Waterfront Communitiesthe Island Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Waterfront Communitiesthe Island and surrounding areas
The holiday season in Waterfront Communities-The Island centers on neighborhood gatherings, Holiday lights, and seasonal entertainment near waterfront parks and the Well area. Attend One Of A Kind Winter Show, Holiday at The Well, or browse the CRAAF Holiday Market for local art and seasonal gifts. With holiday activities, festive events, and family-friendly attractions, the district offers plenty of opportunities to enjoy markets, lights, and cozy seasonal experiences during the festive season.
Find the best Waterfront Communities-The Island Christmas happenings this year!
Start Here
Christmas Markets
28 eventsHistoric Victorian industrial architecture meets festive winter village.
Christmas Lights
25 eventsAnnual tree lighting and holiday festival
Christmas Shows
18 eventsFestive holiday concert with renowned orchestra and guest artists.
Christmas Parties
5 eventsLive funk music for the holidays
Christmas Activities
24 eventsOver 120 years of tradition
Editor's Picks (6)
-
Cavalcade of Lights
(Toronto)
Annual tree lighting and holiday festival
-
Christmas Town at Mountsberg Conservation Area
(Campbellville)
Magical woodland visit with Santa and Mrs. Claus.
-
Milton Santa Claus Parade
(Milton)
Cartoon-themed parade and food bank drive
-
The Original Santa Claus Parade
(Toronto)
Over 120 years of tradition
-
Oakville Hometown Holiday
(Oakville)
Outdoor shopping experience with Winter Wonderland of Lights
-
Burlington Festival of Lights
(Burlington)
Waterfront transformed into a winter wonderland with 60+ light displays.
Events Happening Soon (6)
Waterfront Communitiesthe Island Christmas Events Map
See every Christmas event, light display, and market on one map.
Also Near Waterfront Communitiesthe Island
Christmas Events Road Trips & Weekend Getaways
Worth the drive for more holiday events near Waterfront Communitiesthe Island!
Waterfront Communitiesthe Island Christmas FAQ
The biggest annual event is Winterfest at The Island, featuring millions of lights, a 40-foot LED Christmas tree, and nightly fountain shows. This event draws locals and visitors alike to celebrate the season in a festive setting.
A unique tradition is the choreographed Winterfest fountain and light show at The Island, combining music, lights, and water in a captivating holiday display that has become a seasonal highlight.
The area around The Island itself is a prime spot for Christmas lights, along with nearby neighborhoods that participate in the Winterfest celebration and the Pigeon Forge Parkway light displays.
Christmas markets and local artisan vendors are often found near The Island and in community centers around Waterfront Communities-The Island, offering crafts, gifts, and seasonal foods throughout the holiday season.
Free activities include visiting Winterfest at The Island’s light displays and fountain shows, walking the Wonders of Light Trail, and exploring free neighborhood light displays. Many markets also offer free entry and affordable shopping options.
Families will enjoy the interactive Winterfest shows, photo opportunities with Santa at The Island, and kid-friendly markets with crafts and seasonal treats. The walking trails and light displays provide a festive and safe environment for children.