lakeside or visit the shops in this family-friendly area.
Millennium Square
Millennium Square provides stunning Lake Ontario views and serves as a community gathering spot. Enjoy Thursday Night Summer Concerts or monthly public star parties for a magical lakeside experience.
Pickering Town Centre
You can do some window-shopping at Pickering Town Centre during your trip to Pickering.
Cineplex Cinemas Pickering
This upscale cinema offers premium film experiences with VIP auditoriums featuring reclining seats and in-seat dining. Enjoy the adults-only lounge with craft cocktails before watching the latest blockbusters.
Claremont Nature Centre
You can take time to visit Claremont Nature Centre during your travels to Pickering. Stroll along the lakeside or visit the shops in this family-friendly area.
What to do in Pickering
Treewalk Village Stouffville Treehouse Adventure for Kids
AU$11
per adult
Discovery Kids Courses Treetop Trekking Stouffville
AU$31
per child
Small Group: Montreal and Quebec 3-Day Tour From Toronto
AU$1,076
per adult
90% of travellers recommend
Frequently asked questions
How much does a Pickering holiday package cost?
Offering great value package deals from AU$605 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?
- Pick your dates: What you want to do in Pickering and your favourite season will help you decide when to go.
- 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.
- 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.
- 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.
