First Fridays take place on the first Friday of each month from June through September, with a special Holiday Edition in December. Each evening brings a vibrant mix of shopping, art, live music, pop-ups, and local flavor as businesses throughout Orleans stay open later and invite visitors to explore and experience town in a new way.

Launched in 2024 by the Orleans Chamber of Commerce, First Fridays have grown into a collaborative community effort between the Orleans Chamber of Commerce, the Town of Orleans, and the Orleans Merchants Group. Together, these partners support promotion, coordination, and logistics—making it easy for businesses of all kinds to participate, whether by extending hours, hosting an event, offering a special, or simply being open and part of the shared energy across town.