Windsor Weekend Guide: Chili Fest, Lord of the Rings & Holiday Markets
Windsor Weekend Events: Chili Fest & Holiday Markets

As the crisp autumn air settles over Windsor-Essex County, residents have one final weekend of relaxed festivities before the holiday season frenzy begins. From culinary competitions to musical journeys through Middle-earth, the region offers diverse activities for every interest.

Culinary Delights and Community Spirit

Windsor Firefighter's Chili Fest 2025 promises to heat up Friday evening with friendly competition and community support. Taking place on November 7 from 5 p.m. to 10 p.m., this savory event at the Hellenic Cultural Centre (3052 Walker Rd) features approximately 30 different chilis prepared by local restaurants and fire stations.

Attendees can sample all entries with a $15 ticket available at the door, then cast their vote for the Best Chili Award winner. The event includes a cash bar, and every dollar raised supports those in need within the community.

Musical Journey to Middle-earth

Classical music enthusiasts and Tolkien fans alike will find common ground on Saturday, November 8, when the Windsor Symphony Community Orchestra presents a special tribute to Canadian composer Howard Shore's iconic Lord of the Rings score.

The performance begins at 7:30 p.m. at the historic Capitol Theatre (121 University Ave. W), transporting audience members to the Shire and Mordor through powerful orchestral arrangements. Early bird tickets cost $20 for adults and $15 for students, available through windsorsymphony.com.

Early Holiday Shopping Opportunities

For those eager to get a head start on seasonal preparations, multiple shopping events offer unique gift options. The Kingsville Holiday Market runs Saturday from 10 a.m. to 3 p.m. at Lakeside Park Pavilion (315 Queen St), featuring more than 40 local vendors.

Meanwhile, Thiessen Apple Orchards in Leamington hosts a Sip and Shop Christmas Open House on Friday, November 7, from 5-9 p.m. at their 400 Talbot Rd E location. Visitors can enjoy appetizers, refreshments, prizes, and 20% off all store items while crossing names off their shopping lists.

Historical Cooking Experience

History buffs and culinary enthusiasts can step back in time at the Park House Museum in Amherstburg on Saturday, November 8, from 12 p.m. to 3 p.m. The hands-on cooking course explores wartime recipes from the First World War era, demonstrating how families creatively used rationed ingredients.

Tickets cost $60 per person for this unique historical experience, with limited spaces available. Registration is required by calling 519-736-2511 or emailing parkhousemuseum@gmail.com.

Whether you're craving spicy competition, epic musical adventures, early holiday shopping, or historical culinary experiences, Windsor-Essex County delivers memorable weekend activities before the holiday rush takes over.