Events Happening in Collingwood
Collingwood Live & Original Concert Series
The Collingwood Live & Original Music Initiative creates opportunities for musicians to connect, collaborate, and cultivate their craft. Spend an evening on the shores of Georgian Bay enjoying live music performed by a diverse selection of established and emerging artists from across the province. The L&O Summer Concert Series is presented by the Town of Collingwood.
Dates are as follows:
JULY 18, AUGUST 15, AUGUST 22
Located at the Arboretum Waterfront
ART CRAWL returns to Downtown Collingwood
The Collingwood Art Crawl returns Saturday, September 26th from 4:00 p.m. to 8:00 p.m. in Collingwood Downtown. This self-guided tour will feature over 30 host venues showcasing a wide variety of artistic mediums through visual artists, and multi-genre musical performers! Discover and celebrate the depth and variety of art, music, and creative talent from in and around the region. Named one of the Province’s Top 100 Events by Festivals & Events Ontario.
The Downtown Venue Tour, as well as new Collingwood Art Crawl features take over the streets!
4:00 p.m. kicks off of Art Crawl.
A MUST-SEE presentation - Art Xpress is back! A live artmaking event for young and emerging artists to show their creativity by creating a piece of artwork in just 20-minute lightning rounds, with two rounds, at 4:00 p.m. and 6:00 p.m. respectively. Participating artists are asked to create an original work inspired by the music played during each round and will take place at Tremont Square, just east of the Collingwood Public Library.
Registered artists and musicians will also be featured as part of the Collingwood Art Crawl Online Gallery.
The Collingwood Art Crawl is presented by the Town of Collingwood and Butter Gallery, together with Collingwood Downtown. MORE DETAILS TO COME!!!
Visit www.collingwoodartcrawl.com for full details and follow @ExperienceCollingwood on Facebook and Instagram to keep up to date.
Sidelaunch Days
Sidelaunch Days is Collingwood’s signature waterfront festival — a lively summer weekend celebrating our maritime heritage and the beauty of Southern Georgian Bay. Explore the harbour with tall ship tours, live music, great local food, paddle demos, family activities, and pop‑ups that bring the waterfront to life.
Everlove Wellness Festival
The Everlove Festival offers a welcoming & inspiring space where attendees can learn about natural and holistic therapies, feel alive in their bodies through different movement practices, eat healthy foods and learn new ways of being. Guests will explore new brands and companies in the wellness space and experience workshops, classes, inspiration talks from some of the top thought leaders in wellness. Come eat healthy, participate in fitness classes ranging from dance classes, HIIT classes, hikes up the mountain, yoga classes, and sound baths.
Collingwood Pride Festival
The Collingwood Pride Festival is a vibrant celebration filled with love, education, and community.
Collingwood Pride will be a festival and celebration for everyone, including our local and visiting lesbian, gay, bisexual, transgendered, queer or questioning individuals, and our collective friends, families and allies (2SLGBTQ+). It will be a weekend-long celebration of our community’s diversity, vibrancy and strength.
Collingwood Festival for Canada
Celebrate Canada Day in style at the Collingwood Festival for Canada 2026! On June 27th explore downtown, visit the Farmers' Market and venture over to creative Simcoe Street to enjoy the Art Market all to the rhythm of our annual Canada Day Stomp. End your day at the Shipyards Amphitheatre and enjoy a evening concert over looking Collingwood's harbour.
On July 1st return downtown for tasty pancakes, the Family Bike Parade, face painting, a Rubber Duck Race, and the citizenship reaffirmation ceremony.
Trail Tunes event Connects Communities by Trail and by Song
Trail Tunes is a regional event that connects communities by trail and by song with 12 concerts at 3 trailhead locations. A Top 100 Festival in Ontario!
Get out on the trails this International Trails Day for Trail Tunes, a collaborative, regional event connecting over 100kms of trail and rich musical culture between Wasaga Beach, Collingwood, and Clearview Township. The new format will mean that concerts are staggered to allow residents and visitors a chance to bike to every location!
Taking place on Saturday, June 7th from 11:00 a.m. to 5:00 p.m. residents and visitors are encouraged to bike or hike, through Collingwood, Wasaga Beach and Clearview enjoying free, live music at trailheads in each municipality.
Holiday Christmas Markets
Starting the last Friday of November, experience the magic of Collingwood’s downtown as it transforms into a festive Holiday Market from 5–8 PM! The celebration continues every Friday through December, featuring incredible local vendors, twinkling lights, and plenty of holiday cheer. Don’t miss the perfect way to kick off the season and shop local in style!
Santa Claus Parade
🎅 The magic of the season arrives in Collingwood!
Join us in front of The Dorchester at 5 PM for the Collingwood Santa Claus Parade—a joyful evening filled with twinkling lights, cheerful music, and plenty of holiday spirit. Bring your family and friends to watch Santa make his grand entrance and celebrate the most wonderful time of the year right in the heart of downtown!
Side Launch Days Festival
Side Launch Days is Collingwood’s annual harbour front festival that celebrates the joy of being in, on, and around the water while commemorating the unique shipbuilding heritage of Collingwood.
Pride Festival
A vibrant weekend of love, education & community in downtown Collingwood.
Collingwood Music Festival
Classical, jazz, world music & more at venues throughout downtown Collingwood. Tickets available online.