Family events in Waukesha, WI

A day centered on learning, connection, and inspiration awaits at the Endless Possibilities Conference. Families, youth, and professionals explore advocacy in education, healthcare, and other areas through dynamic sessions led by parent advocates, youth leaders, and experts. Participants gain practical strategies, make meaningful connections, and leave better prepared to help young people of all abilities reach their goals. Scholarships are available for parents who would like to attend.

For children from birth through age 12, this program offers a mix of stories, songs, movement rhymes, and fingerplays. Attendees should bring a blanket for seating. Activities take place outdoors when the weather cooperates, with an indoor option if needed.

Starry Nights at the Sharon Lynne Wilson Center offers a relaxed, free outdoor concert experience at the Gerlach/Haack Outdoor Theater, ideal for enjoying live music with family and friends under the open sky. Look for food trucks and a full outdoor bar, a Kids Zone stocked with toys and games, and the option to rent picnic tables. Attendees may bring their own beverages or choose from the food and drinks available on site. The venue provides lawn seating only. Chairs and blankets are welcome, but pop-up tents and advance space saving are not permitted. Performances are free and open to all, and a voluntary donation of $10 per person supports this long-standing community tradition. In case of severe weather, the event may be moved indoors or canceled.

LEGO Club at Brookfield Public Library is designed for ages 0 to 12. Participants build their own creations and complete a challenge.

Milwaukee Back To School Craft & Vendor Market brings a weekend of shopping and school year prep to Brookfield Square. Browse booths from local vendors featuring handmade pieces, school supplies, sweet treats, and other back to school must haves. Families can look for everyday essentials, thoughtful presents, and playful extras for students, teachers, and parents. Vendors have an opportunity to showcase products to an audience of families, educators, and community members preparing for the year ahead, with limited spaces available.

Meet the actor who first gave voice to Mewtwo in Pokémon: The First Movie during a special appearance by Jay Goede at Brookfield Toy Vault. Modern Authentication Services (MAS) will be on site offering both on site and witnessed authentication, with instant certificates of authenticity available. Guests are welcome to bring signed Pokémon cards, Funko Pops, games, posters, and other collectibles for verification. Admission is $5, and payments by cash or card are accepted. Whether you plan to get a fresh autograph from Jay or present an existing item from your collection, MAS will be ready to help confirm authenticity and preserve cherished memorabilia. You might even find yourself thinking about the one question you would ask Mewtwo.

Jay Goede, the original voice of Mewtwo from Pokémon: The First Movie, appears live at Brookfield Toy Vault at Brookfield Square Mall. Fans can hear him speak and will have the opportunity to ask a question. Admission is $5. The event is presented in partnership with Secret Market.

Bring the kids for the Falls Kids Festival, presented by Ascension Wisconsin Hospital. This free, family-friendly day at Village Park features lots of kid activities, games, and performances, including bounce houses, stage shows at the Milwaukee Tool Amphitheater, fire truck tours, the Survive Alive House, Soccer Shots, face painting, a caricature artist, and a Root Beer Garden with food trucks. There are also games and prizes, plus a free tote bag for the first 300 kids. The main stage headline at 3:45 PM is Disney Channel’s Imagination Movers.

Join Outreach Community Health Centers for the 2026 Community Health & Resource Fair, a family-friendly day with free health screenings, hands-on educational exhibits, and helpful resources for your well-being. There will be fun for everyone, including free food, back-to-school supplies, games, free fresh produce, music, and raffle giveaways.

Hosted at Waukesha County Expo Center, this car show features displays both indoors and outdoors. The event has grown to include The Arena as an additional indoor hall, creating more opportunities for indoor showcases. The outdoor layout has expanded as well. More details will be announced soon.

Saturday Family Nights at Hop Harvest & Vine offer a budget friendly evening with 25% off all dine in food and beverages, with no coupon needed. After dinner, head to the pavilion for a complimentary, family friendly movie that appeals to kids and adults, while the dining room TVs feature local sports or other family programming. The outdoor pavilion overlooks the conservancy for a relaxed setting. The discount applies to dine in purchases only and is not available for carryout or to go orders.

Each Sunday, children 12 and under receive a complimentary kids entree, up to a $15 value, with the purchase of an adult entree. The offer is limited to one free kids entree per adult entree. It cannot be combined with other offers, specials, or dip certificates, and it is not available on holidays.

Celebrate 100 years of the Waukesha YMCA Adventure Guides with a giveback afternoon at The Tap Yard - Waukesha by the Minooka Park beach. Enjoy local beer, food, and a relaxed atmosphere while supporting a program where dads and kids spend time together. The Tap Yard will donate 20 percent of its item sales to the Adventure Guides to help with camp fees, event expenses, and more, with food truck purchases excluded. Guests can sign in at the counter. It offers a chance for alumni to reconnect and for families new to the program to learn more. The venue is inside Minooka Park, park entrance fees apply, and the entrance is not staffed.

Come enjoy a free family workshop where you can create art together. There are three different activities to choose from, including painting, fabric art, and jewelry-making.

A dedicated swim session welcomes people with special needs, including both kids and adults. Offered on select Sundays, admission is $10 per person.

Young crafters spend a week turning everyday materials and miscellaneous items into original artwork. This hands-on camp encourages creativity, experimentation, and exploration of crafting as students bring their ideas to life. Recommended for ages 8 to 11.

Gear up for a Nerf capture the flag showdown filled with friendly competition, creative challenges, and plenty of foam blasting action. Kids will dash, dodge, and strategize with friends and family in a fast paced setting. Nerf blasters are available to use, or participants can bring their own. Wear comfortable clothing, and bring your own eye protection. Recommended for children ages 5 to 10. Multiple sessions are offered. Pricing is $20 per child with an adult or $30 per child for drop off, and adults are free.

Bring your little ones ages 2 to 4 for Wee Wonders at Retzer Nature Center, a monthly, hands-on nature program. Kids will explore and learn through outdoor activities built around a nature theme, with each session running for one hour. Registration online is required by noon the day before, though walk-ins may be available if space allows. An adult must accompany each child, and participants should dress for the weather.

Explore The Learning Experience at a Happiness Showcase focused on early childhood education, child development, and kindergarten readiness. Families can learn about programs for infants, toddlers, preschoolers, and pre-K while getting a feel for the center’s approach. Attendees can meet teachers and the leadership team, tour lively classrooms and a modern learning environment, and hear how a proprietary curriculum supports growth across academics as well as social, emotional, and physical development. Staff will answer questions about enrollment, tuition, schedules, and enrichment opportunities. The event highlights how intentional play, hands-on experiences, and proven practices help children learn, grow, and thrive. Children are welcome, and the visit offers a look at a nurturing community that encourages confidence, vital life skills, and a love of learning.

Presented by Aspire Dance Center, the Corners Summer Movie Series is back with free, family-friendly movies shown outdoors in Market Square. This installment features Tangled on a 20-foot screen. Each screening includes special activities for kids, such as visits from favorite princesses, balloon art, face painting and more. Wood'r Ice and What's Pop will be on site with cool treats available for purchase.

That '90s Band pays tribute to the decade with a nostalgic set featuring music associated with Vanilla Ice, Green Day, Garth Brooks, and Nirvana. The performance blends big vocals, crunchy guitars, and familiar samples for an energetic show that celebrates the sound and culture of the '90s. This concert is sponsored by Meijer. Please leave pets at home, and note that carry-ins of alcohol are not permitted.

This program at Brookfield Public Library is open to ages 3 through adult. Karen Albrecht, the Butterfly Lady, explains why monarch butterflies are at risk and shares practical ways people can help support them. If the weather cooperates, the event concludes with a butterfly release.

Calvano’s hosts a weekly car show that includes live music. This recurring event brings together a showcase of automobiles with a musical backdrop.

An all-ages ice cream social takes place in the courtyard with live music from the J Ryan Trio. The plan is to gather outside when weather allows, with an indoor option if conditions change. The Friends of the Brookfield Public Library provide sponsorship.

Settle into a lawn chair for Music on the Lawn, a free and family-friendly concert at The Ingleside Hotel Village Park, located behind the Ingleside Pavilion. Enjoy live music from the Myles Wangerin Band along with beer from Eagle Park Brewing, sponsored by Beer Capitol Distributing. Food options include Big John's Burgers and Dogs, All Belgium Waffles, Big E's Epic Eats, and Taco2Go. Casual lawn games and activities create an easygoing setting for all ages, and The Oasis Project Wisconsin will sell s'more kits with proceeds supporting its mission. Each date in this series highlights a different band to keep the music fresh. If weather becomes an issue, the event shifts indoors at The Ingleside Hotel so the experience continues.

Experience a free water ski show at Lakefront Park in Pewaukee, featuring a junior showcase followed by the main performance. Admission is free and the event is suitable for all ages, making it a family friendly outing. For weather and show updates, check social media.