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Matt Anderson, Banff Film Fest, Chamber President's Gala, and more...

This week in Charlottetown: January 27th to February 2nd

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. Matt Andersen: The Hammer and The Rose Tour

Thursday, January 29th. Starts at 7:30 PM. Confederation Centre.

A powerful live performance blending tender folk, stirring soul, and blues-rooted songwriting from one of Canada’s most accomplished blues artists. With a career marked by multiple international blues awards and over 70 million streams worldwide, this promises an unforgettable night. Tickets are $69 plus tax here.

2. Glory Days: The Music of Bruce Springsteen

Thursday, January 29th. Starts at 8:00 PM. Trailside Music Hall.

A high-energy tribute celebrating the storytelling, passion, and anthemic power of Bruce Springsteen’s legendary catalogue. Performed by an 11-piece ensemble, this immersive show captures the heart, grit, and communal spirit of his most iconic eras. Three nights only, with two already sold out. Tickets are $55 plus tax here.

3. Banff Mountain Film Festival

Friday, January 30th to 31st. Starts at 7:00 PM. UPEI Performing Arts Centre.

A cinematic escape into the mountains featuring breathtaking short films celebrating adventure, endurance, and the natural world. From climbing and skiing to biking and exploration, this iconic festival brings outdoor storytelling and community together on the big screen. Tickets are $25 per night or $40 for both nights. Learn more here.

4. President’s Excellence Awards Gala

Thursday, January 29th. From 5:30 PM to 9:30 PM. Delta Prince Edward.

An inspiring evening recognizing leadership, innovation, and excellence across Charlottetown’s business community. Celebrate local entrepreneurs, connect with peers, and enjoy a formal dinner event honouring achievement across nine award categories. Tickets starting at $200 plus tax here.

5. Winter Art Exhibition Opening Reception

Saturday, January 31st. Starts at 2:00 PM. Confederation Centre Art Gallery.

A relaxed opening reception offering first access to new winter exhibitions alongside artist and curator tours. Meet members of the local arts community, explore fresh work across galleries, and enjoy an engaging afternoon celebrating creativity and connection. Free to attend. Learn more here.

Mark your calendar! The Islander Day Crafted & Curated Market is coming soon.

Islander Day Crafted & Curated Market

Monday, February 16th. From 10:00 AM to 4:00 PM. Beaconsfield Carriage House.

This semi-annual market brings 13 local artisans and vintage curators together in a beautiful venue. Discover thoughtfully curated vintage and pre-loved clothing alongside handcrafted jewelry, pottery, wooden crafts, delicious treats, and more. Admission is free, and cash, debit, and credit are accepted. See the full vendor lineup here. See the full vendor lineup here.

🎉 Bonus Activities

This section lists several other great events happening this week

WinterDine continues across Charlottetown, featuring multi-course lunch and dinner specials at over 20 local restaurants, with rotating menus each week. Explore Week 2 menus and plan your next meal here.

The Charlottetown Islanders host Jack Frost Family Night on Saturday, January 31st at 7:00 PM against the Saint John Sea Dogs, featuring family activities, giveaways, and an exciting home matchup. Tickets start at $12 plus tax.

The Black Cultural Society of PEI Annual Gala takes place Saturday, January 31st at 7:00 PM at the Delta Prince Edward, celebrating 10 years of community with a formal dinner, performances, remarks, and a dance to follow. Tickets are $30 plus tax here.

Reddin’s One Year Celebration runs Friday, January 30th from 6:00 PM to 10:00 PM, featuring live music, passed hors d’oeuvres, classic cocktails, and a dressy prohibition-era atmosphere. January password applies. Learn more here.

Richard WOOD & Friends: East Coast Kitchen Party

Friday, January 30th. Doors at 6:30 PM, show at 7:00 PM. St. Paul’s Church.

Do not miss this 6th annual show at St. Paul’s featuring five-time ECMA-winning fiddler Richard Wood with Brent Chaisson and Kimberley Holmes, and an all-star guest lineup including KINLEY, Shane Pendergast, Ava & Lily, Jonny Ray Arsenault, the College of Piping Dancers, and Samuel Richard. Get tickets here.

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See you next Tuesday,