Milwaukee Family Events

Welcome to the MKE With Kids Events Calendar — your go-to guide for family-friendly events in the Milwaukee area. From free storytimes and hands-on workshops to can’t-miss festivals and seasonal celebrations, we round up the best local happenings for kids and families all in one place.

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Event Series: Winter 2026

Winter Break Milwaukee

When: Havenwoods State Forest: Saturday, February 28, 2026

Embrace the season at Winter Break Milwaukee, a free family-friendly winter festival that’s all about enjoying the great outdoors, no matter the weather. Highlights typically include fat tire bike rides with Wheel & Sprocket, winter surfing lessons from High 5 Surfing, nordic walking, and dog sled demonstrations. Families can also enjoy tea-tasting classes with Tootsies Teas, a cold dip challenge, free hot cocoa, and cozy bonfires with s’mores. Snowy conditions unlock even more fun, like snowshoeing and snow sculpting competitions.

Please note: Dates and times are subject to change, and occasionally events may be cancelled. Please check the event website to confirm the latest details.

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Want to share an event? Submit it here for consideration.