Upcoming Events

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.

TPC Toronto at Osprey Valley in Caledon is thrilled to be the host of the 2026 RBC Canadian Open. The RBC Canadian Open is so much more than a sporting event. Canada’s National Men’s Open Golf Championship is a festival golf experience for spectators of all ages. The RBC Canadian Open has miles of front row seating. All tickets provide you access to the grounds and enable you to get an up-close look at your favourite PGA TOUR stars.

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Step away from the stress and into the serene beauty of Rusty Jade Ranch at their Spring 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 12th from 9:00 am to 4:00 pm to experience first-hand the therapeutic potential of horses. The full-day Rustic Ranch Recharge includes equine exercises, mindful moments in nature, a local catered lunch, and a horse experience which may be a guided ride on the private trails of our heritage farm (dependent on trail conditions). Half day option is also available from 9:00 am to 1:00 pm.

Bike the Creek is a FREE community event that raises awareness about the benefits of cycling and the importance of active transportation in building a healthy and sustainable community. Choose from one of six rides with varying degrees of difficulty, spanning the municipalities of Caledon, Brampton and Mississauga. Wrap up your ride with a BBQ, prize raffle and more fun!

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The Dr. Glow Experience comes to Caledon! Join Dr. Glow and Chainlink Disc Golf at Goodlot Farmstead Brewing Co. for a night of glow-in-the-dark disc golf on their newly expanded 18-hole course. GLOWLOT is a celebration of the course's growth from 14 to 18 holes — and they're lighting the whole thing up to mark the occasion. Tee off at 9:00 PM via shotgun start on a fully illuminated course at one of Ontario's most unique venues — an organic hop farm and solar-powered brewery in the heart of Caledon. Open to all skill levels. No experience required.

Join the Caledon Agricultural Society for the Caledon Fair! This weekend is jam-packed full of fun including live music, vendors, a classic car show, a welsh pony and cattle show, demolition derby, truck and tractor pull and much more. Come on down to learn what the agricultural scene in Caledon is all about!

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The Town of Caledon is excited to present the 17^th annual Caledon Day on Saturday, June 20^th, 2026 at the Caledon East Community Complex. Connecting our communities since 2008, this free community event brings together the best of Caledon and provides an opportunity to celebrate together as a community! Join us from 2 to 10 p.m. on June 20 for family fun including kid’s activities, local vendors, musical acts, fireworks and more.

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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).

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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!

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.

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.

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.

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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!

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! 

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!