Friday-Sunday for the full weekend feel
Most groups check in Friday afternoon and check out Sunday, giving you two nights to sample brunch spots, spa services, and lakeside sunsets. You’ll catch both the downtown buzz and quieter Sunday morning streets.
Shoulder seasons (April–May, September–October)
Locals love these months—less crowded, better rates, and you still get patio weather (with the occasional bonus of fall colors or spring blooms).
Home football weekends (UW Badgers home games)
Unless you’re here for the game, expect sky-high prices and packed hotels. Even brunch can feel like a contact sport.
Last-minute group bookings in summer
June-August fills up fast with weddings, festivals, and graduation parties. You’ll pay more and options dwindle by midweek.