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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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October 2025

Ghost Walks

October 17, 2025 @ 6:00 pm - 8:00 pm
|Recurring Events (See all)

One event on October 18, 2025 at 6:00pm

One event on October 24, 2025 at 6:00pm

One event on October 25, 2025 at 6:00pm

Leacock Museum, 50 Museum Dr
Orillia, Ontario L3V 6K5 Canada
+ Google Map

The Leacock Museum is back with our wildly popular Ghost Walks on the Leacock Museum Grounds! Join us for our biggest year yet with surprise guests, treats, and haunted happenings on historical Old Brewery Bay that will leave you with goosebumps, including a jaunt into the haunted basement! Ghost walks take place on the grounds of the Leacock Museum, so please dress appropriately for the weather. Original limestone pathways, stairs and muddy conditions may cause barriers to mobility. For more information,…

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The Neo-Noir Jazz Crawl

October 17, 2025 @ 7:00 pm - 10:00 pm
Orillia Opera House – G.L. Auditorium, 1 West Street North
Orillia, Ontario L3V 5B8 Canada
+ Google Map

Step into The Neo-Noir Jazz Crawl - a journey of sound and shadow. The evening begins in the Library Courtyard with an open mic and performances by Orillia's talented youth. Followed by jazz-fusion band Wide Arches setting the mood with a live set under the open sky. As twilight deepens, guests will be invited inside the Gordon Lightfoot Auditorium at the historic Orillia Opera House, where the night transforms into a masked revelry. The stage becomes the dance floor, the…

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Horseshoe Valley Hustle – Fall Edition

October 18, 2025 @ 8:30 am - 12:00 pm
Horseshoe Resort, 1101 Horseshoe Valley Rd W
Barrie, ON, ON L4M 4Y8 Canada
+ Google Map

Experience a challenging and fun 5KM & 10KM trail race through rugged terrain, rolling hills, and forested paths. Walkers are welcome, and every step supports children with down syndrome in our community! Race registration includes chipped timing and a post-race breakfast. Top finishers earn medals, but everyone gets an epic experience. Join us Saturday, October 18 2025, at Horseshoe Valley Resort and hit the trails for a great cause! This event will be supporting the Down Syndrome Association of Simcoe…

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Orillia Horror-Fest

October 18, 2025 @ 10:00 am - 5:00 pm
Orillia Square Mall, 11-1029 Brodie Drive
Severn, ON L3V 0V2 Canada
+ Google Map

Join us for our new Horror-Fest Show here in Orillia, Ontario on Saturday October 18, 2025 at the Orillia Square Mall. We will have Vendors, Guests, Panels, Movies & Cosplay Contest. For more information please visit http://www.drcomics.ca/orilliahorrorfest

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Trick or Treat Coldwater

October 18, 2025 @ 10:00 am - 2:00 pm
Coldwater Village Coldwater, Ontario Canada + Google Map

Join us in the downtown of the village of Coldwater for trick or treating, pumpkin decorating, face painting, raptor rescue, The Haunted Mill, The Coldwater Mill, a free BBQ (sponsored by Coldwater Lions Club, a costume parade and so much more! We can’t wait to see all of your smiling faces (or maybe scary ones?) and the awesome costumes!

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Ghost Walks

October 18, 2025 @ 6:00 pm - 8:00 pm
|Recurring Events (See all)

One event on October 18, 2025 at 6:00pm

One event on October 24, 2025 at 6:00pm

One event on October 25, 2025 at 6:00pm

Leacock Museum, 50 Museum Dr
Orillia, Ontario L3V 6K5 Canada
+ Google Map

The Leacock Museum is back with our wildly popular Ghost Walks on the Leacock Museum Grounds! Join us for our biggest year yet with surprise guests, treats, and haunted happenings on historical Old Brewery Bay that will leave you with goosebumps, including a jaunt into the haunted basement! Ghost walks take place on the grounds of the Leacock Museum, so please dress appropriately for the weather. Original limestone pathways, stairs and muddy conditions may cause barriers to mobility. For more information,…

Find out more »

The Oscar Peterson Centennial Quartet

October 18, 2025 @ 7:30 pm - 9:30 pm
Orillia Opera House – G.L. Auditorium, 1 West Street North
Orillia, Ontario L3V 5B8 Canada
+ Google Map

The Oscar Peterson Centennial Quartet celebrates Oscar Peterson's life and music in a unique live concert presentation featuring music from Peterson's seven-decade career, with multimedia presentations and conversation. The core band features acclaimed Canadian musicians, JUNO Award winners Robi Botos (piano), Mike Downes (bass), Jim Doxas (drums) and world-renowned musician and ten-year veteran of the Oscar Peterson Quartet, Ulf Wakenius, (guitar). Peterson's daughter, Celine Peterson, will join the band to offer the audience an intimate, anecdote-filled look into her father's exceptional…

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Trivia Thursday at Crazy Horse: Horseshoe Valley Resort

October 23, 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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Elevate Orillia

October 24, 2025 @ 9:00 am - 5:00 pm
Orillia Recreation Centre, 255 West Street S
Orillia, Ontario L3V 5G9 Canada
+ Google Map

A full day to meet Orillia’s amazing local businesses, trades, and entrepreneurs.  Need a contractor? Looking for home services? Hungry for something delicious?We've got all that — and more — under one roof!  Discover trusted local businesses Meet the faces behind the names Sample eats from local food vendors Connect, shop, and support your community Whether you’re a local looking to hire or a curious shopper ready to explore, Elevate Orillia is your new go-to event.

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Ghost Walks

October 24, 2025 @ 6:00 pm - 8:00 pm
|Recurring Events (See all)

One event on October 18, 2025 at 6:00pm

One event on October 24, 2025 at 6:00pm

One event on October 25, 2025 at 6:00pm

Leacock Museum, 50 Museum Dr
Orillia, Ontario L3V 6K5 Canada
+ Google Map

The Leacock Museum is back with our wildly popular Ghost Walks on the Leacock Museum Grounds! Join us for our biggest year yet with surprise guests, treats, and haunted happenings on historical Old Brewery Bay that will leave you with goosebumps, including a jaunt into the haunted basement! Ghost walks take place on the grounds of the Leacock Museum, so please dress appropriately for the weather. Original limestone pathways, stairs and muddy conditions may cause barriers to mobility. For more information,…

Find out more »
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