November 21st

Holiday Tree Lighting

5pm - 6pm @ Flesherton Library

Special guest Mrs. Claus will be on hand to light up the Grey Highlands holiday tree. We’ll be serving hot cocoa to keep everyone warm, and will be music. Start your holiday countdown with our joyous tree lighting ceremony. #HolidayInTheHighlands

Free Frosty Skate

4:00 pm - 5:00pm @ Flesherton Arena

Grab your family, friends, and your warmest winter gear, and join us for the Free Frosty Skate at the Flesherton Arena! This is your chance to glide and celebrate as part of the annual Holiday in the Highlands festivities. After the tree lighting and hot chocolate at the Kinplex, head over to the arena to lace up for a night of free festive fun on the ice! #FamilyHolidayFun

November 27 - December 19

Deck the Highlands

The Deck the Highlands Contest invites residents and businesses in Grey Highlands to showcase their holiday spirit by spectacularly decorating their properties. The event is a lighthearted competition that aims to boost community pride, encourage local engagement, and create a beautiful, festive atmosphere throughout the towns and villages. Registration for the contest closes November 20. #DeckTheHighlands

November 27

Markdale Santa Claus Parade

6:30pm - 7:30pm @ Main Street Markdale

The Markdale Santa Claus Parade is a community event featuring festive floats from local businesses and organizations, which travels through downtown Markdale on Main Street. Register your float by Friday, November 20 to be included in this year’s parade. #SmallTownChristmas #MarkdaleSantaParade

November 28

Holiday Market

9:00am - 2:00pm @ Flesherton Kinplex

The Flesherton and District Farmers' Market Christmas Market is a special, indoor extension of the regular seasonal farmers' market, transitioning from its summer outdoor location to the cozy confines of the Flesherton Kinplex for the holidays. Shop local, shop Canadian, support your friends and neighbors. #ShopLocalHolidays

Santa's Workshop

1:00pm - 4:00pm @ Markdale Hall

The Santa's Workshop at Markdale Hall offers a dedicated space for children to engage in hands-on, festive activities that capture the magic of Christmas. A family-friendly activity center where children can get creative and immerse themselves in the spirit of the North Pole, crafting their own ornament, and having their photo taken with Santa and Mrs. Claus, sponsored by Sea and Ski Realty. Pre-registration for the Santa and Mrs Claus photos is required. #FamilyHolidayFun #SmallTownChristmas

Paige Warner

7:00pm - 9:00pm @ Annesley Church Markdale

Holiday in the Highlands concludes with a gorgeous holiday concert by alt-pop, soul, singer/songwriter Paige Warner. #HolidayInTheHighlands

December 12

Holiday Market

9:00am - 2:00pm @ Flesherton Kinplex

The Flesherton and District Farmers' Market Christmas Market is a special, indoor extension of the regular seasonal farmers' market, transitioning from its summer outdoor location to the cozy confines of the Flesherton Kinplex for the holidays. Shop local, shop Canadian, support your friends and neighbors. #ShopLocalHolidays