Old Town on the Rocks

Name: Old Town on the Rocks
Start: 2026-01-16T17:00:00-05:00
End: 2026-01-18T22:00:00-05:00
Location: Loudoun Street Pedestrian Mall

January 16 @ 5:00 pm - January 18 @ 10:00 pm

Free

January 16–18, 2026 | Old Town Winchester

Old Town on the Rocks is a weekend-long bourbon and cocktail competition celebrating the creativity of Old Town Winchester’s bars, restaurants, and bartenders.

There’s no entry fee — guests simply purchase featured cocktails directly from participating locations while visiting Old Town.
Each stop will feature a signature bourbon cocktail made with Elijah Craig Bourbon. Our merchants will compete for:

Best Old Town on the Rocks Cocktail (judged)