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Trip Ideas

There are so many different ways to explore Caledon: on foot, by bike, by car...horse or skis. Here are some ideas to spark your interest.

Hiking on Caledon trails in winter
Rediscover Winter

Let the rolling hills of Caledon transport you to a gorgeous winter playground in the countryside. Caledon is one of the GTA's best kept secrets; a rural escape that's so close to the city but...

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Hiking on Caledon trails in winter
Carollers in Downtown Bolton
Caledon's Can't-Miss Christmas Events

Your go-to guide to some of Caledon's 2022 holiday season events and markets.

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Carollers in Downtown Bolton
The Happiest Christmas Tree - 4 Places to Pick Yours

Brighten up your home with a real Christmas tree this year! Not only do Christmas trees bring a wonderful scent to your home, but they also help support local farmers and the environment.

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Caledon Winter Bucket List: 10+ Activities to Make the Most of Winter

Make the most of winter in Caledon with this epic bucket list to give you inspiration!

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A band dressed as Santa Claus marches in a parade
Light Up Caledon

The days may be growing shorter, but there is plenty happening throughout the town to brighten up the dark, snowy evenings as we head into the holiday season.

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A band dressed as Santa Claus marches in a parade
Hand up in sunroof of car
Day Trip to Caledon through Cheltenham, Inglewood, & Caledon East

The first in our series of must-do Caledon road trips - explore Cheltenham, Inglewood and Caledon East!

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Hand up in sunroof of car
Introducing the First-Ever Caledon Art Crawl

This summer, the Town of Caledon is hosting its first ever Caledon Art Crawl and you don’t want to miss it! The event is taking place on Saturday, August 13th at the Caledon East Park.

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Beer and cider cans alongside can carrier
What's In Your #CaledonCraft 6-Pack?

Plan a road trip to build a 6-pack of Caledon's craft beers and ciders!

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Beer and cider cans alongside can carrier
Apples in a basket
How Do You Like Them Apples?

It's that time of year! Apples are in season in Ontario, and we have lots of great places to visit to get your fix.

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Apples in a basket
pumpkin patch
Gourd Vibes Only

Pumpkin patches abound in the hills of Caledon! This is your ultimate guide to choosing where to go.

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pumpkin patch
leaves on ground
Fall for Caledon's Driving Routes and Insider Tips

Read along for links to our favourite fall driving routes and tips to make the most of your visit to Caledon.

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leaves on ground
Caledon’s Best Apples – and What to Do With Them

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5 Caledon Coffee Shops to Explore This Fall

Who doesn’t love the cozy atmosphere of a coffee shop on a chilly autumn day? And there’s just something extra special about these five coffee shops in Caledon!

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