Waterfront Communitiesthe Island Christmas Events

Waterfront Communities-The Island Christmas 2025

See all Waterfront Communities-The Island Christmas happenings this year!

Waterfront Communities-The Island celebrates Christmas 2025 along the harbor and boardwalk, where waterfront lights and community events set a festive tone. Check out Christmas entertainment, winter events and festive activities from markets to concerts and family-friendly seasonal attractions by the water.

Find the best Waterfront Communities-The Island Christmas happenings this year!

Waterfront Communitiesthe Island Christmas Events

Waterfront Communitiesthe Island Christmas Markets and Shopping

One Of A Kind Winter Show in Toronto
Details

One Of A Kind Winter Show (Toronto, ON)

Thursday, November 27, 2025
📍 Enercare Centre, Exhibition Place
100 Princes' Blvd, Toronto, ON
(0.9 mi from Waterfront Communitiesthe Island)

Event Details

📷 Photo Friendly: 📷📷📷📷📷
💰 Budget: $$
🎄 Family Friendly: 🎄🎄🎄🎄🎄
⚡ Energy: Moderate

Event Description

Discover Canada's premier destination for handmade treasures at the One Of A Kind Winter Show. Celebrating 50 years, this event connects you with over 100 passionate Canadian artisans. Find unique gifts, explore diverse crafts from jewelry to home decor, and experience the spirit of small business. It's the perfect place to find one-of-a-kind items and celebrate creativity.

holiday_markethandmade_craftsartisanal_productsunique_giftslocal_artisans
⭐ Best For: Holiday shopping, finding unique gifts, supporting local artisans
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Holiday at The Well in Toronto
Details

Holiday at The Well (Toronto, ON)

Wednesday, November 12, 2025
📍 The Well
486 Front St W, Toronto, ON M5V 0V2
(0.4 mi from Waterfront Communitiesthe Island)

Event Details

📷 Photo Friendly: 📷📷📷📷📷
💰 Budget: $$
🎄 Family Friendly: 🎄🎄🎄🎄🎄
⚡ Energy: Moderate

Event Description

Experience a magical Nordic-inspired winter celebration at Holiday at The Well. This festive event transforms the space into a winter wonderland, featuring a vibrant Vendor Village with unique holiday shopping opportunities from eight small businesses. Enjoy curated programs, seasonal activities, and the enchanting Aurora Borealis light display.

holiday_marketfamily_friendlyartisanal_productsfestive_foodholiday_shopping
⭐ Best For: Families, couples, shoppers, holiday enthusiasts
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Christmas Events Near Waterfront Communitiesthe Island

Toronto Christmas Events

Cavalcade of Lights in Toronto
Toronto
Details

Cavalcade of Lights (Toronto)

📍 Nathan Phillips Square
(1.4 mi from Waterfront Communitiesthe Island)
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The Original Santa Claus Parade in Toronto
Toronto
Details

The Original Santa Claus Parade (Toronto)

📍 Toronto Streets
Nov 23, 2025
(1.4 mi from Waterfront Communitiesthe Island)
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Bay Street Corridor Christmas Events

Kensington Market Winter Solstice Festival in Toronto
Toronto
Details

Kensington Market Winter Solstice Festival (Toronto)

📍 Kensington Market
Dec 21, 2025
(1.4 mi from Waterfront Communitiesthe Island)
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South Parkdale Christmas Events

Toronto Art Crawl Christmas Pop-Up in Toronto
Toronto
Details

Toronto Art Crawl Christmas Pop-Up (Toronto)

📍 The Great Hall
Dec 7, 2025
(1.4 mi from Waterfront Communitiesthe Island)
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Dovercourtwallace Emersonjunction Christmas Events

Miracle Pop-Up Cocktail Bar in Toronto
Toronto
Details

Miracle Pop-Up Cocktail Bar (Toronto)

📍 Third Place
Nov 14, 2025
(2.3 mi from Waterfront Communitiesthe Island)
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Rosedalemoore Park Christmas Events

Rosedale Cavalcade of Lights in Toronto
Toronto
Details

Rosedale Cavalcade of Lights (Toronto)

📍 Scrivener Square
Nov 15, 2025
(3.1 mi from Waterfront Communitiesthe Island)
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Holly Berry Fair in Toronto
Toronto
Details

Holly Berry Fair (Toronto)

📍 Rosedale United Church
Nov 22, 2025
(3.5 mi from Waterfront Communitiesthe Island)
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South Riverdale Christmas Events

Riverside Holiday Market in Toronto
Toronto
Details

Riverside Holiday Market (Toronto)

📍 Ralph Thornton Community Centre
Nov 23, 2025
(2.9 mi from Waterfront Communitiesthe Island)
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Mimico Christmas Events

Mississauga Festival of Trees in Mississauga
Mississauga
Details

Mississauga Festival of Trees (Mississauga)

📍 Small Arms Inspection Building
Dec 5, 2025
(8.5 mi from Waterfront Communitiesthe Island)
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Banburydon Mills Christmas Events

Toronto Botanical Garden Holiday EcoMarket in Toronto
Toronto
Details

Toronto Botanical Garden Holiday EcoMarket (Toronto)

📍 Toronto Botanical Garden
Nov 21, 2025
(7.1 mi from Waterfront Communitiesthe Island)
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Glenfieldjane Heights Christmas Events

Festive Nights at The Village in North York
North York
Details

Festive Nights at The Village (North York)

📍 The Village at Black Creek
Dec 6, 2025
(11.4 mi from Waterfront Communitiesthe Island)
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Vaughan Christmas Events

WinterFest at Canada's Wonderland in Vaughan
Vaughan
Details

WinterFest at Canada's Wonderland (Vaughan)

📍 Canada's Wonderland
Nov 15, 2025
(15.9 mi from Waterfront Communitiesthe Island)
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Holiday Bricktacular at LEGOLAND Discovery Centre Toronto in Vaughan
Vaughan
Details

Holiday Bricktacular at LEGOLAND Discovery Centre Toronto (Vaughan)

📍 LEGOLAND Discovery Centre Toronto
Nov 29, 2024
(14.9 mi from Waterfront Communitiesthe Island)
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