Since June is the dairy month in Wisconsin, Gilman supports the occasion with their June Dairy Days which is held Father's Day weekend in 2025. Some of the activities of this annual event are:

• Dairy Breakfast
• Parade
• One Mile Fun Run
• Softball tournament
• Chicken Dinner at the Pavilion
• Music in the Park

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This event is now incorporated with the June Dairy Days.

Each year the Fourth of July celebration in Jump River, Wisconsin draws over 3,000 people to this small community north of Gilman in Taylor County. It features a huge parade of 70-90 entries, a Mini Rod Pull, and an hour long fireworks display in the evening. Each year there is lots of entertainment, plenty delicious food and a fun day for the entire family.

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Lublin Days taks place on the last weekend of July. There is something for everyone including:

• Lublin Days Parade
• Softball and volleyball tournaments
• Truck and tractor pulls
• Charcoal chicken dinner sponsored by the Lublin American Legion Post

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The Annual Perkinstown Snowshoe Race is a one-day winter adventure at the Perkinstown Winter Sports Area. Hundreds of runners and walkers will snowshoe along scenic trails that twist their way through the Chequamegon National Forest.

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Sponsored by the Chequamegon Wildlife & Recreation Club, the Perkinstown Outhouse Races have become an annual event.

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