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Community Events and Things to do in Guildwood, Scarborough this weekend

Looking for things to do in Guildwood this weekend? Explore our real-time listings for the best concerts, nightlife, and food and drink experiences. From seasonal festivals and comedy shows to free activities, find your next plan with our constantly updated feed of Guildwood's most popular events.

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Things to do around Guildwood

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Frequently asked questions about Guildwood

What are the best events to attend this weekend in Guildwood?

The best events to attend this weekend in Guildwood include concerts, nightlife experiences, seasonal events, food and drink tastings, and live entertainment happening across the city. According to Eventbrite, some of the best events this weekend include:
  • S&L Annual Pride Boat Cruise - 10 YEAR ANNIVERSARY
  • Hide and Seek: LARGEST SATURDAY WLW Sapphic PRIDE Party - NOIR INSIDE REBEL
  • SOAKED x WLW PRIDE Rooftop Pool Party (Day-Night) SAPPHIC PARTY
  • JAPA: The Block Party | Afrobeats |Amapiano | Afrohouse

    • Which events are currently trending in Guildwood?

    Trending weekend events in Guildwood often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Guildwood are:
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    • Which events are coming up in Guildwood this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Guildwood, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • LGBTQ+ Boat Party Toronto 2026 | Out and Proud
  • Toronto Pride Club Crawl Party 2026 | Friday, June 26th, 2026
  • Fantasy Island: PRIDE at Palais Royale at Night WLW Indoor/Outdoor Event
  • Pride Drag Brunch at Belfast Love Toronto

    • Are there free things to do in Guildwood this weekend?

    Yes — there are often free things to do in Guildwood this weekend, including live music, cultural events, seasonal activities, and community gatherings. Many events on Eventbrite are free or offer free entry options. These are some free events happening in Guildwood this weekend:
  • Free Events this weekend