Week of Events
Winter Restaurant Week 2026
Madison Winter Restaurant Week is back with multiple participating Middleton locations! From Jan. 25 - 30, 2026, enjoy a taste of delicious, local food from restaurants around the Madison and Middleton area. A variety of restaurants have curated special prix-fixe menus for the week, featuring three courses. Menu prices start at $30, with some restaurants…
Sunday, January 25, 2026
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January 25, 2026 -Ink and Insight Mindful Writing Circle
Ink and Insight Mindful Writing Circle
Join Holy Wisdom Monastery for a quarterly gathering that blends creative writing and mindfulness in a supportive, inclusive space. Whether you identify as a writer or simply enjoy exploring your inner voice, this group offers you a gentle rhythm of reflective writing (with optional prompts), sharing in community and contemplative practices like guided meditation and…
Monday, January 26, 2026
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January 26, 2026 -Trivia Night at The Village Green
Trivia Night at The Village Green
The Village Green in Downtown Middleton hosts trivia every Monday starting at 7 p.m. Free to play with prizes for 1st, 2nd, 3rd and last place!
Tuesday, January 27, 2026
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January 27, 2026Trivia Night at Monk’s Bar & Grill
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January 27, 2026 -Trivia Night at The Kickback Bar
Trivia Night at Monk’s Bar & Grill
How much do you really know? Prove it every Tuesday AND Thursday night @ 6 p.m.! TRIVIA PRIZES: First prize: $30 Gift Certificate Second prize: $20 Gift Certificate Third prize: $10 Gift Certificate
Trivia Night at The Kickback Bar
Test Your Knowledge on Tuesday Nights at The Kickback! 🎉 Trivia Night is here! Join The Kickback Bar at 6:30 p.m. every Tuesday night for an evening of fun, laughter, and brain-busting questions with Premier Trivia. 🕗 When: Every Tuesday, starting at 6:30 PM 📍 Where: The Kickback – 7622 Lisa Ln, Middleton, WI Gather your friends, form a team,…
Wednesday, January 28, 2026
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January 28, 2026 -Bingo Night at Middleton Sport Bowl
Bingo Night at Middleton Sport Bowl
Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes.
Thursday, January 29, 2026
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January 29, 2026Trivia Night at Monk’s Bar & Grill
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January 29, 2026 -Trivia Night at Middleton Sport Bowl
Trivia Night at Monk’s Bar & Grill
How much do you really know? Prove it every Tuesday AND Thursday night @ 6 p.m.! TRIVIA PRIZES: First prize: $30 Gift Certificate Second prize: $20 Gift Certificate Third prize: $10 Gift Certificate
Trivia Night at Middleton Sport Bowl
Join Middleton Sport Bowl for America's Pub Quiz weekly Trivia Nights starting at 7 p.m. on Thursdays. The top winning teams will receive gift cards.
Friday, January 30, 2026
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January 30, 2026 -Friday Night Strikes: 3 Strikes Pinball Tournament
Friday Night Strikes: 3 Strikes Pinball Tournament
Think you’ve got what it takes to outlast the competition? Join The Kickback Bar for Three Strikes Pinball Tournament! When: 7 p.m. (registration starts at 6:30 p.m. – arrive early to sign in) Cost: Coin drop (just pay to play the machines – no extra entry fee) How It Works: Friday Night Strikes features a…
Saturday, January 31, 2026
No events on this day.