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Upcoming Events

Now-June 28th
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Wanderlust Art Show at Headwaters Arts

Headwaters Arts is thrilled to present Wanderlust, the fourth members’ exhibition of the year. Running from May 27 through June 28, 2026, in the Headwaters Arts Gallery in the Alton Mill Arts Center, this exhibition showcases a deeply diverse collection of emotional, colourful, and moving works by 32 talented member artists. Expressing their own unique paths and “defiant dreams,” the artists utilize a wide variety of mediums including oil, watercolour and acrylic paintings, ceramics, painted stone, photography, wood, fibre, and mixed media.

June 26th
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Rustic Ranch Recharge

Step away from the stress and into the serene beauty of Rusty Jade Ranch at their Summer 2026 Ranch Recharge. Set against the backdrop of rolling hills and sweeping views, this unique retreat is designed to help you slow down, take time, and reconnect. Join the ranch on June 26th from 9:00 am to 3:00 pm to experience first-hand the therapeutic potential of horses. The day includes equine exercises, mindful moments in nature, a local catered lunch, and a horse trail ride (weather dependent).

July 1st
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Caledon Canada Day and Strawberry Festival

Join the Caledon Agricultural Society on Canada Day for the annual Strawberry Festival. Featured events include a vendor village, classic car show, BBQ, all day strawberry breakfast, food booth, entertainment and more!

July 1st
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Downey's Farm Canada Day Strawberry Festival

Celebrate our country with some berry good farm fun! The Downey's Farm Canada Day Strawberry Festival will include a pancake breakfast (advance ticket required), entertainment, fun in the Farmyard Play Area, and fresh strawberries all day long! Don't forget to stop in the Farm Store for strawberry donuts, homemade pies and more for a taste of summer. See below for advanced online tickets and more info.

July 1st-August 3rd
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Wonder in the Woods at Headwaters Arts

Headwaters Arts is thrilled to present their next exhibition, Wonder in the Woods. A journey through the woods is a time to explore, enjoy the solitude and get closer to nature. This creative Headwaters Arts member’s group, featuring wood turning artists Lucy and Lawrence Kristan, abstract painter Marnie Cooke and wildlife photographer William Mitchell, will present an exciting multimedia exhibition in the Headwaters Arts Gallery at the Alton Mill Arts Centre. It runs on Wednesday to Sundays, from July 1 - August 3rd. Stop by on July 5, from 1-4pm to meet the artists at the Artist's Reception.

July 5th
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Ranch Day

Join Rusty Jade Ranch for an unforgettable afternoon at Ranch Day 2026 on Sunday, July 5th from 3–6 PM — a family-friendly celebration of ranch life and community! Enjoy exciting drill team demonstrations, interactive games, and a welcoming market featuring local vendors. It’s the perfect day to explore the ranch, connect with the community, and experience the spirit of the West.

July 11th-July 12th
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Spirit Tree Outdoor Artisan Market

Enjoy a cider in Spirit Tree's outdoor Cider Gardens while soaking in the lively atmosphere around you. Listen to live music as you shop over 20 local vendors displaying their handcrafted goods, including jewelry, candles, wood products, beauty products, clothing and more! Round out your visit with lunch in the Bistro, or take home a fresh-baked treat from the Farm Shoppe.

July 18th
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RCMP Musical Ride

The RCMP Musical Ride comes to Caledon! This iconic Canadian performance showcases the skill, precision, and tradition of the RCMP as riders and their horses perform intricate cavalry drills and choreographed formations set to music. Featuring riders in the famous Red Serge uniform, the Musical Ride is one of Canada’s most recognized cultural experiences and a rare opportunity to witness a piece of Canadian heritage live. Grab your tickets below!

August 14th
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Midnight Madness Bolton

This year marks an incredible milestone: the 50th Anniversary of Midnight Madness, and you’re invited to be part of the celebration! For five decades, Midnight Madness has brought Caledon together for one unforgettable night of fun, food, entertainment, and family memories — and this year will be bigger and better than ever. What to expect: food trucks, vendor marketplace, kids fun zone, live music all night and much more! The event will run from 6-11pm.

August 15th
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Badlands Brewing 9th Anniversary Celebration

It's Badio season! Join Badlands Brewing on the patio at their 9th Anniversary Celebration from 12pm-7pm. The day will include food, live music and the release of 10 brand new beers! 

August 22nd
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Albion Hills Mud Hero Race

Get down and dirty in Caledon's rolling hills, with the 2026 Mud Hero Race at Albion Hills Conservation Park. Trek 6km through mud and different obstacles. No experience required (ages 12+). You'll get to experience Caledon in a whole new way. Enjoy a live DJ, food vendors, and beer garden. Friends and family are welcome to join as spectators! 

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