Welcome to Sup Charlottetown! This newsletter shares the best events happening in Charlottetown every week. A new version is 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. WinterDine

Monday, January 19th to Sunday, February 9th. Locations across Charlottetown.

A citywide dining celebration offering prix-fixe lunches and dinners at over 20 local restaurants. With rotating menus released weekly, it’s an ideal excuse to explore standout kitchens, try new spots, and revisit favourites at excellent value. Learn more and view menus here.

2. Winter Woodlot Tour 2026

Saturday, January 24th. From 9:00 AM to 1:00 PM. Bluefield High School.

A free, family-friendly outdoor event celebrating forests, wildlife, and sustainable land use. Enjoy hands-on demonstrations, sleigh rides, birds of prey exhibits, snowshoeing, maple syrup tapping, children’s activities, and warm cider throughout the morning. Free admission. Learn more here.

3. Lady Soul at Trailside

Friday, January 23rd. Starts at 8:00 PM. Trailside Music Hall.

A powerhouse nine-piece ensemble delivering high-energy tributes to soul and funk legends past and present. Featuring standout vocalists and a full horn section, expect polished performances, dance-floor classics, and crowd-pleasing renditions from start to finish. Tickets are $30 plus tax here.

4. Charlottetown Islanders vs Sherbrooke Phoenix

Thursday, January 22nd. Starts at 7:00 PM. Eastlink Centre.

Catch the Islanders at home against the Sherbrooke Phoenix, featuring highly touted NHL draft pick Ivan Ryabkin. The dynamic newcomer has made an immediate impact, with 8 points in his first 3 games, making this a must-see matchup for fans eager to watch elite junior hockey talent live. Tickets start at $12 plus tax here.

5. Island Lecture Series: Newfoundland’s Fight Over Churchill Falls

Tuesday, January 20th. Starts at 7:00 PM. UPEI Main Building, Faculty Lounge 201.

A timely and thought-provoking lecture examining the political and economic forces behind the Churchill Falls hydroelectric project. With energy policy top of mind this winter, this talk offers valuable insight for anyone interested in governance and public affairs. Free attendance. Learn more here.

🎉 Bonus Activities

This section lists several other great events happening this week.

Winterval in Three Rivers runs Friday, January 23rd to Sunday, January 25th with music, outdoor adventures, bonfires, sleigh rides, pool parties, trivia, concerts, and more happening across the community. Check the full schedule here.

Young Masters: Artwork from the Class of 2026 opens Thursday, January 22nd, from 6:00 PM to 8:00 PM, showcasing independent work from graduating Charlottetown Rural and Colonel Gray art students in a wide range of mediums. Free entry. Learn more here.

Family Art Sundays return to Confederation Centre Art Gallery on Sunday, January 25th at 11:00 AM with free art activities, exhibition exploration, and hands-on crafts for all ages. Free tickets here.

UPEI Telescope Public Viewing takes place Saturday, January 24th, from 6:30 PM to 8:30 PM at UPEI Memorial Hall, offering guided telescope viewing of planets, stars, and galaxies, plus astronomy activities for all ages. Learn more here.

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See you next Tuesday,