Spring Fling Arts and Crafts Fair

Each May, the Spring Fling Arts and Crafts Fair turns Main Street in Winter, Wisconsin, into the village’s seasonal kickoff, with Lake Winter close by and the Chequamegon-Nicolet National Forest at your doorstep. You will browse a curated lineup of 70-plus crafters and makers selling handmade goods, while a classic car show runs along the historic street for easy viewing between stops.

Plan to start early with the community pancake breakfast, then move through artisan booths, local food stands, and raffle stations set up along the route. Later in the day, the rhubarb pie contest draws a steady crowd as local bakers compete for bragging rights, and you can sample and shop as you go. The layout works well for families, couples, and friend groups, with plenty to do without overplanning.

Arrive by 9:00 AM for the best parking and to catch breakfast before lines build. Entry is free, but you will want cash for food vendors and raffle tickets. Wear comfortable walking shoes and pack a light jacket since spring temperatures can swing, and keep an eye on the forecast because the event typically runs rain or shine, with occasional adjustments for outdoor exhibits.

If Main Street feels busy, we like using the extra time to take a quick drive to nearby forest roads or the Lake Winter shoreline. The core festival area is flat and paved, making it workable for strollers and wheelchairs, and street parking is available around the perimeter if you arrive early. It is pet-friendly outdoors if your dog stays leashed and can handle crowds and car-show noise. For a full weekend, book a cabin rental or lakeside resort in the Winter or Ojibwa area, or check Lake.com for vacation homes; note that the pancake breakfast and the most popular rhubarb pies often disappear by midday.