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…

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…

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.

Boo! on Broadway & Beyond

Downtown Orangeville
Community

We’re celebrating Halloween all month long! With spooky sidewalks and an authentic Haunted Walking Tour running thru Oct 31, Downtown Orangeville is truly a spooktacular Halloween destination! Of course, it wouldn’t be Halloween without Boo! on Broadway & Beyond. The streets will be closed to traffic and transformed into one giant Halloween playground with dozens…

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…

$20 – $28

Caledon Horse Tack Swap – Fall 2026

Caledon Fairgrounds 18297 Hurontario St.,, Caledon Village
Community

Two buildings of new and used horse equipment for sale: Caledon Village Place (lower level) and the Agricultural Hall on Caledon Fairgrounds. For further information please see the website or…

Spooktacular at the Booseum

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

Create a unique creature using abstract art techniques. Don’t forget to also check out the trick-or-treat event happening in downtown Brampton for even more Halloween fun!

Quilts at the Park

Quilts at the Park
Monora Park Pavilion 500 Monora Park Dr, Mono
Arts & Letters

Quilt Show - A celebration of creativity and the timeless art of quilting. Displays and quilted items, members' boutique, raffle, lunch cafe and vendors.

$10

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…

The Power of Grey by Karen Brown Encaustics

The Power of Grey by Karen Brown Encaustics
Headwaters Arts Gallery 1402 Queen St, Alton
Arts & Letters

The Power of Grey invites visitors to pause, look closely and discover the beauty found between black and white. In this solo exhibition, artist Karen Brown brings together layered encaustic paintings, mixed-media works, sculptural ceramics and tactile listening stones. Inspired by nature and the complexity of lived experience, the exhibition explores grey as a place…

Free

Amazing Race Clearview: Small Halls Edition – Ages 19+

Creemore Station on the Green 10 Caroline St East, Creemore, ON
Outdoor

Get ready for an action-packed adventure across Clearview! Gather your team, race from stop to stop, tackle exciting challenges and compete for prizes, glory and ultimate bragging rights. When the excitement winds down, celebrate with fellow teams over delicious food from The Cupcake Queen, great conversation and prize giveaways. Whether you're in it to win…

$50

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…

Fall Wagon Rides at Terra Cotta Conservation Area

Terra Cotta Conservation Area 14452 Winston Churchill Blvd, Halton Hills
Outdoor

Explore the stunning fall forest! On this interactive guided tour, participants will experience the beauty of autumn and learn about the intriguing transformations that occur in nature. What to Know Wagon rides are by group reservation only. You can include up to 20 people per reservation for your ride. Regular admission applies at the gatehouse…

$60

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…

Free

Caledon Seniors Centre Lunch & Bid Euchre Tournament

Caledon Seniors Centre 7 Rotarian Way, Bolton
Community

Menu is lasagna, garlic bread, Caesar salad and lemon dessert. Check-in 11:30am, lunch at noon. Tournament starts 1pm. There will be prizes, door prizes and much more! Lunch and tournament $20; lunch only $16; tournament only $15. Call to register by Oct 15.

Whole Village Orientation

Whole Village Orientation
Whole Village 20725 Shaws Creek Road, Caledon
Community

Whole Village's orientation is held several times a year. Meet some of the members of our group, tour the farm and ecoresidence. For more events including work bees, please visit…

$10

Fashion Illustration

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

Join Jacqueline Halstead for an engaging exploration of African textile traditions and fashion history. Using patchwork painting techniques participants will create an original mood board while learning how pattern, colour and fabric can express culture, identity and storytelling.

Yarn in the Barn: Stash Swap

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

Join us for an evening of all things yarn! Explore textile craft demos, enjoy refreshments, and bring up to three skeins of yarn to swap with fellow yarn enthusiasts. $5

Barn Dance at High Country United Church

High Country United Church 346255 15 Sideroad, Mono
Music

Come out and enjoy our barn dance featuring Greg Holmes and Friends. $25; children 12 & under $10. For tickets: Call 519-941-0972, email [email protected], or order online at https://ticketscene.ca/venues/5388/. Light refreshments included.

$25

Queen Milli of Galt: A Staged Reading – Ages 19+

Dunedin Village Hall 8994 County Rd 9, Dunedin
Outdoor

Queen Milli of Galt by Gary Kirkham Bursting with heart and a generous dose of humour, Queen Milli of Galt is a witty and touching exploration of unexpected love based on a true story. In 1972, the Duke of Windsor (formerly King Edward VIII) dies in exile at the age of 78. Two weeks later,…

$30