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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

A Dramatic Reading of Charles Dickens’ A Christmas Carol

December 18, 2025 @ 7:00 pm - 10:00 pm
Orillia Opera House – G.L. Auditorium, 1 West Street North
Orillia, Ontario L3V 5B8 Canada
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Green Haven Shelter for Women is proud to, once again, host its annual dramatic reading of Charles Dickens’ A Christmas Carol, and this year includes a polished twist! On Thursday, December 18th at the Orillia Opera House, audience members can plan to be delightfully entertained and lured into the holiday spirit with an all-female cast of top notch Canadian comedic talent of stage and screen. This treasured holiday tradition will feature a stellar cast, comprising of a first-time-ever merger of…

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Trivia Thursday at Crazy Horse: Horseshoe Valley Resort

December 18, 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 19, 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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SZN5 Snow Show

December 19, 2025 @ 6:00 pm - 9:00 pm
Orillia Opera House, 20 Mississaga St W
Orillia, L3V 5G2
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Join us for Titanium Arts Lab's annual holiday performance - a festive celebration of dance, music, and community! Featuring dancers from our Academy and Company programs, The SZN5 Snow Show brings the magic of the season to life through joyful routines and holiday cheer.

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Jay Davis: A Buble Christmas

December 20, 2025 @ 7:30 pm - 9:30 pm
Orillia Opera House, 20 Mississaga St W
Orillia, L3V 5G2
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A Buble Christmas is a Canadian tribute show that authentically captures the essence of Michael Bublé's performances. The show is led by Canadian musical theatre star Jay Davis, whose portrayal of Bublé encompasses both his distinctive vocal style and charismatic stage presence. Audiences can expect to hear renditions of Bublé's popular hits, including "White Christmas", "Feeling Good" and "Haven't Met You Yet," delivered with warmth and precision. All seats: $59 +HST

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Trivia Thursday at Crazy Horse: Horseshoe Valley Resort

December 25, 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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New Years Getaway at Bayview Wildwood

December 29, 2025 - January 1, 2026
Bayview Wildwood Resort, 1500 Port Stanton Pkwy
Severn Bridge, ON P0E1N0 Canada
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Head to Bayview Wildwood for a New Years Getaway! Enjoy 4 days packed with fun and special events. Learn More

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NYE Bash at Orillia Recreation Centre

December 31, 2025 @ 5:00 pm - 7:30 pm
Orillia Recreation Centre, 255 West Street S
Orillia, Ontario L3V 5G9 Canada
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New Year's Eve Bash Ring in the New Year with Orillia’s Free Event! Celebrate the start of 2025 at the Orillia Recreation Centre (255 West St. S.) on December 31, 2025, from 5:00 to 7:30 p.m. This free event is packed with fun for all ages! Enjoy face painting, crafts, open swims, bouncy castles, and inflatables. Snack on complimentary popcorn and cotton candy, and capture the moment at our photo wall. This year’s celebration goes green with an exciting videoboard countdown and eco-friendly confetti cannons, replacing the traditional…

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NYE at Rawley Resort

December 31, 2025 @ 6:00 pm - 11:00 pm
Rawley Resort, Spa and Marina, 2900 Kelly's Road
Port Severn, Ontario L0K 1S0 Canada
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Dine on a delicious 3-Course Dinner in our Lighthouse45 Restaurant while enjoying the live entertainment by the Shawn Mei Trio. The band will continue throughout the evening, and as the countdown begins, the staff will serve a Champagne to toast in the New Year. Included in this package is breakfast the next morning.

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NYE at Horseshoe Valley Resort

December 31, 2025 @ 6:00 pm - 11:30 pm
Horseshoe Resort, 1101 Horseshoe Valley Rd W
Barrie, ON, ON L4M 4Y8 Canada
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Ring in the new year at Horseshoe Valley Resort. Learn More

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