Pickering Vacations

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Photo by Eric & Kristy's Adventures

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Pickering Vacation Packages

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
8.8/10 Excellent! (2,801 reviews)
"We went to a concert & the casino so it’s a great location"

Reviewed on Jun 25, 2025

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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 ₩193,061 per night from Jun 30 to Jul 1
₩193,061
₩236,702 total
Jun 30 - Jul 1
includes taxes & fees
8.2/10 Very Good! (11,419 reviews)
"We like the Bus Upon and up down very good place thé first stop near the hôtel Chelsea"

Reviewed on Jun 25, 2025

Chelsea Hotel, Toronto
Fairmont Royal York
Fairmont Royal York
4 out of 5
100 Front St West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is ₩256,192 per night from Jun 27 to Jun 28
₩256,192
₩314,105 total
Jun 27 - Jun 28
includes taxes & fees
8.8/10 Excellent! (6,646 reviews)
"Great hotel. This is our second time staying here. Close to the baseball stadium and train station. Walking distance to our financial meeting and plenty of restaurants and coffee shops. We will stay here again without question."

Reviewed on Jun 25, 2025

Fairmont Royal York
See all 4,132 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.

Frequently asked questions

How much does a Pickering vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation packages and you could score some excellent off-season deals.
How many days is enough for Pickering?
The ideal duration of your Pickering vacation 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pickering vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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 traveling on a whim.
How to plan a trip to Pickering?

  1. Pick your dates: What you want to do in Pickering and your favorite 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 accommodations 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 vacation package that brings all your bookings together.