Things To Do in Pickering for the Fall

As August comes to a close, summer is officially winding down. However, even as temperatures begin to cool for the year, there are still plenty of enjoyable fall activities waiting for you near Pines Ridge. From nearby attractions like ghost walks at the Pickering Village Museum to city-hosted events like the Fall Fling, there’s no shortage of exciting activities in Pickering throughout the season!

Nearby Attractions

Pickering Village Museum

Immerse yourself in Pickering’s history at the Pickering Village Museum, where you can engage in fun and interactive activities, including escape rooms and workshops. Take a picturesque tour of Pickering’s lush forests and gardens with their Fairy Tour, or embrace the spooky season with their Pickering Ghost Walk. Whether you’re visiting with friends or bringing your kids along, there’s an activity for everyone to enjoy at the Pickering Village Museum.


Rouge Urban Park

Conveniently situated near Pines Ridge, enjoy the gradual transformation of Rouge Park‘s trees from vibrant shades of green to the rich hues of red, orange, and brown that define the fall. These vividly coloured trees are a sight to behold along Rouge Park’s numerous trails. Whether you opt for a hike or a bike ride through Rouge Park this autumn, you’re sure to relish the serene atmosphere offered by these wooded trails.


Pingle’s Farm Market

When it comes to capturing the essence of fall, nothing compares to apple orchards and pumpkin patches. Just a short drive away from Pines Ridge, Pingle’s Farm Market is the place to be for some autumn fun. From September to the end of October, you can enjoy Pingle’s annual Harvest Festival. Revel in their corn maze, wagon rides, fall-inspired menu, live music, and the opportunity to pick your own apples and pumpkins.


City Events

Throughout Pickering, a plethora of events await you during the fall months, from celebrating Pickering’s community culture at Culture Fusion to supporting local businesses at the Farmer’s Market, and embracing the season at the Fall Fling!


Cultural Fusion Fair

September 9th – Esplanade Park

With nearly 100,000 residents, Pickering is home to a vibrant community representing a variety of backgrounds and cultures. The Cultural Fusion Fair is a celebration of this diversity, featuring live concert performances, food vendors, artisan pop-up shops, and even a fashion show! Head to this fair to try out new cuisines, or learn about the different communities in your neighbourhood!


Farmer’s Market

August 29th – October 3rd – Chestnut Hill Developments Recreation Complex

Show your support for local businesses while enjoying fresh produce at the Pickering City Centre Farmers’ Market. Running from August 29th to October 3rd at the Chestnut Hill Developments Recreation Complex, this market will feature vendors selling a variety of goods, including produce, baked items, meats, and more.


Fall Fling

October 21st & 28th – Millennium Square

Give autumn a warm welcome at the Fall Fling! Bring the whole family for some thrilling fall fun, including miniature train rides, live music, and vibrant autumn-themed decorations against the picturesque backdrop of the Pickering Waterfront.


Register today for Pines Ridge!

As the days grow shorter and the air becomes crisper, there’s no need to mourn the end of summer. Whether you’re exploring the enchanting trails of Rouge Park, getting lost in the festivities of Pingle’s Farm Market, or enjoying Pickering’s Fall Fling, embrace the beauty and excitement that fall brings to Pines Ridge and Pickering. Learn more about this exclusive community where luxury is defined in Pickering. From luxurious 45’ & 50’ singles, register today for Pines Ridge!

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