Christmas at Home at Midland Home Hardware Building Centre

Join Midland Home Hardware on Saturday, November 8th from 10am to 3pm for a festive day of:  Hot deals, prize draws & giveaways  Kids’ craft station  Photos with Santa  Hot chocolate & apple cider Bring a non-perishable food item – proceeds going to the Georgian Bay Food Network. 

Pop-Up Holiday Market

Sunday Restoration has gathered all their favourite local creators for one night only to kick off your holiday shopping. Featuring fine art, gorgeous hand-crafted pottery, stained glass treasures, adorable felted creations and the tastiest treats.   Your wonderful vendors include: Art by Alex (Alexandra McLaughlin) Earth & Ember Pottery Fresh Baked Consulting Glass by Bonnie […]

Christmas on the Hill

Christmas on the Hill – Downtown Penetanguishene!   Kick off the holiday season with us on Thursday, November 20th, from 5:30–9:00 PM! Enjoy a magical evening downtown filled with specials, discounts, treats, and gifts from your favourite local businesses.   Collect stamps from participating shops for your chance to WIN incredible prizes! It’s the perfect night to support local and get […]

Candy Cane Bazaar

Save the date for Ladies Auxiliary Candy Cane Bazaar at the Midland Legion! Get out and support the Midland Legion Ladies’ Auxiliary at 196 Queen St. in Midland on Saturday November 22nd, 2025 from 9am to 2pm. Lunch is available & admission is free!  

Quest Art School + Gallery’s Holiday Market

Join Quest Art School + Gallery’s Holiday Market on Saturday, November 22nd where you can shop incredible handmade gifts, local art, and festive finds!

Holiday Business@4 with North Simcoe Therapy Network!

North Simcoe Therapy Network 8222 ON-93, Tiny, ON, Canada

Join us and the North Simcoe Therapy Network for a Holiday Business@4! This is your chance to network with fellow Chamber members, see NSTN’s space and get together for the holidays before December hits! Happening from 4pm to 6pm, register below via the tickets for email info@sgbchamber.ca to register!

Free

Hope for the Holidays

Save the date for Georgian Bay Cancer Support Centre’s Hope for the Holidays event! Holiday gifts, festive décor, and handmade treasures await at their Hope for the Holidays Winter Market! Browse unique creations from local artisans and fantastic vendors, from custom wood carvings and one-of-a-kind Christmas cards to knitted fashions and everything in between. This […]

Rawley Resort 3rd Annual Holiday Market

Join Rawley Resort, Spa & Marina to celebrate the holiday season at their 3rd Annual Holiday Market! Browse a curated selection of unique goods from talented local artisans with FREE ENTRY!

Southern Georgian Bay Chamber of Commerce 2025 AGM

Southern Georgian Bay Chamber of Commerce 208 King St, Midland, Ontario, Canada

Join us on December 4th from 10am to 11am for light snacks and refreshments, get some info of 2025 and what’s coming in 2026! Plus, if you haven’t met our new Executive Director, Anna, yet – you can now!  Limited space available!

Free

Town of Penetanguishene Festival of Lights

Penetanguishene Town Dock 2 Main St, Penetanguishene, ON, Canada

December 5, 2025 from 5:00 pm – 7:30 pm. (Tree Lighting at 5:30 pm sharp) This event occurs in two locations. The Penetanguishene Town Dock from 5:00 – 5:30 PM and then the Penetanguishene Arena from 5:30 – 7:30 PM.

Operation Grow Winter Maker’s Market

Operation Grow 436 Bay Street, Midland, ON, Canada

Join Operation Grow for their Winter Maker’s Market – perfect for getting local, handmade items for the holiday season! Local maker’s will be there on December 13th from 10am-2pm.