Celebrate Mother's Day at Capital Brewery with an afternoon of FREE live music from 2 - 5  p.m., Sunday, May 10. Sip award-winning beers in the bier garten while enjoying the music of Too Sick Charlie. Plus, Cousin Maine Lobster Truck will be there from noon to 6 p.m., with a "bring your mom and…

Join the University of Wisconsin Russian Folk Orchestra for its annual spring concert at 3 p.m., Sunday, May 10, at Holy Wisdom Monastery. With:Angelina Galashenkova-Reed, DomraZoya Nevinskaya, VocalsAmalasuentha McGwin, PercussionYuriy Kolosovskiy, Contrabass BalalaikaEli Schulte, Bass BalalaikaVictor Gorodinsky, Music Director & Founder

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!

Join Holy Wisdom Monastery on Tuesday, May 12 for their annual Spring Solar Tilt.   You and your family are invited to participate in the 3rd Annual Spring Solar Tilt, a hands-on community event where they gather together to celebrate green energy, honor the changing seasons and pray for the earth. Capacity is limited, so…

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 trivia on Tuesday nights at 7 p.m. It is free to play PLUS a chance to win great prizes. 🥇$30 Longtable Gift Card 🥈$20 Longtable Gift Card🥉$10 Longtable Gift Card On Tuesdays, Longtable features Bottles on the Bottom  -- 30% off select large format beers, perfect for bottles shares with…

Join for the 2026 Women United Brunch from 8:30 - 11 a.m., Wednesday, May 13, at the Madison Marriott West for an inspiring morning of networking and celebrating the caring power of women! From single women to heads of households, we envision a Dane County where all women can thrive. When women achieve financial security,…

Join for the Hubbard Avenue Diner & Bakery Birthday Celebration on May 13th! They'll have FREE birthday cake all day, plus glitter tattoos, face painting, and caricatures from 4 to 7 p.m.

Join Gilda's Club Wisconsin to celebrate the opening of its Community Art Show, view the art exhibition, and meet some of the artists from 6 - 7:30 p.m., Wednesday, May 13.  This is sure to be an evening of powerful art, great music, and time to reconnect with others impacted by cancer. The reception will…

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

Join for Trivia Nights from 6 - 7:30 p.m. on the first three Thursdays in May! Bring your teammates and enjoy Stone Horse 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 businesses for 1st, 2nd, and 3rd place!…

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.

Join Capital Brewery for an evening of FREE live music at 6 - 10 p.m., Friday, May 15. Sip award-winning beers in the outdoor bier while enjoying the music of Rod Ellenbecker. About Rod Ellenbecker: Bring a diverse group of songs played with passion and intensity to anyone who is interested. It sounds pretty simple,…

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…

Wanted for one night only. Join for an evening with ContraBand, an electric jazz trio performing inspired selections from Robert Glasper, Herbie Hancock, Kiefer, Marquis Hill, and more. Modern jazz, deep grooves, and an intimate late-night atmosphere at Vitruvius. Saturday, May 16 Doors 6:30 pm Show 7:00 to 9:00 pm $10 cover

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

Learn about Middleton's history by taking a stroll with retired City Administrator and former Middleton Area Historical Society board member Mike Davis. There are several Stroll N' Tell' s throughout the summer, all from 10 a.m. - 11:45 a.m (full list of dates below). The tours are leisurely strolls and are free. All will start…

Interested in trying some new annual combos, but aren’t sure what plants to choose? Join The Bruce Company for one of their Annual Container Garden Workshops and their plant geeks will help you create a stunning porch container in an unexpected color palette. All planting supplies are included and will vary from photo. Available Workshop…

Ahoy mateys & mermaids! Dive into a night filled with treasures, mermaid tales, and swashbuckling fun as we set sail on a journey full of surprises. Mer-pirates will team up to make some waves and save the day in an ocean-sized adventure at The Little Gym from 5 - 7:30 p.m., May 16. It’s going…

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…