Pickering Holidays

Photo by Eric & Kristy's Adventures
    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Pickering

Pickering Casino Resort Hotel
Pickering Casino Resort Hotel
4 out of 5
888 Durham Live Ave, Pickering, ON
8.8/10 Excellent! (2,866 reviews)
"We felt so welcome! We got a beautiful cupcake display for our anniversary and an upgrade! The hotel was super clean and quiet. I’m looking forward to visiting again soon!"

Reviewed on 7 Jul, 2025

Get rates
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 S$233 per night from 13 Jul to 14 Jul
S$233
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (11,541 reviews)
"It’s strategic location to all places i needed to go."

Reviewed on 6 Jul, 2025

Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites
Toronto Don Valley Hotel and Suites
3.5 out of 5
175 Wynford Drive, Toronto, ON
The price is S$194 per night from 9 Jul to 10 Jul
S$194
9 Jul - 10 Jul
includes taxes & fees
7.2/10 Good! (5,715 reviews)
"Clean room and lobby area, friendly staff. Pool looked clean and loungers in good shape. Overall property is a bit dated and the $20 breakfast was overpriced"

Reviewed on 5 Jul, 2025

Toronto Don Valley Hotel and Suites
See all 4,149 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.

What to do in Pickering

Small Group: Niagara Falls Full-Day Tour from Toronto

Small Group: Niagara Falls Full-Day Tour from Toronto

S$83
per adult
Small Group: Niagara Falls Full-Day Tour from Toronto
Exhiliirate your senses

Exhilarating 120km Aerial Tour of Toronto with iflyTOTO

S$116
per adult
Exhilarating 120km Aerial Tour of Toronto with iflyTOTO
Pamper yourself

Toronto Aerial Tour with Niagara Winery Tasting Tour with iflyTOTO

S$289
per adult
Toronto Aerial Tour with Niagara Winery Tasting Tour with iflyTOTO
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.