Wheelie Good Eats, Stapleton Tribute, Horse Pulls, and more...

This week in Charlottetown: September 2nd to September 8th

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. Stolen Goods: Chris Stapleton Tribute

Saturday, September 6th. Starts at 8:00 PM. Trailside Music Hall.

Experience the soul, grit, and energy of Chris Stapleton brought to life by a powerhouse four-piece band. From heartfelt ballads to foot-stomping anthems, they deliver all the hits with passion, authenticity, and undeniable country spirit. Tickets are $30 plus tax here.

2. Points East: Wheelie Good Eats Contest

Monday, September 1st to Tuesday, September 30th. Various times and locations.

Savour the best of Island takeout with a month-long celebration of curbside food and drink. From trucks and shacks to stands and trailers, explore local favourites, discover hidden gems, and cast your vote for the tastiest stop. See full list of participating restaurants here.

3. Charlie Angus Resistance Tour

Saturday, September 6th. Starts at 6:30 PM. Carrefour Theatre.

An evening of music, reflection, and conversation awaits, featuring live performances, a community reception, and a discussion on democracy and the challenges facing Canada today. Charlie Angus is a popular activist who was a Member of Parliament from 2004 to 2025. He is speaking across Canada about current challenges and opportunities. Tickets are almost sold out. Get yours here.

4. The Funky Monks: Red Hot Chili Peppers Tribute

Friday, September 5th. Starts at 8:00 PM. Trailside Music Hall.

Get ready for an unforgettable night of funk, punk, and rock energy as The Funky Monks deliver the greatest Red Hot Chili Peppers hits. From crowd-pleasing anthems to deep cuts, expect high-voltage performances, infectious grooves, and a party atmosphere that will keep you moving all night long. Tickets are $30 plus tax here.

5. Island Pro Wrestling: Game Over

Saturday, September 6th. From 6:00 PM to 10:00 PM. PEI Brewing Company.

An explosive night of pro wrestling is coming to Charlottetown, where rivalries reach their breaking point and championships hang in the balance. Expect high-impact clashes, shocking twists, and larger-than-life personalities battling for glory. With every match raising the stakes, this is where grudges are settled and legends are made. Tickets are $30 plus tax here.

🎉 Bonus Activities

This section lists several other great events happening this week.

A Consultation on Proposed Draft Amendments to the Residential Tenancy Act, hosted by the Chamber, takes place on Thursday, September 4th at 8:30 AM. Sign up for the discussion here. 

Oyster Bed Speedway’s 40th Anniversary Season Finale hits the track Saturday, September 6th at 6:00 PM. Don’t miss regional tours, championship finales, and the $3,000-to-win Emmett Donahue Memorial. Tickets start at $10 at the door. Get full details here.

Silent Disco Groove runs this Wednesday, from 5:30 to 6:30 PM at Victoria Park. Join an hour of fun, easy dance steps with headphones and music provided. Text 902-327-1035 to reserve your spot.

The Eastern Kings Exhibition runs from September 5th to 7th in Souris. Enjoy horse pulls, exhibits, demonstrations, vendors, free samples, and competitions at PEI’s oldest agricultural fair. Learn more here.

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See you next Tuesday,