Pickering Vacations from ￥240,914

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The Latest Pickering Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was ￥337,254, price is now ￥240,914 per person
￥240,914
per person
Sep 22 - Sep 27
just found
Roundtrip non-stop flight included
Osaka (OSA) to Toronto (YYZ)
8.8/10 Excellent! (1,008 reviews)
The construction noise was quite intense, but the staff moved me to a room away from the noise without any fuss.

Reviewed on Jul 1, 2026

Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Downtown Toronto
Price was ￥609,245, price is now ￥446,186 per person
￥446,186
per person
Sep 22 - Sep 27
just found
Roundtrip non-stop flight included
Osaka (OSA) to Toronto (YYZ)
9.6/10 Exceptional! (1,287 reviews)
Attentive staff aimed to please. Great onsite food and beverage options.

Reviewed on Jun 30, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was ￥431,818, price is now ￥332,512 per person
￥332,512
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Toronto (YYZ)
9.4/10 Exceptional! (3,788 reviews)
Room matched the pictures and description on the website. It was clean and comfortable. Staff were very helpful and friendly. Breakfast was excellent. Easily the best complimentary breakfast we’ve ever experienced at a hotel. Gym was well equipped although a bit cramped if it was busy. Would not hesitate to stay at this hotel again.

Reviewed on Jul 1, 2026

The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Price was ￥520,211, price is now ￥404,684 per person
￥404,684
per person
Sep 22 - Sep 27
just found
Roundtrip non-stop flight included
Osaka (OSA) to Toronto (YYZ)
9.8/10 Exceptional! (7 reviews)
Room was clean, new, updated and very close to the venue we were there for.

Reviewed on Jun 26, 2026

The Omni King Edward Hotel

The Omni King Edward Hotel

4.5 out of 5
Downtown Toronto
Price was ￥485,772, price is now ￥394,431 per person
￥394,431
per person
Sep 22 - Sep 27
just found
Roundtrip non-stop flight included
Osaka (OSA) to Toronto (YYZ)
9.6/10 Exceptional! (2,604 reviews)
All staff were helpful and friendly. Hotel and room was very clean. Everything went smoothly, will definitely be back.

Reviewed on Jul 1, 2026

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 ￥15,113 per night from Jul 5 to Jul 6
￥15,113
￥19,048 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (4,872 reviews)
"Clean"

Reviewed on Jul 1, 2026

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 ￥29,666 per night from Jul 24 to Jul 25
￥29,666
￥36,371 total
Jul 24 - Jul 25
includes taxes & fees
9/10 Wonderful! (311 reviews)
"Downstairs is so aesthetically beautiful..upstairs in our room, chipped and stained walls, and stained tub."

Reviewed on Jul 1, 2026

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
The price is ￥23,101 per night from Jul 5 to Jul 6
￥23,101
￥28,323 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (6,015 reviews)
"I booked this additional one-night stay because my flight was leaving late, and I wanted to remain at the hotel rather than spend the day elsewhere. As an Expedia Platinum member, I specifically chose this VIP Access property because the reservation clearly included a CAD 20 self-parking credit as ..."

Reviewed on Jul 1, 2026

Holiday Inn Toronto Downtown Centre by IHG
See all 5,323 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.

Stay near popular Pickering attractions

Pickering Casino Resort

9.0/10 (4 reviews)
This premier entertainment resort boasts over 2,200 slot machines and 90 table games in vibrant surroundings. Enjoy fine dining at Copperhorn Meet House or catch a show at The Arena's state-of-the-art venue.
See properties

What to do in Pickering

Toronto Car Tour with Sandhurst Highlights

Toronto Niagara Falls In-Depth 1 Day Tour

￥23,193
per adult
Toronto Niagara Falls In-Depth 1 Day Tour
Small Group: Montreal and Quebec 3-Day Tour From Toronto

Small Group: Montreal and Quebec 3-Day Tour From Toronto

￥116,764
per adult
90% of travellers recommend
Small Group: Montreal and Quebec 3-Day Tour From Toronto
From Toronto: 5-Day Eastern Canada Small-Group Tour

Soccer Fans 2026: From Toronto 5-Day Eastern Canada Small-Group Tour

￥226,329
per adult
Soccer Fans 2026: From Toronto 5-Day Eastern Canada Small-Group Tour
See all activities in Pickering

Frequently asked questions

How much does a Pickering vacation package cost?
Offering great value package deals from ￥240,914 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.

Explore a world of travel with Expedia

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