The Windsor-Essex region is brimming with activities this weekend, offering something for everyone from cycling enthusiasts to theater lovers. Here is a curated guide to the top events taking place from May 29 to June 1.
Star Faves
Duff-Baby House Reopening
The City of Windsor invites the public to celebrate the reopening of the historic Duff-Baby House on Saturday, May 30, from 12 to 4 p.m. Located in Sandwich Town, this landmark built in 1798 is considered one of the most significant late eighteenth-century structures in Upper Canada. Visitors can enjoy free, self-guided tours and explore new exhibits. Additional tour dates are available at citywindsor.ca.
Tour Di Via Italia
On Sunday, May 31, Windsor's Erie Street transforms into a high-speed cycling circuit for the 64th annual Tour Di Via Italia race. This long-running international street race attracts competitors from across North America, featuring categories for elite and novice riders, as well as children. Spectators can watch the action from the course or from nearby restaurant and cafe patios. For more details, visit tourdiviaitalia.org.
Pelee Island Half Marathon
Canada's most southern half marathon takes place on Saturday, May 30, on Pelee Island, offering a scenic route in the middle of Lake Erie. The 12th annual run is limited to 400 participants. Registration includes a finisher medal, a long-sleeve recovery hoodie, and a ticket to the post-run celebration at Pelee Island Winery. Guest tickets for the winery luncheon are available at $65 for adults and $55 for children under 11. Register at raceroster.com.
Windsor Jewish Film Festival
The 23rd Windsor Jewish Film Festival runs from May 31 to June 4 at the Capitol Theatre. This year's lineup features international films exploring Jewish life through comedy, drama, and documentaries. The festival opens on Sunday with Guns and Moses, a crime thriller about a small-town rabbi who becomes a gunslinger. Closing night on June 4 presents a biographical film about The Beatles manager Brian Epstein. For showtimes and ticket prices, visit windsorjewishfilmfestival.ca.
LaSalle Night Market
The LaSalle Civic Centre hosts a buzzing night market on Sunday, May 31, from 4 to 8 p.m. The market features local makers, food vendors, handmade goods, fresh produce, and other local products. Admission is free and open to all. More information is available at lasalle.ca.
For the Kids
Shrek Jr. The Musical
The Windsor-Essex Community Arts Project (WECAP) presents Shrek Jr. The Musical, a family-friendly adaptation of the hit Broadway show and DreamWorks film. The story follows a grumpy green ogre and his chatty sidekick, Donkey, on a quest to rescue Princess Fiona and reclaim their peaceful swamp from misfits. Performances take place at the Masonic Temple Ballroom (986 Ouellette Ave.) on Friday, May 29, from 7:30 to 9 p.m.; Saturday, May 30, at 2 to 3:30 p.m. and 7:30 to 9 p.m.; and Sunday, May 31, at 2 to 3:30 p.m. Tickets are $25 for adults and $20 for students and seniors. Purchase tickets online at wecommunityartsproject.com.



