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Hike Through Snowy Forest

WINTER Fun is HERE!

We are ALL about WINTER here in the Georgian Triangle. During the months of January, February, and March you can get your WINTER on! From the amazing outdoor activities, to snow-driven attractions, to warm and cozy spots for fine food and locally crafted beverages, to the boutique shops of our quaint downtowns' of Collingwood, Creemore, Thornbury, Clarksburg, and Meaford. We have events and winter-inspired entertainment throughout the region. You don't want ot miss out on all this WINTER action!

During the winter months, downhill skiing and snowboarding reign supreme in South Georgian Bay, as it is known as the premier downhill destination in Ontario. With a variety of resorts and terrain parks to choose from, skiers and snowboarders of all skill levels can find their perfect run. For those seeking a more serene winter adventure, cross country skiing and snowshoeing are a great way to experience the region's winter wonderland. With miles of groomed trails and pristine wilderness to explore, Nordic enthusiasts can take in the beauty of the area at a more leisurely pace.

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BUT, we are NOT just about skis and boards! The winter heats up in our region with attractions, theatre, tours and events. There is so much to explore and so much fun to be had. Winter may just become your favourite season...

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Christmas-themed Pop-up Cocktail Bar

Miracle is a Christmas-themed pop-up cocktail bar that serves holiday cocktails in a festive setting. With kitschy holiday décor, professionally-developed cocktails, and the nostalgic energy of the best office party you’ve ever been to, Miracle is sure to get even the grouchiest grinch in the holiday spirit! â€‹

Lakeside Fallicious is back November 3

Fallicious at Lakeside Seafood & Grill

Back by popular demand! Enjoy​ a land-to-sea 3-course dinner at Collingwood's ONLY waterfront restaurant. 

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Available NOVEMBER 3rd until DECEMBER 5th | Monday - Thursday 5:00PM - 9:00PM

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Weekly Saturday Healthy Hike

Every Saturday, our volunteer leader, The Healthy Hiker, Linda Murphy, will lead a group on a beautiful hike, rain, snow, or shine! Hikes are all either local to the Collingwood area, or no more than a one-hour drive from Collingwood. All are welcome, including dogs-on-leash.

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Every Saturday | Locations vary

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One-of-a-kind Arts & Fine Crafts created by Local Artists. Shop Locally, Give Artfully!

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NOVEMBER 5th - JANUARY 3rd

Experience Holiday Magic at Blue Mountain Resort

Holiday Magic

From mid-November to early January, the Village transforms into a festive wonderland filled with enchanting décor, heartwarming experiences, and seasonal surprises waiting to be unwrapped.
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NOVEMBER 15th - JANUARY 4th

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Collingwood Christmas Market

Mark your calendars for each Friday evening to experience the tradition of the outdoor Christmas Market in beautiful downtown Collingwood.  Starting on Friday, November 28 and continuing each Friday evening from 5 p.m. to 8 p.m. until December 19, the downtown will come alive with lights, entertainment, food and fun.​

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EVERY FRIDAY NIGHT FROM NOVEMBER 28th TO DECEMBER 19

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Home for Christmas

A heartwarming comedy of a scattered family who is reunited and determined to recapture something they seem to have lost, forcing them all to come home for Christmas.​

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NOVEMBER 29| 7:00PM - 10:00PM

NOVEMBER 30th & DECEMBER 14th | 2:00PM - 5:00PM

DECEMBER 11th & 12th | 7:00PM - 10:00PM

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Gordon's Winterfest

Enjoy samples, crafts, happy hour, account top-ups, discounts, cookie decorating and prizes.​

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NOVEMBER 29th | 11:00AM

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Reindeer Rendezvous

Meet Santa’s real-life reindeer up close in the Village from 12–4PM! With live music, roaming holiday characters, Santa sightings, and festive fun for the whole family, it’s a holiday memory in the making.
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NOVEMBER 29th

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Picture with Santa at Collingwood Home Hardware

We’re thrilled to announce that Santa Claus is coming to Collingwood Home Hardware once again this year! Bring your little ones or the whole family (pet friendly) to meet Santa himself and create cherished memories. Our photographer will be on hand to capture those priceless moments with Santa Claus.​

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NOVEMBER 30th | 12:00PM

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Caribbean Christmas Carnival

Feel the rhythm of the season at this vibrant celebration of Caribbean culture, heritage, and artistry. Enjoy lively performances, steel pan melodies, and festive calypso beats that bring a tropical twist to the Village holiday spirit.
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DECEMBER 5th - 7th

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The Elf Dash - a Festive 5 KM Run!

Join the Dry Run Club for the Elf Dash on Saturday, December 6, 2025 — a 5KM holiday fun run (or walk) through downtown Collingwood shaped like a Christmas stocking! A small gift awaits you at every stop.​

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DECEMBER 6th | 10:00AM

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Christmas Craft Sale

Saturday December 6th come to the EFL farm location in Thornbury and purchase our one of a kind hand made gifts! There will be something for everyone!​

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DECEMBER 6th | 9:00AM

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Photos with the Grinch

Photos with the Grinch at the Collingwood Brewery Appointments: 11am-4pm

First come First Serve: 4-7pm​

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DECEMBER 6th & 7th

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A Blue Christmas: Elvis Tribute

Celebrate the season with a rockin’ holiday tribute to the King himself. With unforgettable hits, festive favourites, and all the swagger of ELVIS, this high-energy show will have you dancing in your ski boots.
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DECEMBER 13th

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Menorah Lighting

Join us in the Events Plaza from 5–6PM for a special Menorah lighting ceremony, celebrating the spirit of Hanukkah with light, community, and tradition.
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DECEMBER 14th

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Holiday Break

Celebrate the magic of the season with two weeks of festive fun in the Village. From live music and family entertainment to dancing in the plaza and spectacular fireworks on New Year’s Eve, every day brings a new reason to gather, smile, and make memories. â€‹

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DECEMBER 20th - 28th

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New Years' Eve

Ring in the New Year with a night full of energy and celebration in the Village! Dance to live music by DJ KAOS, and headliner THE WILD HIGH, then countdown to midnight with dazzling fireworks over the mountain. Enjoy special menus and parties throughout the Village all night long.
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DECEMBER 31st

Retro-Pond-Skim at Blue

Retro Pond Skim

Grab your retro gear and secure your prime spectator spot (and prepare to get wet) as you watch skiers and riders dare to skim across the pond at the bottom of the Smart Alec trail.​

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APRIL 4

Wine, beer & Cider tours

Wine, Beer & Cider Tours

Wine tours are a popular choice, as the region boasts several local vineyards that offer tastings and pairings with exceptional views. Whether you're a connoisseur or a casual sipper, a wine tour is a great way to sample some of the area's best vintages:

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​​If beer and cider are more your thing, there are plenty of options for tours in the region:

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Alternatively, you can use tour services such as the Beer Bus Company to visit more than one location and have a designated driver, ensuring a safe and enjoyable experience.

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Endswell Beer Events

Every Monday, join the show down for Retro Video Game night - Championship showdowns for classics like Mario Kart, Golden Eye 007 - and many more !!

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On Tuesdays, we break out the record player as anyone can join and bring in their favourite records and share the space - alongside our ever-so-fun Dart League night.

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Triva Thursdays

Grab your team and join us in testing our knowledge at Side Launch's Trivia Thursdays, hosted by the one and only John Eaton! 

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Feed your brain with light snacks and or homemade empanadas available for purchase in the Taproom! 

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Two Thursdays a month beginning at 6:30pm. Check their website for updated Taproom Schedule

Gayety theatre events

Gayety Theatre Shows

A 300-seat (325 person) capacity on Collingwood’s main street. The Theatre’s Art Deco appearance cleverly hides the modern amenities that make it a wonderful venue for the performing arts. The auditorium boasts a state of the art sound system supported by theatrical lighting, a sprung stage with ample wings on both sides, air-conditioning, comfortable, raked seating and a fully licensed bar.

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Visit the Gayety's website to check out the entertainment line-up.

Meaford-Hall event listings

Meaford Hall Events 

Check out this winter's great line-up at the Historic Meaford Hall! Adjacent to Georgian Bay and centrally located in the heart of Meaford, explore local shops and attractions before settling down to enjoy musical talents!​

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Buy your tickets and bring the family, there is something for all!

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Weekly Performances and events

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