Looking for Things to Do in Milton, WI? We’ve Got the Ultimate Roundup
Small towns get a rep for being boring, but Milton? Milton’s got things going on. If you’re looking for things to do in Milton, WI, we have the ultimate roundup for you.
Whether you’ve lived here forever or just Googled “what even is Milton, WI” five minutes ago (relatable), we put together this little guide to remind you why this town’s kind of the best. Think of it as your casual, not-at-all official update from people who live here, work here, and probably know too much about the best gas station snacks within city limits. So, grab your friends and help us support our fellow local businesses!
Live Music at Rubber Ducky Winery & Country Market
Every Friday until Labor Day, Rubber Ducky Winery & Country Market is keeping the good vibes flowing. Grab a glass, claim a table, and kick back with music from local musicians.
Every Friday until Labor Day 6:30 PM - 9:30 PM
232 S Janesville St, Milton, WI
Yoga in the Vineyard at Timber Hill Winery
Move, breathe, and stretch it out with a slow evening flow in the vineyard. A certified instructor will lead the way and all experience levels are welcome.
August 7, 2025 5:30 PM - 6:30 PM
8220 N John Paul Rd, Milton, WI
Shopping at Sunny & Olive
We’d be remiss if we didn’t include our own shop! Sunny & Olive is a trendy consignment store offering high-quality, size-inclusive, and affordable finds. Here’s something we’re extra proud of: we’re 100% women-owned and run. Plus, all the small businesses we feature in-store are women-owned, too. Stop by and say hello! We’ll also be having a pop-up with Lil Thrift Finds and Consigns on August 23rd from 11-3. Come check out their baby and toddler consignment clothing!
Shop open: Wednesdays-Sundays 10:00 AM - 5:00 PM
Consignment pop-up: August 23, 2025 11 AM - 3:00 PM
613 W Madison Ave, Milton, WI
Vino & Vendors Market at Fermenting Cellars Winery
Come stroll the open-air pavilion and shop handmade goods from over 30 unique crafters, artists, and makers. This is a makers only market with no direct sales vendors. Grab a bite, sip something cold, and support local creativity in the loveliest little setting.
August 9, 2025 10:00 AM - 3:00 PM
2004 W Manogue Rd, Milton, WI
Flower Fest at White Fence Flower Co.
Wander, pick, picnic, repeat. Celebrate the opening of White Fence Flower Co.’s new patio and take in the dreamy flower field while you’re at it. Tickets are $5 if you’re just there to look, $12 if you want to pick from the zinnias, cosmos, and sunflowers. Food trucks will be rolling in, the vibes will be immaculate, and kids under 6 are free to enter.
August 10, 2025 9:00 AM - 5:00 PM
8736 N Trescher Rd, Milton, WI
Milton Community Days at Goodrich Square
With over 90 vendors and food trucks, this open air evening market is the ultimate hangout for anyone who loves to shop and snack. You’ll find everything from talented crafters and passionate makers to bakers who basically invented the word "delicious."
August 15, 2025 5:00 PM - 8:00 PM
Parkview and College Street, Milton, WI
Pavilion Pawty at Kip’s White Dog Inn
The annual Pavilion Pawty is back! You’ll experience a fun day with co-ed volleyball and bags tournaments, raffles, and food. Plus, it’s all for a paws-itively awesome cause — supporting Paddy’s Paws dog rescue! Grab your crew, bring your game face, and make some memories.
August 23, 2025 11:00 AM
2400 E Manogue Rd, Milton, WI
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