What’s Happening in South Grey
The Phantom of the Opera | October 30th, 2026
Experience the magic of The Phantom of the Opera with Ian Sadler at Annesley Sanctuary in Markdale! Enjoy an evening of music and performance inspired by one of the most iconic stories in musical theatre. Hosted by Middle Grey Arts & Heritage Group, this special event offers an opportunity to enjoy live entertainment in a historic venue known for its unique character and atmosphere. Whether you're a longtime fan of The Phantom of the Opera or simply enjoy a memorable night of music and culture, this performance is a wonderful way to experience the arts in South Grey.
Hanley’s Haunted House | October 30th, 2026
The Hanley Institute Haunted House is a vibrant, youth-led community event that brings a thrilling Halloween experience to Flesherton. Entirely designed, constructed, and operated by local teens and youth members, the attraction transforms the institute's community space into a creative, themed walk-through experience. The project serves a dual purpose, acting as a safe and festive celebration for area families while providing local youth with a major leadership and team-building opportunity. From developing the concepts and building the custom props to acting as the costumed characters inside, the youth create a memorable balance of spooky Halloween thrills and community spirit.
Halloween in the Village | October 31st, 2026
Celebrate Halloween at Halloween in the Village, hosted by the Chatsworth Agricultural Society! Bring the whole family for an afternoon of Halloween fun featuring crafts, games, treats, horse-drawn wagon rides, and more. Dress up in your favourite costume and take part in the photo costume contest, with prizes for the best family costume, most creative costume, best superhero costume, and best Disney costume. It’s a great opportunity to enjoy some festive activities, show off your Halloween spirit, and make lasting memories with the family!
Halloween Public Skating | October 31st - Nov 1st, 2026
Celebrate Halloween on the ice with special costume public skating sessions in Flesherton and Osprey! Join the fun in Flesherton on October 31 from 3:00–4:30 p.m. or in Osprey on November 1 from 10:30 a.m.–12:00 p.m. Dress up in a fun, skating-friendly costume and enjoy some seasonal fun with family and friends. Goodie bags will be available while supplies last, thanks to donations from the Municipality of Grey Highlands and Grey Highlands Fire and Emergency Services. Be sure to choose a costume that allows you to move freely and see safely while skating. Lace up your skates, show off your Halloween spirit, and enjoy a spook-tacular time on the ice!
Boo Bash Party | October 31st, 2026
Get ready for some Halloween excitement at the Boo Bash at the Centre Grey Recreation Complex in Markdale! Enjoy an afternoon of Halloween fun with laser tag for kids ages five and up, offering an exciting way to celebrate the spooky season. Families can also visit the Grey Highlands Public Library’s Markdale branch, where additional Halloween activities will be taking place at the same time. Bring the family, enjoy the festivities, and make the most of Halloween afternoon in Markdale!
Halloween Party | October 31st, 2026
Get ready for a spooky night of music, dancing, and Halloween fun at the Legion’s Halloween Party on October 31! Dress up in your best costume for a chance to win a prize, and enjoy live entertainment by Porch Light Melody. Food will be served at 5:00 p.m., with the festivities kicking off at 6:00 p.m. This 19+ event is the perfect opportunity to gather your friends, show off your Halloween spirit, and dance the night away!
Durham Halloween Walk | October 31st, 2026
Bring the whole family down to Main Street for a spectacularly spooky morning of community fun and trick-or-treating. Attendees can expect a lively, community-focused trail where children and families walk in a coordinated clockwise route along the downtown sidewalks to safely collect treats. Local businesses and service groups will be lining the streets to hand out candy, making it the perfect opportunity for kids to show off their costumes in a safe, festive daytime setting. While the event is completely free to enjoy, visitors can also expect a wonderful spirit of giving, with volunteers on-site collecting cash and non-perishable food donations to support the Durham Food Bank.