Winter Break Milwaukee 2025 happened Feb 8 at Bradford Beach and Feb 15 at Havenwoods State Forest.
About 600 people turned up to be active outdoors together.
“So cool that all rentals were free. We loved the crafts, dog sled ride (and petting the dogs), snowshoeing, petting the snake, tasting the tea. So fun!!”
— Anonymous Feedback from the Post-Event Survey
📷 All Photos by Double You Photography
Activities from 2025
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Dog Sled Demos
At both events, the Milwaukee Mushers, aka dog sledders, and their rescue pups were running. At the second event, they were able to give out 2 hours worth of rides for attendees. People also enjoyed watching the dogs run and giving them praise and pets.
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Tea Workshop for the Haters
Lizz from Tootsies Teas changed a lot of minds when it came to tea. She held an interactive workshop on how various plants can help you get through winter, and taught brewing and preparation techniques.
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Fat Tire Bike Rides and Demos
Wheel & Sprocket attended the Havenwoods State Forest and had 5 Fat Tire Bikes for anyone to test drive. Group rides were at both events and included those who borrowed bikes and people who brought there own.
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Nordic Walking
Many people were able to try Nordic walking. It’s like walking, but a whole body workout. You apply force with the walking poles which engages the upper body. It also allows you to cheat stability.
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Animal Footprint Scavenger Hunt
At Havenwoods, we had an all ages scavenger hunt using plaster-cast animal tracks that lead to the animal (puppet) that made them. The fresh snow made this activity more challenging and fun.
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Fireside Poetry
Johnny Types Ink, a personalized typewriter poetry experience, joined us inside at the Havenwoods Education Center. Johnny composed on the spot poetry from attendees words, emotions, and stories and spun it into beauty.
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Documentary: Wild Side
Many guest warmed up in the theater inside the Educational Center with a documentary film about Wild Ice Skating, aka speed skating on frozen lakes. Brian Hansen is an American Olympic Speed Skater who usually hangs out at the Pettit National Ice Center. When the conditions are just right, he ventures out onto wild ice on Lake Michigan.
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Bonfires with a Backdrop
Good times with great views happened around the stoves. Bonfires were placed to warm hands, roast marshmallows and eat s’mores, and serve as a gathering place to meet new and old friends.
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MKE Bento
MKE Bento was on site offering a special winter menu. The reviews were outstanding and the hot food was a great addition to a cold winter day. Offerings included dumplings, rice bowls, hot sandwiches, and spicy noodles. MKE Bento is “Fresh, local flavors in a box. Handcrafted meals for your on-the-go lifestyle.” Vegan options were also available.
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Crafts with Brush Box
Lots of people visited Brush Box, located inside at the Havenwoods location. Participants received a blank hanging and an abundance of art supplies to decorate and execute their creative vision. Brush Box is an immersive arts company focused on bringing access to art materials and inspiring creativity for all age and ability levels.
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Bird Walk and Duck Watching
Bird City Milwaukee was at both events. At Bradford Beach, they had scopes out for duck spotting. At Havenwoods they held a 1 hour bird walk ending at the small pond. Havenwoods provided binoculars and monoculars. People commented that they enjoyed this new activity and would start to notice the different birds in their neighborhood.
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Decorating a Walking Stick
The internet recently caught on to what The Ice Age Trail Alliance has known for a long time: the appeal of a Very Good Stick. They had sticks ready for decorating with yarn and ribbon. People then took them out on the trails to test them out. This activity was done by all ages - anyone who appreciates a Very Good Stick. #sticknation #sticktok
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Havenwoods Birthday Celebration
Did you know this year Havenwoods State Forest turns 45 Years old? Friends of Havenwoods turned 50 years old and Wisconsin State Parks turned 125 years old. We celebrated the event with cake and singing.
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Snowshoeing
Havenwoods had many pairs of snowshoes for adults and kids available to borrow for free. The Havenwoods folks got everyone set up with the correct size and provided tips on how to be successful. The deep snow made this activity a hit!
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Winter Surfing
Daniel the surfer explained and demonstrated the basics of Winter Surfing on Lake Michigan. He demystified the gear that he uses when surfing, and showed how to properly get into a wetsuit to keep yourself warm. He also showed off some of his moves in the water, and offered free lessons to anyone who came to see him.

Weekend 1 - Sat, Feb 8, 2025
@ Bradford Beach
All photographs by DoubleYou Photography. Purchase prints here.

Weekend 2 - Saturday, February 15, 2025
@ Havenwoods State Forest
All photographs by DoubleYou Photography. Purchase prints here.