Hurrah! A long weekend! For your to-do list, the Winterfolk Blues and Roots Festival celebrates its tenth year; Harbourfront Centre explores skate culture; get your drum on at an all-ages drum circle gathering; a model railroad club displays its winter show; the AGO turns into a kid-friendly exhibition; and much more!MUSIC FESTIVAL: If you’re looking for something to tide you over until the summer music-festival season, you might want to consider Winterfolk X Blues and Roots Festival. Now in its tenth year, this festival is home to singer-songwriter veterans and newcomers alike. It features a lineup of over 100 artists—including Lynn Miles, Crabtree & Mills, Jory Nash, and many more. The Delta Chelsea Hotel (33 Gerrard Street West), Friday to Sunday, click here for full schedule, PWYC.
DANCE: Artists push themselves to new heights in Risky Business and Rebel Yells, part of Dance Matters. The series showcases dance pieces that are rebellious in theme or concept and highlights physical and artistic performance risks. Scotiabank Studio Theatre (6 Noble Street), Saturday to Sunday, 4 p.m., $12.
CABARET: This certainly isn’t your grandmother’s cabaret. Lunacy Cabaret invites you to The Eternal Order of Lunacy—an uncensored night of clowns, circus, comedy, music, and burlesque. Centre of Gravity Circus Training Studio East (1300 Gerrard Street East), Saturday, doors at 8:30 p.m., $15.
MUSIC: Fans of electro-pop can rejoice at the arrival of the latest installment of the long-running music series, Silent Shout. This weekend’s event features an assortment of talented bands such as Light Fires, Triple Gangers, and Miss Elizabeth (who are playing their very first show!). The Cave (860 College Street), Saturday, doors at 9 p.m., $7.
SKATING: If you have fond memories of grinding beautiful half pipes, or falling flat on your face because your shoelaces got caught in the skateboard wheels, then you’ll appreciate the Harbourfront Centre’s latest look at skate culture. HarbourKIDS: SK8 is a weekend-long event that explores skating, skateboarding, hockey, arts, and crafts. There will be skateboard-making sessions, performance pieces, and more. Harbourfront Centre (235 Queens Quay West), Sunday to Monday, FREE.
DRUM CIRCLES: Piano lessons? Please. By far, the most entertaining instrument to play as a kid was the drums. If you’ve still got a little bit of Meg White in you, then dust off those drum sticks and head on over to Drum Circle—an all-ages event where you can explore the cultural origins of the drum, and even make your own. East Common Room, Hart House (7 Hart House Circle), Sunday, 11 a.m.–1 p.m., FREE.
TRAINS: While our own public transportation system might be up in the air at the moment, now is the perfect time to reflect on the glorious railroads of yesteryear. The Model Railroad Club of Toronto is holding its annual winter show, called The Romance of the Rails. Liberty Market Building (171 East Liberty Street), Sunday to Monday, noon–4:30 p.m., $8.
CLASSICAL MUSIC: The Windermere String Quartet is back for another year of exploring chamber music from different eras. This Sunday, they’re taking on Haydn, Boccherini, and Mozart in a performance called “The Art of Conversation.” St. Olave’s Anglican Church (360 Windermere Avenue), Sunday, 3 p.m., $20.
ART: Have you ever dreamed of running around art galleries, from painting to painting, rather than staring intently at a single piece of work like everyone else? Well, your time has come. For one day only the Art Gallery of Ontario will be fully embracing the joy of Family Day by transforming itself into the Kids Gallery of Ontario. This includes sped-up kid-centric tours of the gallery, art-making, a Kid Nouveau opening party, and more. The AGO (317 Dundas Street W.), Monday, $39 for family pass (includes two adults and up to five kids—steal!).
COMEDY: If you’re still frustrated by that now-iconic final scene in Christopher Nolan’s last film, you might find some release in the form of an improvised take on Inception. Bad Dog Theatre’s Monday-in-the-Cabaret is taking on the flick in a completely unscripted manner. The comedy will also be followed by a discussion on the process of creating such a performance. Comedy Bar (945 Bloor Street W.), Monday, 9 p.m., PWYC.
Urban Planner is Torontoist‘s guide to what’s on in Toronto, published every weekday morning, and in a weekend edition Friday afternoons. If you have an event you’d like considered, email all of its details—as well as images, if you’ve got any—to email@example.com.