Pickering Holidays

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 S$164 per night from 28 Jul to 29 Jul
S$164
28 Jul - 29 Jul
includes taxes & fees
8.8/10 Excellent! (2,991 reviews)
"Hotel was nice and spacious but could be improved with comfier bedding/pillows, better climate control, and amenities (e.g. outdoor area to sit or walk)."

Reviewed on 25 Jul, 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 S$233 per night from 4 Aug to 5 Aug
S$233
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (11,762 reviews)
"The hotel is very centrally located. Easy walk to the gay village. A short walk or super quick uber/lyft ride to Union station or the harbor front. The rooms (my group had 3) were nice. Very comfortable beds. No real storage for clothing. Bathroom was nice but a bit small. Front desk staff was good. ..."

Reviewed on 23 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$174 per night from 28 Jul to 29 Jul
S$174
28 Jul - 29 Jul
includes taxes & fees
7.2/10 Good! (5,818 reviews)
"Hotel is average needs upgrades."

Reviewed on 26 Jul, 2025

Toronto Don Valley Hotel and Suites
See all 4,143 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

From Toronto: Small Group 5-Day Eastern Canada Tour

From Toronto: Small Group 4-Day Eastern Canada Tour

S$1,253
per adult
From Toronto: Small Group 4-Day Eastern Canada Tour
From Toronto: 5-Day Eastern Canada Small-Group Tour

From Toronto: 5-Day Eastern Canada Small-Group Tour

S$1,638
per adult
From Toronto: 5-Day Eastern Canada Small-Group Tour
Small group:Toronto&Montreal&Quebec&Niagara Falls 4-Day Tour

Small group:Toronto&Montreal&Quebec&Niagara Falls 4-Day Tour

S$1,252
per adult
Small group:Toronto&Montreal&Quebec&Niagara Falls 4-Day Tour
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.