The Village Green in Downtown Middleton hosts Premier Trivia night every Monday starting at 7 p.m.

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

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.

Join us for Drag Queen Bingo the 3rd Wednesday of every month. $10 for 10 rounds with prizes provided for each round! All ages event.  Bring your daubers!

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

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.

*This event has passed. Stay tuned for information on the 2025 Middleton Nordic Opener. Join the CXC Outdoor Center at 8 a.m. - 4 p.m., Saturday, Dec. 21, and Sunday, Dec. 22, for a celebration of winter on cross-country skis and more! Kick off your skiing adventure with free beginner lessons, roast marshmallows at our…

*This event has passed. Stay tuned for more information on 2025's Make Music Winter event! Begin the winter solstice celebration with musical crawl around downtown Middleton from 3 - 5:30 p.m., Saturday, Dec. 21. participate in a sing- & play-along to your favorite holiday tunes at Stone Horse Green, and enjoy a few musical performances…

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…