Pickering Holidays

Photo by Eric & Kristy's Adventures
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Things to do in and around Pickering

Pickering, Ontario, offers a delightful blend of urban charm suitable for family, romantic, and city-themed vacations. Visitors can explore scenic spots, enjoy various entertainment options, and participate in the Gruffalo orienteering course. The area also hosts vibrant music nights, alongside shopping at popular malls and centres, ensuring a well-rounded experience that caters to all interests.

Shopping

In Pickering, you can shop at Luke Andrews Wood Sculptures for unique gifts. If you're up for a drive, Scarborough Town Centre offers a vibrant shopping experience with entertainment and dining, while Pacific Mall features a variety of shops and family-friendly attractions, located slightly further afield.

Recreation

Explore the Markham Pan Am Centre for an invigorating sports experience, just 17.7km from Pickering. Enjoy outdoor activities at Deer Creek North Golf Course, perfect for a refreshing round of golf. For a serene escape, visit Lynde Shores Conservation Area, 14.5km away, where you can unwind in nature.

Adventure

At Canadian Tire Motorsport Park, experience the thrill of motor racing with high-speed events that ignite the adrenaline. Skyloft Ski Resort invites you to glide down pristine slopes, perfect for skiing enthusiasts. Meanwhile, Goodwood Kartways offers exhilarating karting experiences, perfect for those seeking adventure on the track.

Nightlife

Experience the charm of Pickering's nightlife at Herongate Barn Theatre for a delightful mix of culture and romance. For a cinematic escape, Cineplex Cinemas offers the latest films in a cozy setting. If adventure is your desire, Defcon Paintball, just 20.9km away, promises thrilling fun with friends.

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

Find the best attractions near Pickering

Pickering offers a delightful blend of family-friendly, romantic, and urban experiences. Visitors can explore urban parks, a modern college, and a charming botanical garden. Don't miss the scenic Pickering Park and nearby attractions, including the historic Pickering Castle. For a taste of home, Chinatown Singapore is also within reach, making it an ideal destination for those seeking a vibrant city experience combined with outdoor adventures.

  • University of Toronto Scarborough: Discover a vibrant campus that blends modern architecture with a diverse academic atmosphere. The university offers stunning views and engaging cultural events, making it a great spot for both learning and leisure.
  • Scarborough Crescent Park: Enjoy a peaceful retreat in this urban park, perfect for families and outdoor enthusiasts. With its scenic trails and picnic areas, it's an ideal place to unwind while soaking in the city vibes.
  • Ontario Science Centre: Immerse yourself in a world of discovery at this interactive science museum. With hands-on exhibits and engaging activities, it's a fantastic destination for families looking to spark curiosity and creativity.

Best time to go to Pickering

The best time to visit Pickering is dependent 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 cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.0°F (-5.0°C)Light RainMostly CloudySlightly LowSlightly Low
February23.4°F (-4.8°C)Light RainMostly CloudyAverageSlightly Low
March32.0°F (0.0°C)Light RainMostly CloudyAverageAverage
April42.3°F (5.7°C)Light RainMostly CloudyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June63.5°F (17.5°C)Light RainMostly SunnySlightly HighSlightly High
July70.2°F (21.2°C)Light RainMostly SunnySlightly HighAverage
August69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
September63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly High
October51.4°F (10.8°C)Light RainMostly SunnyAverageAverage
November39.7°F (4.3°C)Light RainMostly CloudySlightly LowAverage
December30.7°F (-0.7°C)Light RainMostly CloudySlightly LowSlightly Low

Booking tips and Expedia advantages for Pickering

To save money on your trip to Pickering, consider visiting between December and February when hotel prices drop. Sundays are the least expensive days to stay, while Saturdays are the priciest. Use Expedia to filter hotels by budget and preferences, such as Eco-certified options for sustainability. You can further maximise savings by bundling your hotel, flights, and activities in one package. Look out for booking deals, special offers, and compare prices to ensure you get the best value for your stay.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pickering are December to February, where the prices are slightly lower. This is in comparison to June and August to September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pickering is Sunday. The most expensive day to stay in Pickering is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Additionally, you have the option to refine your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations that are available for booking.
  • Consider bundling your trip: You can enjoy savings by combining your hotel reservation in Pickering with your flights and activities through an Expedia package.

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$154 per night from 2 Nov to 3 Nov
S$154
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (3,553 reviews)
Good staff

Reviewed on 28 Oct, 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$222 per night from 16 Nov to 17 Nov
S$222
16 Nov - 17 Nov
includes taxes & fees
8.2/10 Very Good! (12,825 reviews)
The location was perfect for me, the area is busy

Reviewed on 28 Oct, 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$153 per night from 2 Nov to 3 Nov
S$153
2 Nov - 3 Nov
includes taxes & fees
7.4/10 Good! (6,198 reviews)
Great staff... clean rooms.. Decent bar with good seating wouod definitely stay again.

Reviewed on 30 Oct, 2025

Toronto Don Valley Hotel and Suites
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

* 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.