Cheer your simulated racehorse to victory at Volunteer Center for Anne Arundel County’s fifth annual Nite at the Races and enjoy music from Sparks, Raymond & McCoy, light fare, live and silent auction and a two-hour open bar. 7pm at DoubleTree Annapolis Hotel, 210 Holiday Ct. $60 w/rsvp discounts: 410-897-9207; www.volunteerannearundel.org.
See the hottest Annapolis trends at the fifth annual Fashion for a Cause to benefit Hospice of the Chesapeake’s Chesapeake Kids, a support system for children dealing with an illness in the family. 6:30-9:30pm at Porsche of Annapolis, Hudson St. $85; rsvp: 443-837-1531; www.hospicehundred.org.
West Annapolis transforms into a Mexican Street Festival filled with crafters, live music, artisans, margaritas, cerveza and Mexican fare to celebrate Cinco de Mayo. 10am-5pm at Annapolis St., West Annapolis: www.westannapolisbusiness.org.