Welcome to Sup Charlottetown! This newsletter will share the best events happening in Charlottetown every week. A new version will be published every Tuesday morning.

That said, here are the top 5+ events you do not want to miss this week.

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⭐ Your Top 5 This Week

This section lists the top 5 must-see events in Charlottetown this week.

1. Island Fringe Festival

Wednesday, October 8th to Saturday, October 11th. Various times & locations.

Now in its 15th year, this vibrant celebration of independent art brings 10 diverse productions to Charlottetown. Experience theatre, comedy, dance, and puppetry from PEI, across Canada, and beyond, as artists transform unconventional spaces into stages for creativity and connection. See the full program here.

2. PEIBC’s Oktoberfest

Saturday, October 11th. From 3:00 PM to 9:00 PM. PEI Brewing Company.

Celebrate Oktoberfest in true PEI style with a filled beer stein included in your ticket. Sip limited-edition Munich Lager, feast at German-inspired food stations, and join the fun with cornhole, washer toss, axe throwing, keg races, growler holding contests, and even a mechanical bull, all with live local entertainment. Get tickets for $30 plus tax here.

3. Bear Grease: The Musical

Wednesday, October 8th. Starts at 7:30 PM. Confederation Centre.

Experience the hit all-Indigenous hip-hop musical parody that reimagines Grease through a bold, comedic, and contemporary lens. Featuring high-energy dance, reimagined classics, and vibrant cultural storytelling, Bear Grease blends hip-hop, humour, and heart in a celebration of Indigenous talent, language, and creativity that has captivated audiences across North America. Get tickets here starting at $40 plus tax.

4. Madison Violet

Wednesday, October 8th. Starts at 8:00 PM. Trailside Music Hall.

Juno-nominated duo Madison Violet weaves folk, pop, and country into soulful harmonies and heartfelt storytelling. Rooted in their Cape Breton heritage, Lisa MacIsaac and Brenley MacEachern bring warmth, authenticity, and irresistible energy to the stage in an unforgettable live performance celebrating connection and songcraft. Get tickets here for $35 plus tax.

5. Fall Flavours: Last Chance

Tuesday, October 7th to Saturday, October 11th. Various times & locations.

Experience the final week of the festival, celebrating the best of local food and drink. Enjoy intimate gatherings, garden parties, cooking competitions, and tributes to iconic PEI restaurants. Only six events remain, and tickets are selling fast. Don’t miss this chance to savour Fall Flavours before they’re gone. Explore the remaining calendar here.

🎉 Bonus Activities

This section lists several other great events, organized by day.

The Charlottetown Islanders are in first place, and they are back home and ready to continue the hot streak with games on October 10th, 12th, and 13th. See full schedule and details here.

Take it to the Limit - Tribute to the Eagles takes the stage at the Confederation Centre on Wednesday, October 8th at 7:30 PM. Get tickets here starting at $55 plus tax.

Celebrate the opening of Lone Oak Downtown, Charlottetown’s newest bar, on Friday, October 10th. Explore a fresh concept, enjoy craft beer and cocktails, and experience a vibrant new downtown hotspot. Learn more here.

Enjoy Trunk or Treat at the Brackley Drive-In on October 10th, 11th, and 12th. Kids can trick-or-treat from car to car, catch family-friendly movies, and make it a fun night out for everyone. Kids under 4 are free. Tickets starting at $14 plus tax here.

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See you next Tuesday,