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🎁 Secret Market at Brookfield Square

Get ready to treat yourself (seriously… no excuses 😄). The Secret Market is taking over Brookfield Square Mall with 100+ vendors, packed with vintage finds, handmade goods, antiques, art, and all kinds of unique treasures you won’t see anywhere else.

It’s the perfect spot to kick off your Mother’s Day shopping, or just spend a few hours wandering, discovering, and finding something fun you didn’t know you needed. Expect cozy vibes, tons to explore, and a “wow, this place has everything” kind of feel.

📅 Saturday, May 2 (10AM–4PM)
📅 Sunday, May 3 (11AM–4PM)
📍 Brookfield Square Mall
🌐 Visit Their Website

🌽 Waukesha Farmers Market Opening Day

Opening Day is here… and there’s just something about that first market of the season 😄 Downtown Waukesha comes alive with fresh produce, baked goods, flowers, specialty foods, and a full lineup of awesome local vendors.

Grab a coffee, take a stroll, and ease into your Saturday morning while supporting local. Whether you’re a weekly regular or checking it out for the first time, this is the perfect way to kick off market season and enjoy those feel-good community vibes.

The Waukesha Farmers’ Market runs every Saturday, May through October, so this is just the beginning of a great season ahead.

📅 Saturday, May 2 (8:00AM–12:00PM)
📍 Corner of St. Paul Ave & Madison St – Downtown Waukesha

🎨 “Mother of All Crawls” – Waukesha Art Crawl #140

This isn’t your average art walk… this is the Mother of All Crawls 😄 With 125+ artists, live music, galleries, pop-ups, food, drinks, and creative energy all throughout downtown, there’s something around every corner.

It’s also the perfect chance to find a one-of-a-kind Mother’s Day gift, and even enter to win gift cards to local spots like People’s Park, Tofte’s Table, and more when you shop participating artists. You can catch a hands-on art project at Otto’s, swing by a live jazz reception at the Waukesha Civic Theatre, and make a full day out of it with the Farmers Market happening earlier that morning. Come wander, explore, and soak in the local art scene.

📅 Saturday, May 2 (2PM–8PM)
📍 Downtown Waukesha
🌐 Visit Their Website

🌮 Cinco de Mayo: Sip, Paint & Taco Experience

This is not your average Cinco de Mayo… think tacos, painting, and handcrafted drinks all in one fun night 😄 You’ll create your own custom wood flight board (perfect for hosting at home), while enjoying authentic catered tacos and a hands-on mixology experience.

Sip on a flight of sangrias plus a show-stopping ombre margarita (yes, it looks as good as it tastes ✨), and you’ll even get the recipes to recreate everything at home. With festive décor, great vibes, and the perfect mix of creative + social, this is an awesome pick for date night, a girls’ night, or an early Mother’s Day outing.

📅 Saturday, May 2 at 5PM
📍 Pretty Please Studio, Hartland
💲 $80 per person

🧀 6th Annual Grilled Cheese Fest at The Tap Yard

If you love grilled cheese… this is your kind of Sunday 😄 The Tap Yard’s annual fest is back with a lineup of food trucks serving up everything from classic melts to next-level creations (yes, even lobster grilled cheese 👀).

Grab a drink, hang out in the park, and work your way through some seriously good comfort food. It’s dog-friendly too, just keep your pup on a leash and enjoy the day. Heads up: you’ll need a park pass for entry, and this one tends to get busy, so come hungry and ready to claim your spot.

📅 Sunday, May 3 (12PM–6PM)
📍 Minooka Park, Waukesha

Hosting something fun in Waukesha County? Know of an upcoming event others should hear about? Submit your event on our website with our new webform!

If you found something fun or helpful today, feel free to buy me a coffee ☕ It’s a simple way to support what I’m building and help keep this free for the community.

Thank you,
Eddie Hahlbeck
Creator & Founder of Waukesha Family Life