Calendar Highlight
Events
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Live Music: Too Sick Charlie
FeaturedCapital Brewery 7734 Terrace Ave, Middleton, WI, United StatesJoin Capital Brewery for an evening of FREE live music at 6 - 9 p.m., Friday, Oct. 9. Sip award-winning beers in the bier garten while enjoying the music of Too Sick Charlie. ABOUT Too Sick Charlie: Too Sick Charlie is a one-man band roots revival, channeling the raw spirit of folk blues with a…
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Stars Hollow Days
FeaturedStone Horse Green 7550 Hubbard Ave, Middleton, WI, United StatesPut on your best backward cap and flannel shirt, grab a coffee and some junk food and visit Middleton for this fun Gilmore Girls-themed event
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Young Eagles Flight Event
FeaturedMorey Airport 8300 Airport Road, Middleton, United StatesJoin EAA Chapter 93 as it hosts another Young Eagles Flight! Kids 8-17 get an opportunity to learn about flight through a brief ground school experience before taking a short flight. This event is free, but space is limited and tends to sell out. Watch for RSVP here (available mid-September). Meet the Pilot The pilots…
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Puppy Yoga at Hidden Cave Cidery
Featured Puppy Yoga at Hidden Cave CideryHidden Cave Cidery 2500 Pleasant View Rd. Suite 102, Middleton, WI, United StatesSpend your Saturday mornings gently moving your body at YOGA WITH RESCUE PUPPIES!! 🐾🧘🏼 Follow a Slow Flow led by Rachel Gunder, a registered yoga teacher, or simply hang out with the pups on your mat. All puppies/dogs present are fostered through Puppers to Love Rescue and are adoptable at the time of class. Grab…
$40 -
Family Fall Festival at The Bruce Company
FeaturedThe Bruce Company 2830 Parmenter Street, Middleton, WICelebrate the harvest season with The Bruce Company, the area’s largest year-round garden center, from 11 a.m. - noon, Oct. 10 Your kids can pet adorable animals, paint mini pumpkins and get their photo taken in front of the festive autumn cabin. A world-famous balloon guy and a face-painter will be on hand, too! No…
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Live Music: Charlie Rae at Capital Brewery
FeaturedCapital Brewery 7734 Terrace Ave, Middleton, WI, United StatesJoin Capital Brewery for an evening of FREE live music from 6 - 9 p.m., on Saturday, Oct. 10. Sip award-winning beers in the outdoor Bier Garten while enjoying the music of Charlie Rae. Please note that dogs are not allowed in the Bier Garten during events. ABOUT Charlie Rae: Charlie Rae is the quintessential…
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Gone 2 Paradise: Jimmy Buffet Tribute
FeaturedMiddleton Performing Arts Center 2100 Bristol St, Middleton, WI, United StatesJoin Gone 2 Paradise for a musical adventure like no other. Whether you’re a devoted Parrothead or just looking to escape to a tropical paradise for the night, this experience promises to leave you feeling like you’ve truly gone to paradise. Don't miss this event at 7:30, Saturday, Oct. 10 at the Middleton Performing Art…
$15 – $45 -
Capital Brewery’s 6th Annual Oktoberfest
FeaturedCapital Brewery 7734 Terrace Ave, Middleton, WI, United StatesSpend the day sipping some ice-cold Oktoberfest and the fall limited release of Autumnal Fire (Oktoberfest on steroids!!), and listen to some great authentic Oktoberfest German polka music!
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Beer, Bubbles, BALLET!
Central Midwest Ballet Academy 2831 Parmenter St, Middleton, WI, United StatesHave you ever wanted to try ballet? Do it the fun way with Central Midwest Ballet Academy's Beer Bubbles and Ballet from 2 - 4 p.m., Oct. 18. A short ballet class complete with beer, wine, and prosecco for a fun, casual way to try ballet with adult libations. Learn the most ubiquitous and ridiculous…
$45 -
Haunted Hustle Run
FeaturedKeva Sports Center 8312 Forsythia St, Middleton, WI, United StatesHaunted Hustle--the annual spooky fall run/walk in Middleton--is back this October for more fun!
$20 – $90 -
Autumn Artisan Faire at The Bruce Company
FeaturedThe Bruce Company 2830 Parmenter Street, Middleton, WIStep 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. 24. From delectable baked goods and dazzling jewelry to intricate woodwork, captivating paintings, and enchanting candles, there’s something…
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National Mustard Museum 40th Anniversary Celebration
FeaturedNational Mustard Museum 7477 Hubbard Avenue, Middleton, WI, United StatesThe National Mustard Museum is celebrating 40 years of making zesty history, and they want you to be a part of the celebration! Visit the Museum anytime between noon to 3 p.m., on Saturday, Oct. 24, to join in on the fun. The formal ceremony starts at 1 p.m., with remarks from the curator himself,…
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Spooky Stroll
FeaturedDowntown Middleton Middleton, WI, United StatesMark your calendars for 3 - 5 p.m., Thursday, Oct. 29! 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…
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Spooky Mini Cake Happy Hour
FeaturedMiggy's Bakes 6712 Frank Lloyd Wright Ave, Middleton, WI, United StatesCome decorate a mini cake at Miggy's Bakes during SPOOKY happy hour! All skill levels and ages welcome. You'll get to choose from 3 flavors of base iced cakes (chocolate raspberry, pumpkin cheesecake or red velvet), that you will then be able to decorate however you choose. There will be tons of Halloween-themed decorations -…
$35 -
Halloween Cheese Board Workshop with Madison Cheese Boards
FeaturedHidden Cave Cidery 2500 Pleasant View Rd. Suite 102, Middleton, WI, United StatesReady to learn how to make an Instagram-ready HALLOWEEN charcuterie board? Join Madison Cheese Boards at Hidden Cave Cidery on Thursday, October 29 for a workshop on creating your very own Madison Cheese Board! Your ticket includes a reusable black cat shaped board to take home!! The platter is food-safe, reusable, and dishwasher safe! Your board…
$20 – $75 -
Historic Downtown Middleton Stroll ‘N Tell
Rowley House Museum 7410 Hubbard Ave, Middleton, United StatesLearn 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…
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2026 Middleton Trick or Treat Hours
FeaturedMiddleton Middleton, WI, United StatesThe City has announced the much-anticipated times for the annual Halloween Trick or Treat: 5 - 8 p.m., Saturday, Oct. 31, 2026. The Middleton Police Department encourages safety and supervision during the annual Trick or Treat season. It is especially important for parents to adhere to a few safety rules for their children when they…
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Kids on the Prairie at Holy Wisdom Monastery
FeaturedHoly Wisdom Monastery 4200 Co Hwy M, Middleton, WI, United StatesKids 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. November 8 – Celebrate Cycles of Life. Start with a short walk looking for signs…
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Scaled Up Reptile Expo
Featured Scaled Up Reptile ExpoMadison Marriott West 1313 John Q Hammons Dr, Middleton, WI, United StatesJoin the next Expo at Marriott Madison West/Middleton from 11 a.m. - 3 p.m. (VIP admission at 10 a.m.) When you attend a Scaled Up Reptile Expo, you’ll have the opportunity to: Gain valuable insights from some of the region’s top breeders, keepers, and educational groups. Stock up on essential reptile-keeping supplies, including feeder insects,…
$8 – $15 -
TeslaCon-Steampunk Convention: Oz
FeaturedMadison Marriott West 1313 John Q Hammons Dr, Middleton, WI, United StatesTeslaCon, the largest immersion experience Steampunk convention in North America, comes to Middleton, Wis., this November.
$20 – $80