Calendar of Events
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1 event,
Join us for the next edition of our outdoor, interactive storytelling experience in Downtown Middleton. |
2 events,
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!
Free
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4 events,
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… |
2 events,
Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes. |
5 events,
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 
Grab your friends and roll into some fun at The Kickback for our Skee-Ball League Night! Whether you’re a seasoned pro or new to the game, this event is perfect for anyone looking for a little friendly competition. 1st & 3rd Thursdays of every month Event Details: Registration: 6:30 p.m. Play Starts: 7:00 p.m. Where:…
$7 – $10
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1 event,
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3 events,
Featured
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Featured
2025 Stars Hollow Day has passed. Please stay tuned for details on 2026 Stars Hollow Day as it approaches. Put on your best backwards cap and flannel shirt, grab a coffee and some junk food and come down to Stone Horse Green for this fun Gilmore Girls-themed event, 3 -7 p.m., Saturday, Oct. 4. The… 
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… |
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3 events,
Featured
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Featured
This event has passed. Please stay tuned for details on the next one as it approaches. Be part of something powerful at the 18th Annual Gilda’s Run/Walk on Sunday, Oct. 5 in Middleton -- or join virtually from anywhere! Whether you run the 5K (untimed) course or stroll the 2-mile walk, you’ll be supporting local…
$25 – $45
Join The Kickback Bar at 1 p.m. on the first Sunday of each month for Drag Bingo games and a performance by the one and only Cynthia Mooseknuckle! $5 to play 5 rounds of Bingo Prizes from The Kickback & Dancing Goat Live performance you won’t forget Bring your friends, grab a drink, and get ready…
$5
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2 events,
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!
Free
|
4 events,
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… |
2 events,
Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes. |
4 events,
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 The Kickback Bar for Mario Kart League Night the second Tuesday of each month! The only place for reckless driving is on the track as you race your way to glory. Sign-up begins at 6:00 PM, and the action kicks off at 6:30 PM. Enjoy the thrill of racing, friendly competition, and all the…
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. |
1 event,
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4 events,
PUPPY YOGA IS COMING TO MIDDLETON! Need a little sunshine as Wisconsin gets chillier? Warm your heart (and maybe your lap) with Puppy Yoga at Hidden Cave Cidery! Where: Hidden Cave Cidery, Middleton When: 11 AM – 12 PM, every 2nd Saturday | October through March Come for the slow flow yoga led by the amazing…
$35
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Celebrate the harvest season with The Bruce Company, the area’s largest year-round garden center. This is a family-friendly event, kids can pet adorable animals, paint mini pumpkins and get their photo taken in front of the garden center's festive autumn cabin. A balloon artist will be on site creating fantastic balloon art and a face…
Free
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… |
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2 events,
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Kids on the Prairie monthly explorations are for children and their adult family members. This is a FREE experience, open to the public and provided by Holy Wisdom Monastery and volunteers from the Friends of Wisdom Prairie and Sunday Assembly. Oct. 12 – Trees, Trees, Trees. Explore woodlands and savanna. What are trees doing over the… |
2 events,
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!
Free
|
4 events,
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… |
4 events,
New Belgium is back with Craft Beer Pinball League. Join for six rounds of group match play followed by single elimination playoffs for Prizes from rotating craft brewery hosts! Tournament registration and first sponsored beverage all for $5! Registration at 6 p.m., with announcements and group start at 6:30 p.m.
$5
Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes. 
Join The Village Green for Drag Queen Bingo on the 3rd Wednesday of every month with your host Kendra Banx$. You can RSVP your seats by calling 608-571-2771. 7:30-9:30 pm $10 for 10 rounds. Prizes provided for each round!!! Bring your dauber.
$10
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4 events,
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 
Grab your friends and roll into some fun at The Kickback for our Skee-Ball League Night! Whether you’re a seasoned pro or new to the game, this event is perfect for anyone looking for a little friendly competition. 1st & 3rd Thursdays of every month Event Details: Registration: 6:30 p.m. Play Starts: 7:00 p.m. Where:…
$7 – $10
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. |
1 event,
|
3 events,
Featured
Haunted Hustle--the annual spooky fall run/walk in Middleton--is back this October for more fun!
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… |
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1 event,
|
2 events,
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!
Free
|
4 events,
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… |
2 events,
Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes. |
4 events,
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 The Kickback Bar for Mario Kart League Night the second and fourth Thursday of each month! The only place for reckless driving is on the track as you race your way to glory. Sign-up begins at 6:00 PM, and the action kicks off at 6:30 PM. Enjoy the thrill of racing, friendly competition, and…
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. |
1 event,
|
4 events,
Featured
-
Featured
Step into a world of creativity and craftsmanship at The Bruce Company’s Autumn Artisan Faire! Featuring local artisans, this is your chance to explore a diverse array of handmade treasures from 11 a.m. to 4 p.m., Oct. 25. From delectable baked goods and dazzling jewelry to intricate woodwork, captivating paintings, and enchanting candles, there’s something… 
Have a spook-tacular time at the Middleton Public Library from 10 a.m., to noon and 2 - 4 p.m., on Saturday, Oct. 25 for their Spooky Science Spectacular! Explore science concepts with a fun (and sometimes spooky!) Halloween twist. From candy research to circuitry to chemistry chaos, there's something for everyone to enjoy and learn…
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… |
|
1 event,
|
2 events,
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!
Free
|
4 events,
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… |
2 events,
Join Middleton Sport Bowl at 6:30 p.m. every Wednesday for Bingo Night. It is free to play and offers cash prizes. |
4 events,
Featured
-
Featured
Mark your calendars for 2 - 6 p.m., Thursday, Oct. 30! Put on your favorite costume, grab a bag for candy, and join us for a 𝐒𝐩𝐨𝐨𝐤𝐲 𝐒𝐭𝐫𝐨𝐥𝐥 through Downtown Middleton and its local businesses. PLUS, stick around Stone Horse Green for a costume parade, fall kids fun and listen to live music. Many Downtown…
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. |
2 events,
Featured
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Featured
The City has announced the much-anticipated times for the annual Halloween Trick or Treat: 5 - 7 p.m., Friday, Oct. 31, 2025. “Trick or Treat is an opportunity for our neighborhoods and the community to come together to provide a fun, safe environment for children and families to celebrate with one another,” said Mayor Emily… |
5 events,
Featured
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Featured
Get ready for a spook-tacular night of glam, gags, and giggles at our Halloween Drag-Comedy Extravaganza from 8 - 9 p.m., Nov. 1, at Hidden Cave Cidery. We’re mashing up the fabulous world of drag with the wild world of stand-up comedy for one unforgettable night! Featuring a killer lineup: - Diego Avila - Madam…
$10
Featured
Featured
Celebrate Halloween at the Village Green at 10:00 p.m. on Saturday, November 1. Drag Show Costume Contest $5 per person 18+ Performances By: Kendra Banx$ Beverly Bee Amaia Mann Bambi Banx$ Breion Hall Banx$
$5
Join Keva Sports Center at 5:30 p.m., on Saturday nights November through March, for Football Bowling — an exciting indoor game that blends the thrills of football and bowling. Groups of up to six (3 per team) toss a football to knock down bowling pins for a fast-paced, unforgettable evening. Whether you’re looking for a… |