12 Annual Winchester Hometown Christmas
A Day Full of Small Town Holiday Fun
12th Annual Winchester Hometown Christmas
December 5, 2026
Follow our Facebook Page at “Winchester IL Hometown Christmas” for continual updates! (All events in Winchester, IL)
• Kiwanis Pancake and Sausage Breakfast – 8 am – 10 am – Sibert Hall – 20 N. Walnut
• Vendors at various locations in Winchester – 9 am – 3 pm
• Specials at various local businesses
• Winchester FFA selling handmade fresh greenery wreaths on the square
• Winchester High School Band – hot chocolate/baked goods & Cougar scarves and blankets – on the square
• Cookie and Candy Walk – 9 am – Noon – 1st Christian Church – 20 N. Main
• Winchester Old School Museum open from 9 am – 4 pm. Museum Elf in house with treats for the kids.
• Winchester Tree Jubilee Decorated Tree Display at Winchester Old School Museum – 9 am – 4 pm
• Train Display at the American Legion – 24 S. Hill – 9 am – 3 pm
• New this year: Kids’ Crafts at Winchester Train Depot – 245 W Cherry St – Ages 2 – 12 years old – 10am-noon
• Toy Drive – Winchester Outreach Center – 9 am – 3 pm – 31 S. Main
• Winchester Public Library Peppermint Scrub Workshop – 10 am – 11 am
• Santa will be arriving in town at 1pm and in his house from 1–3pm on the square
• 1st Baptist Church Soup & Sandwich Supper – 3:30 – 6 pm – 30 W. Cross St.
• Winchester Lighted Christmas Parade (one of the largest in the area) coordinated by the WHS Key Club – 6:30 pm
• Following the parade, Memory Tree presentations, parade entries announcements, and Christmas carols provided by Howard brothers – Winchester Square
December 5, 2026 – all day
Winchester Town Square
1 East Market Street
Winchester, Illinois 62694
Admission is free
(217) 370-8493