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Upcoming Events

November 12th-January 4th
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Artful Giving Show and Sale

Artful Giving, Headwaters Arts annual Christmas Show is the perfect place to find gifts with originality, quality and attention to detail. Skip the gift cards, big-box stores and crowded malls, and make this your first stop for holiday shopping. Approximately 40+ local and regional artisans/artist showcase their original creations in the relaxed, friendly and festive atmosphere of the Headwaters Arts Gallery in the Alton Mill Arts Centre in Alton, Ontario. The Gallery is filled with over 250+ extraordinary and delightful handmade, beautifully crafted and thoughtfully created items that are sure to bring joy to that special someone on your list this holiday season.

November 26th
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Holiday Wreath Making Workshop

Create your own natural holiday wreath at GoodLot Farm and Farmstead Brewing! Using fresh, local evergreens to bring a touch of festive winter joy to our homes is a centuries-old tradition and a delight for the senses. Whether you celebrate Christmas, Yule or just enjoy some greenery in your home during the darkest season of the year, it's fun to learn how to craft these timeless works of art. Materials provided. Registration required, $85/pp.

November 29th-December 21st
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Downey's Farm Presents: Christmas at the Farm

Santa and his Elves will be visiting Downey's Farm once again this year. We can't wait to welcome Santa, his elves, and you and your family to the farm this Christmas season. Take pictures around the farm, enjoy the cozy fire and live music, visit the animals, participate in the wagon ride scavenger hunt and much more!

November 30th
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Christmas at Rusty Jade Ranch

Join Rusty Jade Ranch for Christmas on the Farm! This magical holiday event is back November 30th from 11am-4pm. Enjoy festive shopping, photos with Santa and holiday pictures with their beautiful horses. Hop on a wagon ride around the ranch to soak in holiday cheer.

December 2nd
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Caledon Tree Lighting

The Tree Lighting Celebration is one of Caledon’s most cherished seasonal traditions, welcoming all ages to enjoy a magical evening that captures the warmth and community spirit of the holidays. Look forward to carolers singing holiday music, giant snow globe family photos, free refreshments, the tree lighting and much more.

December 5th
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Christmas in the Valley

Celebrate the holidays with a vendor & artisan market, delicious food trucks, a Christmas tree lighting, free photos with Santa, food & toy drive and much more! Join us on December 5th, 2025 from 6-10pm for “Christmas in the Valley”, taking place in Downtown Bolton’s Municipal Parking Lot, on Ann St & inside the Humber River Centre.

December 6th
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Bolton Kin Santa Claus Parade

The man in red with a white beard is coming to town! Join us at the Bolton Kin Santa Claus Parade for a day of spirit and cheer. The parade will begin at 11am at Queensgate Blvd, heading north along Highway 50 (Queen Street) and ending at Centennial Drive. The perfect way to get excited for the holidays.

December 20th-December 21st
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Nutcracker Afternoon Tea

Join Headwaters Restaurant for a delightful Nutcracker Afternoon Tea featuring savory bites, homemade scones, and sweet treats, all crafted with fresh, local ingredients. Two seatings available at 11:30 a.m. and 1:30 p.m.

January 10th-February 28th
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Ignite the Night

Ignite your love of winter along a two-kilometer illuminated forest trail at Terra Cotta Conservation Area. Ice rinks, ski, snowshoe and kick sled rentals available if conditions allow. Visitors are also welcome to bring their own equipment. You can warm up with a hot drink and grab some snacks at the Park Store. Taking place Saturdays from 6:30pm-9pm. See you there! 

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