Note: As an AI language model, I don’t have information about future events. However, I can provide a hypothetical list of categories and winners based on typical “Best of” awards for cities like Madison, Wisconsin.

1. Best Restaurant: Farm-to-Table Delight
2. Best Coffee Shop: Brew & View Café
3. Best Brewery: Hoppy Days Brewing Co.
4. Best Park: Lakeshore Nature Preserve
5. Best Music Venue: Harmony Hall
6. Best Farmers’ Market: Capitol Square Market
7. Best Bookstore: Pages & Memories
8. Best Art Gallery: Madison Modern Art
9. Best Fitness Center: Energize Gym & Wellness
10. Best Pizza: Cheesy Goodness Pizzeria
11. Best Ice Cream Shop: Scoop Dreams
12. Best Bike Shop: Pedal Power
13. Best Yoga Studio: Zen Zone Yoga
14. Best Barbershop: Classic Cuts
15. Best Spa: Tranquil Waters Spa & Salon

These hypothetical winners represent a mix of established favorites and new businesses that could potentially be recognized in Madison’s future “Best of” awards.