Pickering Trips (flight + hotel)

Photo by Eric & Kristy's Adventures

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Top hotels in Pickering

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 P5,506 per night from Aug 24 to Aug 25
P5,506
P6,939 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (3,075 reviews)
"Comfort!"

Reviewed on Aug 9, 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 P8,430 per night from Sep 1 to Sep 2
P8,430
P10,336 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (11,908 reviews)
"It was comfortable and quiet, we had what needed in the room and the check-in was easy and not confusing at all."

Reviewed on Aug 9, 2025

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 refundable
The price is P8,424 per night from Sep 1 to Sep 2
P8,424
P10,328 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (4,404 reviews)
Great location
"First of all, Paulette in housekeeping gets 10/10. She was very friendly and pleasant. The hotel location is walking distance from a variety of restaurants and entertainment. I booked a suite for my son and I. The space was perfect size for 2 . He even had a half bathroom. There are some minor renovations ..."

Reviewed on Aug 8, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,187 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.

Popular places to visit

Millennium Square

You can find out about the history of Pickering with a stop at Millennium Square. Stroll along the lakeside or visit the shops in this family-friendly area.

Millennium Square

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.

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