Embrace the summer sun with this handpicked list of 10 must-try activities in Caledon! We have adventures for every personality, from beer to paddling, golf, horseback riding and much more. Get ready to make the most of this season and cross these excursions off your bucket list!

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‍1. Sip on a Patio

Did someone say beer crawl? Caledon is home to four incredible craft breweries: GoodLot Farmstead, Caledon Hills, Badlands and Sonnen Hill. And let’s just say...ALL of them are a must-visit. With unique offerings at each and food that’s to die for, organizing a beer crawl through our rolling countryside will have you buzzing with good vibes. So grab your crew, map your route, and toast to an epic day. Please remember to drink responsibly and bring a designated driver.

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2. Launch Your Paddle

Thought you couldn’t paddle anywhere in Caledon? Think again! Caledon may be known for our rolling hills and farmland, but we have a little secret for you water lovers. Ken Whillans Conservation Area is our favourite spot to launch a kayak, canoe or paddle board! Bring your own or rent one at the park’s reservation page here. Ken Whillans is also popular for fishing, hiking and birdwatching. A trip here is a must-do activity for your summer bucket list. Note: Rentals are weather dependent and include a lifejacket, safety kit and paddles.

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3. Dance in the Sunflowers

Summer isn’t complete without an annual trip out to the sunflower fields! These babies bloom between late July and mid August, making it a great option for a mid-summer family excursion. Caledon has three options: Davis Family Farm, Campbell’s Cross Farms and Dixie Orchards. Roam through acres of fields in the sun, while making memories and snapping a few pics!

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4. Pick-Your-Own Strawberries

“PYO” season has officially arrived! Pick-your-own berries are offered at two farms in Caledon: Downey’s Strawberry and Apple Farm and Rock Garden Farms. Perfect for family outings, these berry-picking adventures offer a sweet way to spend a sunny day outdoors. The best part? The fun continues at home! Whether you decide to eat them fresh, bake a pie or make jam, it’s up to you on how you’d like to enjoy them. Get ‘em quick before the season ends, usually in late July.

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5. Tee Off in our Rolling Hills

We’re still buzzing from hosting the 2026 RBC Canadian Open, so it only makes sense that golf is one of our top 10 activities you have to do in Caledon this summer. Tee off at one of our many golf courses for a day filled with challenging holes, scenic landscapes and laid back vibes. Grab your clubs, soak up the sunshine, and see why Caledon’s golf scene is truly a summer standout.

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6. Saddle Up for an Adventure on Hooves

The stables are calling! Summer is the perfect season to saddle up and hit the trails, with warm breezes, golden fields, and rolling hills. There’s no better way to soak up the sunshine and reconnect with nature than on horseback. Whether you're a pro rider or trying it for the first time, Rusty Jade Ranch and Teen Ranch offer guided rides through some of Caledon’s most scenic landscapes. Embrace the adventure and enjoy the ride!

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7. Hike to Rushing Waterfalls

Chasing waterfalls is a summer classic. Enjoy a leisurely stroll through Belfountain Conservation Area, to view the waterfall from a suspension bridge. Though there are hiking trail options within the park, you won’t have to walk too far to get to the falls. Belfountain is a great option if you’re looking to mix nature with relaxation. For a bigger waterfall adventure, we recommend Forks of the Credit Provincial Park. Hike the Meadow Trail, connecting to the Dominion Trail and you’ll end up with a magnificent view of Cataract Falls. Along the way, you’ll journey through open meadows, escarpment views, forest, and follow along the Credit River. If you’re really feeling bold, you can visit both in one day! The parks are only a 10 minute drive from each other. Just remember to plan out your day in advance, as online reservations are highly recommended! 

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8. Cycle our Country Roads

If life sounds better on two tires, this one’s for you! With winding roads, scenic farms, public art and charming cafes along the way, there’s no shortage of cycling adventures around here. For cycling routes all over Caledon, check out our Ride With GPS page here. Bonus: for tune ups, servicing, and gear, check out Caledon Hills Cycling and Lynx and Hare Cycles.

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9. Visit a Farm Shop

Your bucket list in Caledon isn’t complete without a visit to one (or all) of our charming farm shops. You’ll find the freshest Ontario-grown fruits and veggies, along with local honey, eggs, baked goods, pickled treats, and so much more. While you’re there, be sure to say hi to the animals and check if there’s a seasonal event happening...it’s all part of the experience!

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10. Take a Scenic Sunset Drive

Windows down, cotton candy skies and good company. A scenic sunset drive is a right of passage during summer. We may be biased, but we like to think that Caledon has some of the best sunsets in the GTA. There’s no shortage of colourful views, next to the open farm fields and scenic roads. We saved this one for last, and here’s a little cheat code: spend a full day in Caledon, and on your way back home, you’ll easily check this one off the list! Please remember to follow all road signs, and do not park unpermitted. 

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