In this issue...
⚾ Batter up, Waukesha County!
Baseball in Lake Country is back, the dinosaurs are staying up late, and Waukesha County is absolutely packed with things to do this weekend!
The Lake Country DockHounds kick off their season Friday night in Oconomowoc, while Dinos After Dark brings a nighttime Jurassic adventure to Waukesha. On top of that, vendor fairs are happening at local high schools, DelaSpring takes over Downtown Delafield, and farmers market season is officially rolling across the county this weekend.
If you’re looking for family fun, Lakepoint Church in Muskego is hosting a full weekend of activities, food, raffles, bounce houses, vendors, and community events supporting children locally and abroad.
Whether you’re planning a full weekend out with the family, hunting for local markets and craft fairs, or just looking for an excuse to get out of the house and enjoy the spring weather, there’s a little bit of everything happening around Waukesha County this weekend.
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What’s Happening This Weekend
🗓️ May
Friday, May 15
Lake Country DockHounds Opening Day (Oconomowoc, 6:35PM)
Dinos After Dark (A Jurassic Journey Event) (Waukesha, 7PM-10PM)
Night Sky Viewing at the Observatory, Milwaukee Astronomical Society (New Berlin, 7PM-10PM)
Saturday, May 16
Brunch, Activities & Kids Clothing Swap, Lakepoint Church (Muskego, 9AM-12PM)
Spring Vendor Fair, Waukesha West High School (Waukesha, 9AM-3PM)
Delafield DelaSpring 2026 (Delafield, 10AM - 3PM)
Dinner, Raffles & Bounce House, Lakepoint Church (Muskego, 5PM-8PM)
Sunday, May 17
Craft & Vendor Fair, Waukesha South High School (Waukesha, 10AM-4PM)
Vendor Fair & Soup Cookoff, Lakepoint Church (Muskego, 11AM-4PM)
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Lake Country DockHounds Opening Day
⚾ Lake Country DockHounds Opening Day
📍 Friday, May 15 | 6:35PM | Oconomowoc
Baseball season is officially back in Lake Country ⚾ Grab the family, head to the ballpark, and help the DockHounds kick off their 5th season in Oconomowoc with a fun night of baseball, food, and entertainment.
The first 1,500 fans will receive a 2025 East Division Champions pennant courtesy of Fox Communities Credit Union. Plus, check out the all-new Racing Beer Cans, try the new 2026 signature beer “Bat Flip” 🍺, and let the kids explore the newly reconstructed Kid Zone before first pitch.
DelaSpring In Downtown Delafield
Delafield DelaSpring 2026
📍 Saturday, May 16 | 10AM–3PM | Downtown Delafield
Spring is showing off in Delafield this weekend. Spend the day strolling through downtown, shopping local boutiques, exploring the Makers Market, grabbing food from local restaurants and food trucks, and enjoying live music throughout the day.
There’s also a Beer Garden 🍺 and a fun Kids Zone for families, making this a perfect Saturday outing whether you’re looking to relax, shop, eat, or just enjoy the spring atmosphere around town.
Family Central Event At Lakepoint Church
❤️ Family Central Weekend at Lakepoint Church
📍 Saturday, May 16 & Sunday, May 17 | Muskego
📌 13688 Janesville Rd, Muskego, WI 53150
👉 Visit Their Website
This weekend is all about supporting kids both locally and around the world 🌎❤️ Lakepoint Church and Family Central are hosting a full weekend of family-friendly events, activities, food, raffles, and community fun, all benefiting children and families in Muskego, Milwaukee, and Peru.
Brunch, Activities & Kids Clothing Swap
📍 Saturday, May 16 | 9AM
👉 View Event Details Here
Kick off the weekend with brunch, crafts, games, and activities designed for families and kids. Enjoy teacher gift crafts, a parent + kid pickleball tournament, bounce houses, playground fun, and a visit from the Scratch Ice Cream Truck.
Dinner, Raffles & Bounce Houses
📍 Saturday, May 16 | 5PM–8PM
👉 View Event Details Here
Come back Saturday evening for food trucks, live music, raffles, bounce houses, and a cornhole tournament. Proceeds from the evening help provide school uniforms for students at Granville Lutheran School in Milwaukee so kids can feel confident and ready to learn.
Vendor Fair & Soup Cookoff
📍 Sunday, May 17 | 11AM–4PM
👉 View Event Details Here
Wrap up the weekend with local vendors, handmade goods, raffle baskets, Peruvian mocktails, and a community soup cookoff. Proceeds support the Peru Missions Team and programs serving children in Ayacucho through orphanage and after-school partnerships.
Farmers Markets This Weekend
Waukesha Farmers Market
📍 Saturday, May 16 | 8AM–12PM
📌 125 W St Paul Ave, Waukesha, WI 53188
👉 View More Info Here
Brookfield Farmers Market
📍 Saturday, May 16 | 7:30AM–12PM
📌 Brookfield Central High School - 16900 W. Gebhardt Road
👉 View More Info Here
Oconomowoc Farmers Market
📍 Saturday, May 16 | 8AM–12PM
📌 155 W Wisconsin Ave, Oconomowoc, WI 53066-7000
👉 View More Info Here
New Berlin Farmers Market
📍 Saturday, May 16 | 8AM–12PM
📌 15055 W National Ave. - City Center
👉 View More Info Here
Delafield Farmers Market
*No market this weekend (according to their website)
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Have An Event We Should Know About?
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Thank you,
Eddie Hahlbeck
Creator of Waukesha Family Life