Why should I book my Pickering holiday with Expedia?

Choose Expedia to plan your next big escape with ease, all in the same place. Our top tip for bagging a fabulous deal on a Pickering retreat? Bundle your flights, accommodation and/or hire car into a package holiday. Then add some exciting tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your travel itinerary. Round-the-clock assistance with making tweaks to your trip is on-hand via our Customer Service Portal link .

When is the best time of year to holiday in Pickering?

If you enjoy the atmosphere of peak season, head to Pickering in June, July and August. If you prefer a calmer vibe, January, February and October are better times to visit. Organise your escape to Pickering according to what style of holiday you're looking for. January is the coolest time of year, when daytime temperatures average -5ºC. In July, the warmest period, you will experience temperatures of around 21ºC during the day.

What is the top hotel for my holiday in Pickering?

Put your feet up and relax in comfort in Pickering by choosing La Quinta Inn & Suites by Wyndham Oshawa as your gateway to adventure and exploration.

How do I get a cheap holiday to Pickering?

Bundle your bookings with Expedia to save on your next getaway. With over 400 partner airlines and 321,000 properties throughout the world, your Pickering holiday can be tailored exactly to suit your travel style. With all that extra cash, why not include a few exciting tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Pickering is much closer than you thought! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.

What should I do on my Pickering holiday?

There's an almost endless list of things to keep you busy while on a holiday in Pickering. Ajax Convention Centre , Deer Creek North Golf Course , Herongate Barn Theatre and Rotary Park are among this city's leading attractions.

What is the best area to stay in when on holiday in Pickering?

If you're interested in visiting Deer Creek North Golf Course, maximise your time sightseeing and find a place to stay nearby. It's one of the best attractions in Pickering.

Do I need a visa for my Pickering holiday?

Research the latest information on official government websites. Your nationality and whether you're visiting for study, business or leisure will determine if you need a visa for Pickering. Familiarise yourself with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow plenty of time for processing. Some visas may take several weeks or even months to obtain, depending on the country.

What should I wear on my Pickering holiday?

First, think about the sorts of activities you have planned during your trip to Pickering and bring versatile pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, look up style blogs or relevant social media accounts. Daytime temperatures during January, Pickering's coolest month, average -5ºC. July marks this destination's warmest month when the average temperature reaches 21ºC. Our top tip? Take the guesswork out of what to pack and check the local weather conditions.

What does an Expedia Pickering holiday include?

Hotels, flights and a reliable car for your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to creating your Pickering getaway, you're in control! Expedia features all sorts of properties, with the most popular in Pickering including private holiday homes and apartments. With Expedia, you'll always enjoy the flexibility and freedom to personalise your holiday however you want.

Does Expedia offer Book Now, Pay Later Pickering holidays?

We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits best during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Browse our flexible payment options below: Pay monthly holidays : If paying small amounts each month is what works best for you, Klarna offers just that! Paying in several transactions will make your getaway dreams come true. No-deposit holidays : If not paying upfront for your getaway makes pressing that "book now" button more stress-free, opt for a no-deposit holiday plan from Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Pickering Expedia holiday?

Yes — that's the beauty of an Expedia holiday package. You get to choose. We have more than 400 airline partners all over the world, so you have loads of choice when organising your Pickering getaway.

Pickering Holidays 2025 from $587

Top Pickering Flight + Hotel Deals

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

Cityplace Executive Suites

Downtown Toronto

Save 100% on your flight

per person

8 Oct - 15 Oct

found 16 hours ago

Return flight included

London (LHR) to Toronto (YYZ)

8.8/10 Excellent! (17 reviews)

Know what you’re getting. Yes, this is a condo and that is well spelled out. However, you need to walk two blocks to get the key out of a lockbox in a convenience store which is not communicated to you until 24 hours before check-in - and return it there - likely while hauling your bags. It is NOT two bedrooms - it is one bedroom with sliding cardboard dividers in what should be the dinning area. Also, according to the security, the building is about 30% short term rental so a lot of people are coming and going around check-in and check-out times, so be prepared to wait 15 minutes or more for the elevator (up or down) - yes, 15 minutes. The unit was not well stocked, it had coffee pods but not a coffee machine that accepted pods. The towels were a hodgepodge mix of old towels and the overall cleanliness left much to be desired. But if you’re going to a blue jays game or the CN Tower, it’s very close

Reviewed on 27 Jul 2025

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

per person

8 Oct - 15 Oct

found 16 hours ago

Return flight included

London (LHR) to Toronto (YYZ)

9.4/10 Exceptional! (565 reviews)

Fantastic overall experience. Will be back.

Reviewed on 22 Jul 2025

GLOBALSTAY. Modern Downtown Apartments

Downtown Toronto

Save 100% on your flight

per person

13 Oct - 20 Oct

found 18 hours ago

Return direct flight included

London (LGW) to Toronto (YYZ)

7.8/10 Good! (280 reviews)

Nice, clean, and fully equipped apartment. There was only one key avaliable for a 3 person reservation.

Reviewed on 31 Jul 2025

GLOBALSTAY. Elegant Downtown Apartments

Downtown Toronto

Save 100% on your flight

per person

13 Oct - 20 Oct

found 18 hours ago

Return direct flight included

London (LGW) to Toronto (YYZ)

7.2/10 Good! (351 reviews)

You get what you pay for. This is not a 5 star property but it was 1/5 of the cost of a hotel for a family of 5 in Downtown Toronto. This is equivalent to an air bnb. Check in is done via email and over the phone. I checked out on Sunday morning and received my deposit back exactly 7 days later via PayPal with no hassle. The unit was not the one in the picture and had been flooded in the past and never repaired. The floor was damaged and the baseboards were swelling. The bed sheets were clean and the A/C worked

Reviewed on 25 Jul 2025

GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

Downtown Toronto

Save 100% on your flight

per person

13 Oct - 20 Oct

found 18 hours ago

Return direct flight included

London (LGW) to Toronto (YYZ)

8.2/10 Very Good! (783 reviews)

Excellent location for exploring Toronto! And loved having access to a full kitchen. The property and the room was ok but really needs a refresh. If you are there in the summer, know that the a/c in the building is capped at 22.5 degrees celsius

Reviewed on 27 Jul 2025

Things to do in and around Pickering

Pickering, Ontario, offers a delightful mix of activities for city-themed, family, and romantic getaways. Visitors can enjoy a variety of attractions, including resorts and shopping centres. Ideal for day trips and weekend getaways, Pickering is also a gateway to exploring North Yorkshire, with exciting day trips and scenic nature trails awaiting discovery.

Shopping

In Pickering, explore local gems like Luke Andrews Wood Sculptures for unique gifts. If you're up for a drive, visit Scarborough Town Centre, a vibrant shopping hub 16.1km away, or the Oshawa Centre, located 17.7km away, offering a variety of shops and entertainment options.

Recreation

Experience the Scarboro Golf and Country Club, where you can enjoy a round of golf amidst beautiful outdoor settings. For a dose of culture and entertainment, catch a show at the Herongate Barn Theatre, perfect for a romantic night out or family fun.

Adventure

At Skyloft Ski Resort, revel in thrilling skiing adventures set against picturesque landscapes, located 20.9km from Pickering. Experience family fun at Defcon Paintball, an exciting arcade adventure zone, also 20.9km away. Don’t miss the charming Pride of Canada Carousel, 19.3km from Pickering, for a delightful ride.

Nightlife

Pickering boasts a vibrant nightlife with a mix of pubs and bars. Visit The Keg for a delightful steak dinner and enjoy cocktails at The Fox on Brock. For live music, check out the local scene at the nearby venues, creating a lively atmosphere for a fun evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Pickering

Pickering, Ontario, is an ideal destination for a city-themed, family, or romantic getaway, featuring attractions such as urban parks, modern colleges, and botanical gardens. Visitors can explore the scenic Pickering Beck and historic Pickering Castle, which offer engaging experiences for families and outdoor enthusiasts alike. Don't miss the opportunity to immerse yourself in the local charm and vibrant community during your visit.

Centennial College: Experience the vibrant atmosphere of Centennial College, a modern institution located 12.9km from Pickering. With its contemporary architecture and diverse student body, this college offers a unique glimpse into Canadian education and culture.
Morningside Park: Just 11.3km away, Morningside Park is an urban oasis perfect for families and outdoor enthusiasts. Enjoy walking trails, picnic spots, and recreational facilities amidst a beautiful natural setting that enhances the city vibe.
Aga Khan Museum: Situated 24.1km from Pickering, the Aga Khan Museum showcases an impressive collection of Islamic art and culture. Immerse yourself in the rich heritage and stunning architecture, making it a cultural gem worth visiting.

Best time to go to Pickering

The best time to visit Pickering is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	23.0°F (-5.0°C)	Light Rain	Mostly	Slightly Low	Slightly Low
February	23.4°F (-4.8°C)	Light Rain	Mostly	Average	Slightly Low
March	32.0°F (0.0°C)	Light Rain	Mostly	Average	Average
April	42.3°F (5.7°C)	Light Rain	Mostly	Average	Average
May	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
June	63.5°F (17.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	70.2°F (21.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	69.6°F (20.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	63.3°F (17.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	51.4°F (10.8°C)	Light Rain	Mostly Sunny	Average	Average
November	39.7°F (4.3°C)	Light Rain	Mostly	Slightly Low	Average
December	30.7°F (-0.7°C)	Light Rain	Mostly	Slightly Low	Slightly Low

Tips to save on your trip to Pickering

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Pickering.
Consider traveling to Pickering during the low season (December to February) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	English
Currency	Canadian dollars
Closest Airport	Billy Bishop Toronto City Airport (YTZ)
Population	87,800
Max Temp Winter	-1.11ºC
Max Temp Summer	24ºC
Top Sights	Herongate Barn Theatre, Whitby History Museum & Childrens Centre and Deer Creek North Golf Course

Language

English

Currency

Canadian dollars

Closest Airport

Billy Bishop Toronto City Airport (YTZ)

Population

87,800

Max Temp Winter

-1.11ºC

Max Temp Summer

24ºC

Top Sights

Herongate Barn Theatre, Whitby History Museum & Childrens Centre and Deer Creek North Golf Course

Top hotels in Pickering

Pickering Casino Resort Hotel

888 Durham Live Ave, Pickering, ON

Fully refundableReserve now, pay when you stay

£87

1 Sept - 2 Sept

includes taxes & fees

8.8/10 Excellent! (3,030 reviews)

"Very clean hotel"

Reviewed on 1 Aug 2025

Chelsea Hotel, Toronto

33 Gerrard St W, Toronto, ON

Fully refundableReserve now, pay when you stay

£147

28 Aug - 29 Aug

includes taxes & fees

8.2/10 Very Good! (11,769 reviews)

Great location

"Location was perfect, service very good , rooms a bit older needs some work, walkable to restaurants and shopping. Parking expensive. Hotel very recommended."

Reviewed on 1 Aug 2025

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street, Toronto, ON

Fully refundable

£163

4 Aug - 5 Aug

includes taxes & fees

8.4/10 Very Good! (4,365 reviews)

"Staff overall good. Breakfast lounge very busy. Had to skip breakfest one day. Staff unaware that parking ticket had to be validated daily."

Reviewed on 1 Aug 2025

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.