Family events in Waukesha County, WI

Things to do with kids around Waukesha County this week, each one checked against where it was posted.

18 this weekChecked Wednesday, October 21

Family events this week

18 picks that work with kids in tow. All events →

Wednesday, October 21Today

1 event

  • 6pm

    Culver's Dine Out Night

    Sussex · Culver’s

    Gather with friends for your favorite Culver's meal, either at a table inside or through the drive thru. A portion of each purchase will support the school.

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Thursday, October 22

1 event

  • 4pm

    Menomonee Falls Downtown Trick or Treat

    Menomonee Falls · Downtown Menomonee Falls

    Free

    Downtown Menomonee Falls transforms into a festive trick or treat route as participating businesses welcome costumed kids along storefronts and sidewalks. Children can wander the downtown area collecting candy and enjoying the fall atmosphere. Costumes are encouraged, and there will be plenty of treats for families celebrating Halloween together with the community.

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Friday, October 23

7 events

  • 8am

    Lower School Experience Day

    Brookfield · Liberty Hall (Lower School), 3240 N Brookfield Rd

    Get a close look at the Lower School in action with a relaxed, personal visit to Brookfield Academy. There are no formal presentations or a fixed schedule of information sessions, creating time to talk with current parents, teachers, and student ambassadors. Guests can watch classroom learning firsthand and tour the division. With many opportunities to ask questions, participants leave with a clear picture of day-to-day life at Brookfield Academy.

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  • 9am

    Little Diggers Brookfield Grand Opening

    Brookfield · Little Diggers Brookfield, 16750 W Bluemound Rd

    Little Diggers in Brookfield marks its grand opening with a community-focused celebration. Attendees can tour the new space, meet the team, and enjoy a fun atmosphere as the venue opens to the public.

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  • 5pm

    Spooky Sussex

    Sussex · Sussex Village Park

    Presented by Sussex NAPA Auto Parts, this family friendly Halloween celebration keeps the scares mild and the fun high for children age 10 and younger. Everyone planning to attend must register, except babies and toddlers under age 2 who may come at no cost. Spots tend to fill quickly, and residents have an earlier registration window than nonresidents. The event takes place rain or shine, so plan clothing for the weather. Organizers are also seeking support through financial sponsorships, volunteers for setup, help during the event, and cleanup, as well as committee members interested in planning. For details on how to get involved, email cliedtke@sussexwi.gov or call Chris Liedtke at (262) 246-5200.

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  • 5pm

    Free Halloween Party: Food, Fun & Costume Contest

    New Berlin · 15417 W National Ave

    Free

    Mathnasium of New Berlin is hosting a free Halloween party for children ages 6 to 14. Kids can invite siblings and friends to share the fun, and they will be engaged, entertained, and supervised so parents can enjoy a quiet evening. The celebration features a chance to settle in and socialize, festive Halloween activities, and a snack break with treats like pizza, fruit punch, and popcorn. The event continues with games and concludes with a costume contest. RSVP by email is requested. For details, call 262-214-2979 or email newberlin@mathnasium.com.

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  • 6pm

    Open House and Night Sky Viewing

    New Berlin · Milwaukee Astronomical Society, 18850 W Observatory Rd

    Explore a nearly century-old, 3-acre observatory during an open house featuring a presentation, hands-on activities, and night sky viewing as weather allows. At the Milwaukee Astronomical Society observatory, MAS President Matthew Ryno will share highlights from the year, delve into spooky nebulas and science, and showcase what is new at the society. This gathering takes place during Wisconsin Science Festival Week. As it gets dark, volunteers will offer tours and guide the many telescopes on site. Look for views of deep sky favorites such as galaxies, star clusters, and nebulae, and bring your questions about astronomy and what it is like to be part of the society. Activities and information from the Horwitz De-Remer Planetarium will also be available. This free public event happens rain or shine. Dress for the weather. The meeting hall is heated and air conditioned, and restrooms are available. Bug spray and a flashlight can be helpful... please keep lights dim or use red tape if observing is underway. Parking is available on site with guidance from volunteers. The meeting hall is wheelchair accessible with a ramp on request, and most other buildings are at ground level, with a few exceptions. Families are welcome, and kid-friendly options include a starry theater for creating constellations along with additional activities from the local planetarium. Donations support the volunteer-run observatory and are appreciated, with a suggested minimum of at least $5 per person to help offset the impact of parking.

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  • 7pm

    5th Annual Haunted Corn Maze

    Helenville · Jelli's Market

    The haunted corn maze returns for its fifth year. The farm opens on both nights and food will be available. Tickets are available online or can be purchased the day of in the farm store. Maze entry is limited to a defined window each evening. Admission is $12 per person, and flashlight rental is available for $3. Attendees may bring their own flashlights, but spotlights or other large, bright lights are not allowed, and entry may be denied if a light does not meet the stated rules. The haunt is rated PG-13, so please use discretion with younger children.

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  • 7pm

    DISNEY'S DARE TO DREAM JR. - Academy Musical

    Hartland

    Set in Hartland, WI, this Academy Musical follows day-one trainees at a Disney Imagineering studio who are challenged to dream big. The high-energy revue spans two decades of Disney favorites, featuring songs from Encanto, Coco, Frozen II, and Moana. As the trainees support one another, the story celebrates imagination, friendship, and the courage to pursue what you love. Designed with young performers in mind and especially welcoming to very young audiences, it runs 60 minutes with a 15 minute intermission. Rated G. Admission is $15. Disney's Dare to Dream Jr. is presented by special arrangement with Music Theatre International and Disney Theatrical Licensing, with authorized performances listed through MTI.

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Saturday, October 24

6 events

  • 7am

    Barrels and Buckles Open Speed Show

    Sussex · Menomonee Falls Saddle Club Show Grounds

    The Barrels and Buckles Open Speed Show closes out the series at the Menomonee Falls Saddle Club Show Grounds. Look for a full slate of speed events along with lighthearted fun classes. The MFSC Chuckwagon will offer a complete food menu, there is plenty of space for trailer and spectator parking, and the trail course will be open for riders to enjoy between classes. Spectators are welcome. A limited number of on-site horse pens are available, five total, at $25 per day on a first come, first served basis, with reservations taken through pre-entry. Pre-entry is encouraged to help the show run smoothly. The show bill is available on the Menomonee Falls Saddle Club website.

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  • 10am

    Mosaic Lamp & Ceramic Painting Workshop

    Waukesha · Milwaukee Marriott West

    Enjoy a creative, relaxing workshop at Milwaukee Marriott West where participants design a mosaic lamp and paint a ceramic piece. Come with friends, family, a partner, or attend solo, and no prior experience is necessary. All materials are provided, the session lasts about two to three hours, and you will head home with both projects completed. Space is limited.

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  • 10am

    Milwaukee Spooktacular Craft & Vendor Market

    Brookfield · Brookfield Square

    Brookfield Square hosts a family friendly craft and vendor market that celebrates Halloween and the spirit of fall. Explore creative booths from local makers offering handmade goods, seasonal decor, costumes, sweet treats, gifts, and other autumn finds. The shopping experience is tailored to families, trick or treaters, and seasonal shoppers seeking playful spooky pieces and one of a kind treasures. Vendor participation is available, and space is limited for those interested in showcasing their products.

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  • 10am

    October 24th Funko Show 3,000+ Pops

    Brookfield · Brookfield Toy Vault, 115 S Moorland Rd

    Free

    Funko collectors will find a massive selection at Brookfield Toy Vault in Brookfield Square Mall. This Funko Pop show brings 3,000+ Pops together under one roof for one day, spanning longtime favorites to hard-to-find grails. Admission is free. Hunt for a particular chase, fill gaps in a collection, or enjoy digging through boxes for surprises. Vendor tables are available for $50 for those who want to sell or trade.

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  • 3pm

    Adult & Child Tennis Tournament

    Brookfield · Elite Sports Club-Brookfield, 13825 W Burleigh Rd

    Pair an adult with a child for a green ball tennis tournament designed for family fun and friendly competition. Pizza and drinks are included for participants, and prizes will be awarded to the winners and finalists. The fee is $35 for members and $50 for non-members. Registration closes three days in advance. Members can register through the member app, and non-members may sign up by contacting BRmembership@eliteclubs.com.

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  • 6pm

    Air City 360's Trunk or Treat

    New Berlin · Air City 360, 5320 S Moorland Rd

    Free

    This outdoor event features interactive activities, craft stations, a photo booth for families, plenty of candy, and additional fun. Admission to the outdoor portion is free. After the outside festivities, guests can continue inside Air City 360, where standard admission fees apply.

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Sunday, October 25

3 events

  • 9am

    Pumpkin Run

    Oconomowoc · Fowler Park

    Pumpkin Run opens the 22nd Annual Winter Run Series, the largest running series in Wisconsin. Set in Oconomowoc’s center with scenic views by the lake, this festive opener features 5K and 10K distances and welcomes families. The series unfolds over six winter events, encouraging an active season while showcasing routes in Milwaukee and surrounding suburbs and marking favorite holidays along the way.

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  • 12pm

    Family Day

    Brookfield · The Melting Pot, 608 Elizabeth Ct

    Free

    Family Day features a Sunday offer tailored to families. Kids 12 and under receive a complimentary entrée, valued at $15, with the purchase of an adult entrée. The deal is limited to one free kids meal per adult entrée. It cannot be combined with other offers or specials, does not apply with dip certificates, and is not available on holidays.

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  • 6:30pm

    Full Moon Hike

    Hartland · 975 Cottonwood Ave

    Free

    Explore Hartland Marsh Preserve by moonlight during a full moon hike presented by the Ice Age Trail Alliance and Waukesha County Land Conservancy. Discover which animals are active in Wisconsin’s woods after dark, from those with claws and sharp senses to wildlife that leaves tracks, calls, and other signs along the trail. There is no cost to attend, and participants of all ages are welcome. Bring a flashlight or headlamp for low light on the path, dress warmly for the weather and trail conditions, and please do not bring dogs. RSVP is encouraged but not mandatory.

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