Get your best threads on and roll the dice for a night of fun and flair at Sharp Dressed Man Casino Night!About this Event
Casino Night
Saturday, November 21, 2026 | 7:00–11:00 PM
Baltimore Streetcar Museum
Get ready for an unforgettable evening of style, celebration, and community at the Annual Sharp Dressed Man Holiday Gala! Step into a night filled with excitement as you enjoy casino games, delicious food, an open bar, historic streetcar rides, raffles, dancing, and plenty of surprises throughout the evening.
Try your luck at the tables for a chance to win our grand prize—a custom-designed Christopher Schafer Clothier sport coat—along with other incredible raffle prizes.
Dress Code: Formal Attire
Every ticket purchased and every dollar raised helps Sharp Dressed Man continue providing professional clothing, grooming services, and renewed confidence to men preparing for employment, recovery, and a fresh start.
Join us for a night of fun, generosity, and impact—because a great suit can change a life.
Your Ticket Includes:
• Casino game buy-in
• Open bar
• Delicious food
• Unlimited historic streetcar rides
• Entertainment and dancing
• Access to raffles and prizes
Sponsorship opportunities are also available. Partner with us to make an even greater impact while gaining valuable recognition for your business or organization.
Event venue
Baltimore Streetcar Museum, 1901 Falls Road, Baltimore, United States
Concerts, fests, parties, meetups — all the happenings, one place.