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!

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

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,…

Join Longtable Beer Cafe for Premier Trivia on Tuesday nights at 7 p.m. Free to play PLUS the chance to win great prizes. Even better, we feature Bottles on the Bottom on Tuesdays, 30% off select large format beers, perfect for bottles shares with friends while you test your knowledge on a wide range of…

Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes.

Enjoy local produce, goods, flowers and more at the Middleton Farmers' Market at Greenway Station. Open Thursdays May 1-Oct. 2, 2025.

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

Test your knowledge at free Trivia Nights in Stone Horse Green, 6:30 - 8 p.m., on Thursdays starting May 8. Bring as many teammates as you'd like and enjoy the Green as Premier Trivia tests your knowledge in topics ranging from geography to pop culture to history, and MORE! Win gift cards from Downtown Middleton…

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.

Art Walk Middleton brings artists and art lovers to downtown Middleton for a day-long "street fair" event.

Middleton's Stroll 'N Tells are free guided walks through time, as the historical society leads groups throughout the historic downtown district.

Join Monk's Bar & Grill for their weekly 6 p.m., Saturday Boombox Bingo nights. Combining the clever theming of their trivia with famous playlists, this Bingo experience is perfect for all ages and groups of all sizes! Just like regular bingo: players will aim to win prizes by completing specific patterns on their bingo boards. Unlike…