Winter Break 2026 Recap

🎥 Video by Chad Halvorsen - editor, producer, drone videographer

Year three of a humble community festival where people can try out different winter hobbies for free. It’s something to get Milwaukeeans out of the house when the holidays are over, but the grey skies remain. Sneak some joy back into the deep winter season.

About 300 people decided
to ditch hibernation.

“I brought my Little [of Big Brothers Big Sisters] to the event, and we had an amazing time. It will serve as our official first adventure spot for the rest of our dynamic!”

— Anonymous

📷 All Photos by Double You Photography

Havenwoods State Forest

February 28, 2026

Activities in 2026

  • A team of sled dogs running through the snow, the sled with a female musher driving it, and another person riding in the basket.

    Dog Sled Demos

    The Milwaukee Mushers and their rescue pups returned to Winter Break. We didn’t have enough snow to give out sled rides this year, so we settled for doing demonstrations and letting them run with rigs and bikes. When they weren’t running the trails, these very good dogs were available for meet and greet (and treat if you were lucky!).

  • Loose leaf tea mixes in glass jars with labels that say Tootsies Teas.

    Tea Tasting for Tea Haters

    Lizz from Tootsies Tea gave out samples of her delicious tea flavors. Milwaukee is brew city, and while that originally meant beer, today our brewed beverage love has expanded to coffee. Lizz is making a compelling case for including tea with her custom-designed flavors including lots of dried fruits, flowers, and herbs.

  • A woman on a fat tire bike pedals over a lawn. She has a yellow hat and a joyous face on.

    Fat Tire Biking

    Wheel & Sprocket provided free Fat Tire Bike rentals so everyone could experience winter biking joy! This year, the conditions were just right for riding, and people of all ages took them for a spin.

  • A small group of people playing Kubb, a winter lawn game played by throwing wooden blocks.

    Winter Lawn Game: Kubb

    New to Winter Break this year, Kettle Moraine Kubb Club taught people how to play the popular lawn game Kubb. It’s a fun and fast-paced game where players try to knock over wooden blocks by tossing wooden batons.

  • The snowy ground, scattered with plaster molds of the front feet and back feet of an unknown medium animal.

    Animal Footprint Scavenger Hunt

    While walking specific trails, attendees might have noticed plaster-cast animal footprints on the ground. This was part of the DNR’s scavenger hunt designed to test your knowledge about Wisconsin wildlife. Observers guessed which animal left those prints, and then checked their answers by finding the corresponding stuffed animal hidden in trees.

  • A smiling man in a cap and scarf sits at a table with a typewriter. The sign behind him says 'typewriter poetry'.

    Fireside Poetry

    Johnny Types Ink composed one-of-a-kind poems on the spot, transforming attendees’ words, emotions, and stories into beautifully crafted poetry.

  • A woman pulling her hood over her ears, standing in the snow with her dog. The black dog is standing on its hind legs and has its front paws on her abdomen.

    Documentary: Breaking Trail

    Attendees watched hiker Emily Ford and her dog Diggins on their journey along Wisconsin’s Ice Age Trail. Emily became the first woman and person of color to hike the Ice Age Trail in winter. The documentary explores resilience, the kindness of Wisconsin’s community, our connection with animals, and access to the outdoors. Watch the Trailer here.

  • A solo stove bonfire pit burns in front of a beautiful outdoor backdrop

    Bonfires with a Backdrop

    Attendees warmed up, roasted marshmallows or served up s’mores. They gathered with new and old friends and stayed toasty.

  • A dish of tofu and scallions, with sides of kimchi, brussell sprouts and topped with a carrot in the shape of a blossom.

    Food Truck: MKE Bento

    MKE Bento served up a special winter menu that was perfect for the day. It included hot dumplings, rice bowls, hot sandwiches, spicy noodles, and plenty of vegan options. It gets rave reviews every year.

  • A pile of bird seed

    DIY Birdfeeder

    Ice Age Trail Alliance brought seeds, pinecones, yarn and more to create a humble bird feeder. Winter can feel desolate, like everything is dead or hibernating. A birdfeeder is a great antidote. It’s a little injection of joy and delight when birds and critters stop by your window to grab something to eat.

  • Image of a weaving loom, and a pair of hands. One hand has the shuttle with the thread in it, and the other hand is operating the loom. On the loom is an indigo and white woven project.

    Demo: Weaving a Scarf from Alpaca Fiber

    Kim Schlomann of Rustic Rose Suri Alpacas invited guests to learn to take a hands-on turn at the loom, where she was weaving her alpaca fibers into a scarf. Guests also got to shop for soft and warm alpaca wares like hats and mittens, and learn about the spinning process for fibers.

  • A woman is wrapping a tall hiking stick in yarn.

    Decorate a Walking Stick

    The Ice Age Trail Alliance knows the joy of a Very Good Stick. They had walking sticks available for decoration with colorful yarn and ribbons. This is an all-ages joy kind of project. We saw many sticks out on the hiking trails. Just look in at the photo above for ‘Bonfires with a Backdrop.’ #sticknation #sticktok

  • A bee hive in a frame with honeycombs and bees

    Pollinators in the Winter

    Mike Krueger from the Milwaukee/Waukesha Beekeepers Association shared fascinating insights about native bees and how they survive the winter months, as well as honeybees and what beekeepers must do to keep them safe and happy in the cold. He also gave out honey and propolis samples.

  • Image of

    Demo: Candle-Making

    Laura of 1207 Wax Works showed off the traditional process of hand-poured beeswax candle-making, including how candle molds are properly wicked, the importance of wick sizing and placement, and the hand-pouring process from start to finish. Attendees learned all about beeswax, including its natural properties and clean-burning qualities.

  • An outdoor scene with a man in the background biking, and a man in the foreground sitting on an all-terrain wheelchair. The wheelchair looks like a powered chair, but instead of wheels, it has treads on a belt like a mini tank.

    All-Terrain Wheelchair

    New this year, we partnered with Access Ability Wisconsin to bring all-terrain wheelchairs to the event. People got to take these chairs out on the trails at Havenwoods for a test drive. Like this year, next year, people of all abilities will be able to attend, participate, or even volunteer, or lead an event.

  • A huge group of outdoor runners are posed in a group photo, with a few of them sporting headbands and hats, and a few in the front doing runners stretches.

    Group Trail Run

    Buena Tierra Run Club arrived early to take advantage of the trails at Havenwoods, and invited everyone to ¡Corre con nosotros! [run with us!] Their dedicated run crew met a few new Winter Break friends who joined in on the run. Then they stuck around for the fun and got to meet Smokey the Bear!

  • Birding Walks

    Bird City Milwaukee took people on a relaxed, welcoming birding walk, led by their experienced birders. They also had an indoor setup where they modeled the sizes of Wisconsin woodpeckers with wooden blocks, talked birding tips, and shared their favorite field guides.

  • Meet the Animals

    There were sled dogs for petting outside, and inside temperatures were just right for some of the DNR animal ambassadors to come out to play. This is Foxy the Snake, who is both friendly and introverted. When her social battery is empty, she’s done. Girl, same.

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About the location

Havenwoods State Forest is Wisconsin’s only urban state forest!

Havenwoods is enormous. It’s 237 acres of a little sanctuary within our fair city. You can hike, run, bike, and watch wildlife on over 6 miles of trails. Explore the trails, forest, grasslands, ponds and rivers. Stroll over the 120-foot bridge, or find a bench to sit and relax.

Havenwoods also has an Educational Center on-site with a movie theater, classrooms, cafe, and indoor bathrooms. Havenwoods is open every day of the week, and it’s completely free. No parks sticker required!