Fall Bar Crawl @ Leonardtown Square

Join us in our annual 2026 Leonardtown Square Fall Bar Crawl on Saturday, October 10th from 12pm until last call!
Full list of locations coming soon!
Be on the lookout for announcements on Entertainment and Drink Specials from your hosts in town!

During our bar crawl we have included an opportunity for you to win *Limited Edition* Fall Bar Crawl merchandise!
Enter to win by collecting a Fall Crawl Passport at one of our hosts locations: The Rex, Social, or Olde Town Pub. You will receive a passport with your purchase of any food or drink item.
Visit each passport location to receive your stamp. Once completed, drop off your passport at The Rex, Social, or Olde Town Pub to win a FREE piece of *Limited Edition* merchandise.
Merchandise is available while supplies last!!!

We can’t wait to see you at this year’s Annual Leonardtown Square Fall Bar Crawl!! Please drink responsibly and have proper identification! Call an Uber or plan with a designated driver!