Welcome to the Giddy Up Gang!
Join us in celebrating the spirit of horseback riding in Chesterville, Ontario. Experience the thrill of the ride and the warmth of our community.
Join The Herd
Come say hi at our next event, follow along on social, or reach out to get involved—we’d love to have you along for the ride!
Our Story
Founded in 2025, the Giddy Up Gang is a community-first group dedicated to hosting fun, affordable horseback riding events for riders in and around Chesterville, ON.
Whether you’re brand new to the saddle or have years of experience under your boots, we’ve got a place for you. Our events are designed for all skill levels and riding styles in a welcoming, low-pressure environment.
What makes us different?
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We focus on fun over formality
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We build a positive, respectful community
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We cheer each other on every step (or trot) of the way
🐴 “It’s not about being the best rider in the ring—it’s about having the most fun in the saddle.”
What We Do
Saddle Up for Adventure
Our events bring people together for a day of riding, learning, and connecting with fellow horse lovers.
Whether you’re looking to log some saddle time, try new riding activities, or simply hang out with like-minded folks, you’re welcome to join us. Expect lots of smiles, great photo ops, and a whole lot of horsepower!
💬 “Newbie or pro, there’s always something to learn, share, or celebrate.”
Discover Our Vibrant Vendor Market
More than just a riding day! Many of our events include outdoor vendor markets featuring:
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Local artisans and makers
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Horse-themed products
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Handmade gifts
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Sweet treats and more!
It’s the perfect way to shop small, support local, and discover some incredible talent right here in our community. Whether you’re riding or just visiting, there’s something for everyone to enjoy.


Handmade Treasures
Our vendor market features a wide array of handmade treasures, from beautiful crafts to unique home decor. Each item is crafted with care and passion, offering you a chance to take home a piece of our community’s creativity.
Delicious Local Treats
Indulge in a selection of local treats that are sure to delight your taste buds. From sweet confections to savory snacks, our vendors offer a taste of Chesterville’s finest culinary creations.
Artisan Booths
Explore our artisan booths, where talented creators display their unique products. Whether you’re looking for a special gift or something for yourself, you’ll find a diverse range of high-quality items that reflect the spirit of our community.