Events for September 19, 2026

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173rd Brampton Fall Fair

BRAMPTON FALL FAIR
Brampton Fairgrounds 12942 Heart Lake Road, Caledon
Community

This is a long-standing community tradition bringing together families from across the region to celebrate agriculture, local food, entertainment and rural heritage through exhibits, livestock and family-friendly attractions. It features Homecraft competitions, a midway, marketplace and loads of food choices, along with a Friday night Taylor Swift tribute concert, Saturday Demolition Derby and Power Wheels…

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Ride to Remember and Renew

Wellington County Museum and Archives 0536 Wellington Rd 18, Fergus
Outdoor

Be part of something extraordinary at Aboyne Rural Hospice's and Elora Cataract Trailway's first ever fundraising cycling event. Funds raised support a new ten-bed hospice for rural Wellington County and…

Birding Workshop: Fall Migration

Mansfield Outdoor Centre 937365 Airport Rd, Mulmur
Outdoor

As the seasons shift, so do the birds. Wrap up the birding year with a fall migration workshop that highlights departing species, changing behaviours, and the quiet beauty of autumn…

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Orangeville Farmers’ Market

Orangeville Farmers’ Market
87 Broadway 87 Broadway, Orangeville
Community

Discover delicious, locally grown produce and meats, small-batch, ready-to-eat sweets and savouries, handcrafted goods and more! Just steps from Downtown Orangeville’s boutique shops and fabulous restaurants, it’s the perfect way to start your weekend. Vendors rotate so be sure to come often and explore our unique offerings!

Mulmur 175 End-to-End Challenge – All Ages

Mulmur 175 End-to-End Challenge – All Ages
Dufferin Hi-Land Bruce Trail
Outdoor

This 41.1 km journey follows the Dufferin Hi-Land section of the Bruce Trail, guiding hikers from Primrose to Lavender through some of Mulmur’s most scenic and storied landscapes. From rolling hills and hardwood forests to quiet country roads and escarpment views, the route reflects the deep connection between people and place that defines Mulmur. This…

Earth and Fire Clay Glass Event

Museum of Dufferin Airport Rd & Hwy 89, Mulmur
Arts & Letters

Ever wanted to try wheel throwing? Now’s your chance! ✨ Join us for beginner-friendly workshops led by ceramic artist Sandra Sobolewski from Claymore Ceramics. You'll get to try your hand…

Creemore Farmers’ and Craft Market

Creemore Farmers’ and Craft Market
Creemore Station on the Green 10 Caroline St East, Creemore, ON
Community

An outdoor market with food, beverages, crafts, produce and other items all locally made or grown. Community organizations will offer information weekly and local musicians will provide entertainment.

Earth & Fire Event (Facebook Post)

Earth & Fire: Clay and Glass Event

Museum of Dufferin Airport Rd & Hwy 89, Mulmur
Arts & Letters

This is a vibrant fusion of tradition and innovation where artisans and enthusiasts alike converge to explore the boundless possibilities of clay and glass as artistic and functional mediums. From…

Caledon Seniors Centre Bingo & Lunch

Caledon Seniors Centre 7 Rotarian Way, Bolton
Community

Menu is quiche, bun, salad and carrot cake for dessert. Check-in 9:30am, Bingo 10am, lunch at noon. Cost includes three Bingo cards, lunch and prizes! Bingo and lunch $22; Bingo only…

Downey’s Pumpkinfest

Downey’s Pumpkinfest
Downey's Farm Market 13682 Heart Lake Rd, Caledon
Kids

Fall comes alive at Downey’s Pumpkinfest! Gather your family and friends and head to the farm for a day filled with pumpkins, outdoor fun, great food, entertainment, and all the sights and sounds of the harvest season. Explore 40+ attractions, get lost in our A-MAZE-ING 8-acre corn maze, visit the farm animals, take a wagon…

$20 – $28

Culture Days Open-Air Discovery

Peel Art Gallery, Museum and Archives (PAMA) 9 Wellington St E, Brampton
Community

Join us on the lawn during the opening weekend of Culture Days and get hands-on with objects from our teaching collection. Weather dependent.

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Home & Heritage Photography Exhibition

Home & Heritage Photography Exhibition
Museum of Dufferin Airport Rd & Hwy 89, Mulmur
Arts & Letters

Featuring 30 photographers from across Canada, Home & Heritage explores the many meanings of home. Through powerful images the exhibition reflects diverse cultural perspectives shaped by food, tradition, community, family and friends, and the spaces we inhabit. Together these stories reveal how deeply personal — yet universally shared — the idea of home can be.…

Free

30th Annual Fall Festival Juried Art Show and Sale

30th Annual Fall Festival Juried Art Show and Sale
Alton Mill Arts Centre 1402 Queen St, Alton
Arts & Letters

Join us for the Opening Night Soiree of the Show and Sale on Sep 16, an all-inclusive ticketed evening celebrating art, artists and creativity in the Headwaters Arts Gallery/Alton Mill Galleries. The exhibit showcases 75 original works of art by 65+ ultra-talented Ontario artists in a variety of subject matter and mediums. The Show and…

$35

Alton Mill Dam Banners at PAMA

Alton Mill Dam Banners at PAMA
Peel Art Gallery, Museum and Archives (PAMA) 9 Wellington St E, Brampton
Arts & Letters

Alton Mill Dam (2025) is a large-scale outdoor installation of a direct-positive pinhole photograph by artist Risa Horowitz. Made with a handmade camera at Alton Mill Arts Centre, the image centres on the concrete dam where Shaw’s Creek was engineered to drive what became the longest-running water-powered mill on the Upper Credit River system. The…

Our Guiding Stories

Our Guiding Stories
Museum of Dufferin Airport Rd & Hwy 89, Mulmur
Community

Local Girl Guides are invited to submit artwork exploring the theme "What Guiding Means to Me." Selected works will be exhibited alongside historic Girl Guide artifacts and photos from the MoD's collection. Submission deadline: Oct 1

Fair Highlights Image

173rd Brampton Fall Fair

BRAMPTON FALL FAIR
Brampton Fairgrounds 12942 Heart Lake Road, Caledon
Community

This is a long-standing community tradition bringing together families from across the region to celebrate agriculture, local food, entertainment and rural heritage through exhibits, livestock and family-friendly attractions. It features Homecraft competitions, a midway, marketplace and loads of food choices, along with a Friday night Taylor Swift tribute concert, Saturday Demolition Derby and Power Wheels…

Maple Syrup Farm Experience & Tasting

Maple Syrup Farm Experience & Tasting
Elliott Tree Farm 9467 Erin East Garafraxa Townline, Hillsburgh
Outdoor

Tour the sugarbush, taste our award-winning syrups, try maple taffy over ice, visit the Maple Syrup Museum of Ontario, and enjoy our signature waffle and ice cream sandwich while learning about the history of maple syrup in Canada. What to Expect: Your Maple Sugarbush Tour & Tasting is a relaxed, guided 90-minute experience. Maple Syrup…

Tokens of Love

Tokens of Love
Womens Art Association of Canada, Toronto 23 Prince Arthur Ave., Toronto
Arts & Letters

Tokens of Love is an art show that reclaims the flower as a serious and personal subject. Historically dismissed as feminine and decorative, floral painting was one of the few genres women were "allowed" to pursue. In this series each bloom is based on real flowers gifted to the artist by loved ones, portraits of…

Free

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Culture Days: Explore Tamil Art

Peel Art Gallery, Museum and Archives (PAMA) 9 Wellington St E, Brampton
Arts & Letters

Discover the art of Kolam with Tam Fam Lit Jam. Learn its cultural significance, create designs together and share stories in a welcoming, intergenerational, queer-positive space celebrating Tamil traditions and…

Arts by the Pond

Hillsburgh Library 9 Station Street, Hillsburgh
Arts & Letters

A celebration of arts and the environment presented in collaboration with Tree Trust Erin, this event merges the arts with the environment to create a vibrant cultural celebration. Experience a…

Free
Oktoberfest Instagram Post

Orangeville Oktoberfest

Mill Street Orangeville 1 Mill Street, Orangeville
Community

Oktoberfest returns to Downtown Orangeville! Downtown Orangeville, Taphouse Craft Beer + Kitchen, and The Hometown Market Orangeville are coming together to bring you Oktoberfest on Mill! Experience a taste of Bavaria in the heart of Orangeville as Mill Street comes alive with an afternoon and evening of great food, live music, local shopping and festive…

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Plein Air Paintout at Arts By The Pond

Hillsburgh Library 9 Station Street, Hillsburgh
Arts & Letters

Grab your easel and capture the beauty of Hillsburgh outdoors. Whether you're a seasoned painter or picking up a brush for the first time, join a friendly day surrounded by…

Nottawasaga Handweavers & Spinners Guild Monthly Meeting

The Gibson Centre for Community, Arts and Culture 63 Tupper St W, Alliston
Arts & Letters

Join us at our monthly meeting (topic tba). We are a supportive fibre arts community, learning together about spinning, weaving, dyeing, felting and more. Check our website or contact us…

One-Act Showcase

One-Act Showcase
Caledon Townhall Players 18365 Hurontario Street, Caledon
Theatre & Film

Experience several shows each night on the same stage! At the heart of one-act plays lies the magic of theatrical synthesis: they are known for the ability to tell powerful stories and convey deep emotions in a short storyline. Put simply– big stories in small packages. Enjoy a night of small dramas and BIG entertainment.…

GoodGrass 2026

GoodGrass Old School Jamboree

Everdale 5812 Sixth Line, Hillsburgh
Music

The 4th annual shindig at Everdale Farm, featuring some of Ontario's best bluegrass musicians alongside different genres of music!

$59
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Dayna Reid – Ages 12+

Duntroon Hall 9025 County Road 91, Duntroon
Music

Dig out your cowboy hat and boots for an incredible night of country music with a genuine Simcoe County talent. Dayna Reid will bring her powerhouse vocals and one-of-a-kind lyrics. The evening will kick off with a rousing round of line dancing, followed by an opener (TBA) leading up to the main act, Elmvale’s own…

$50

Filthy Rich

Filthy Rich

Filthy Rich
Century Church Theatre 72 Trafalgar Rd, Hillsburgh
Theatre & Film

A fast-paced, award-winning comic thriller, written in a dramatic film noir style. Satirizing the self-possessed, tough-guy stereotype of classic detective novels, the protagonist is Tyrone Power, a washed-up writer turned detective. The witty dialogue and nonstop action will keep audiences on the edge of their seats. Will Tyrone find his man before it is too…

$25

One-Act Showcase

One-Act Showcase
Caledon Townhall Players 18365 Hurontario Street, Caledon
Theatre & Film

Experience several shows each night on the same stage! At the heart of one-act plays lies the magic of theatrical synthesis: they are known for the ability to tell powerful stories and convey deep emotions in a short storyline. Put simply– big stories in small packages. Enjoy a night of small dramas and BIG entertainment.…