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Orillia & Lake Country is your four season destination, located 90 minutes north of Toronto. Boasting some of the best resorts, venues and attractions in Ontario such as Horseshoe Valley Resort, Casino Rama Resort, Burl’s Creek Events Grounds, Mount St. Louis Moonstone or Hardwood Ski & Bike to mention a few! The area offers many different options for accommodations such as several B&B’s, Hotels and accommodation resorts making it perfect for your over night stay! With many events happening in the area we are your go to destination for young and old located in Orillia, Oro-Medonte, Rama, Ramara, Severn and area's four season playground in Simcoe County.

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December 2025

Festive Card Printmaking Workshop

December 4, 2025 @ 5:00 pm - 7:00 pm
Orillia Museum of Art & History, 30 Peter Street South
Orillia, Ontario L3V 7A3 Canada
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Gel Plate Printmaking  Thursday, December 4 | 5-7 pm Public: $40.00 +HST Members: $35.00 +HST Join us for a cozy, creative evening at OMAH! Local artist Juliana Hawke will guide you through a fun two-hour printmaking workshop where you’ll design and create your own handmade festive cards. Perfect for gift-giving or keeping as your own holiday keepsake. All materials are included. Register Now

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Trivia Thursday at Crazy Horse: Horseshoe Valley Resort

December 4, 2025 @ 7:30 pm
|Recurring Events (See all)

An event every week that begins at 7:30pm on Thursday, repeating until December 25, 2025

Horseshoe Resort Events

Trivia Thursday at Crazy Horse Restaurant Join us for trivia on Thursday night! Enjoy tasty eats at Crazy Horse with your friends or family and enjoy a night of quizzical fun! The game starts at 7:30pm – we recommend arriving 10-15 minutes prior to secure your table.Questions will cover a wide variety of general topics. All questions are reviewed by our team to ensure they are family-friendly.

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Late Night Shopping in Downtown Orillia

December 5, 2025
|Recurring Events (See all)

One event on December 19, 2025 at 12:00am

Downtown Orillia, 33 Mississaga Street West,
Orillia, Ontario L3V 3A5 Canada
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Orillia Winter

Select Downtown Orillia businesses will be open late on December 5th and 19th for all of your festive shopping needs. Watch for specials, discounts and so much more. For more details follow the Downtown Orillia BIA social media accounts.

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Rustica Christmas Night Market

December 5, 2025 @ 4:30 pm - 8:00 pm
Rustica Pizza Vino, 132 Mississaga St E
Orillia, Ontario L3V 1V7 Canada
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Rustica 5th Annual Christmas Night Market! On the patio from 4-8:30pm. Local vendors, mulled wine, and winter lounge! **no charge, dining indoors will be by reservation only

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Holiday Vendor Sale

December 6, 2025 @ 9:30 am - 3:30 pm
Orillia Secondary School, 250 Collegiate Drive
Orillia, L3V 2S5
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Come out to Orillia Secondary School for a Holiday vendor fundraising event. 25+ vendors, kids corner, door draws and pictures with Santa and the OSS Nighthawk.

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Ayers Christmas Market

December 6, 2025 @ 10:00 am - 4:00 pm
|Recurring Events (See all)

One event on December 7, 2025 at 10:00am

Ayers Tree Farm, 3065 Line 10 N
Hawkestone, ON L0L 1T0, ON L0L 1T0 Canada
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Don't miss out on being a part of another great market at Ayers Christmas Tree Farm. If you just want to come out to shop around the Christmas Trees, or enjoy warm food from our food booth, pet some adorable animals, or create good memories, come see some great Vendors at our Christmas Market!

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Pints & Presents

December 6, 2025 @ 11:00 am - 4:00 pm
|Recurring Events (See all)

One event on December 7, 2025 at 11:00am

Brewery Bay Food Co., 117 Mississaga St. E.
Orillia, Ontario L3V 1V6 Canada
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Our second annual Pints & Presents holiday market is bigger and better than ever! Two days of shopping local, sipping local, and good holiday cheer!   Saturday, December 6th Vendors Toadally Treasured Sunshine Wishes Bubbles by Beverley Livin Lake Simcoe Odds & Ends Vivid Vinyls Pics with Santa from 12PM to 2PM, by donation canned or non-perishable food items to support Stamping Out Hunger and the Sharing Place.   Sunday, December 7th Vendors DWN Craft Chocolatier NYTKA Craft Co Sunshine…

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Coldwater Santa Claus Parade

December 6, 2025 @ 5:30 pm - 6:30 pm
Coldwater Village Coldwater, Ontario Canada + Google Map

Join us for the 2025 Coldwater Santa Claus Parade at 5:30 pm, beginning on Gray Street, travelling down to Coldwater Road and following it to the Fairgrounds.  The parade ends as it turns towards the arena at the Shell Station but note: Santa’s float turns onto Mill Street where Santa will exit.  Santa and Mrs Claus will be greeting children and handing out candy upstairs at the Coldwater Heritage Mill immediately after the parade.  Don’t miss your chance to see…

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Ayers Christmas Market

December 7, 2025 @ 10:00 am - 4:00 pm
|Recurring Events (See all)

One event on December 7, 2025 at 10:00am

Ayers Tree Farm, 3065 Line 10 N
Hawkestone, ON L0L 1T0, ON L0L 1T0 Canada
+ Google Map

Don't miss out on being a part of another great market at Ayers Christmas Tree Farm. If you just want to come out to shop around the Christmas Trees, or enjoy warm food from our food booth, pet some adorable animals, or create good memories, come see some great Vendors at our Christmas Market!

Find out more »

Pints & Presents

December 7, 2025 @ 11:00 am - 4:00 pm
|Recurring Events (See all)

One event on December 7, 2025 at 11:00am

Brewery Bay Food Co., 117 Mississaga St. E.
Orillia, Ontario L3V 1V6 Canada
+ Google Map

Our second annual Pints & Presents holiday market is bigger and better than ever! Two days of shopping local, sipping local, and good holiday cheer!   Saturday, December 6th Vendors Toadally Treasured Sunshine Wishes Bubbles by Beverley Livin Lake Simcoe Odds & Ends Vivid Vinyls Pics with Santa from 12PM to 2PM, by donation canned or non-perishable food items to support Stamping Out Hunger and the Sharing Place.   Sunday, December 7th Vendors DWN Craft Chocolatier NYTKA Craft Co Sunshine…

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