Pickering Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Eric & Kristy's Adventures

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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
The price is NT$3,028 per night from Sep 1 to Sep 2
NT$3,028
NT$3,804 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (3,073 reviews)
"Nice place"

Reviewed on 2025/8/8

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 NT$4,406 per night from Sep 1 to Sep 2
NT$4,406
NT$5,402 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (11,898 reviews)
"Great location and value for being in the heart of downtown. Some rooms may have been older in others’ reviews but we had a renovated room which was very comfortable for 2+dog. We liked it so much that we extended our stay!"

Reviewed on 2025/8/8

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 NT$4,403 per night from Sep 1 to Sep 2
NT$4,403
NT$5,398 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (4,414 reviews)
"Close to subway"

Reviewed on 2025/8/9

Holiday Inn Toronto Downtown Centre by IHG
See all 4,168 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.

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