Holiday Night Out 

The 2026 Holiday Night Out in Charlestown will be held on Tuesday, December 8, beginning at 5:00 PM throughout the neighborhood. Come out, shop local, enjoy the festivities, and get some holiday shopping done while supporting Charlestown’s small businesses.

This year’s celebration will also feature live music from the Tony Berry Band, adding even more energy to one of the neighborhood’s favorite holiday traditions.

Rain date: Wednesday, December 9.

Holiday Night Out is a neighborhood-wide evening when Charlestown’s restaurants, shops, fitness studios, and small businesses open their doors for festive specials, seasonal events, holiday cheer, and community connection. Guests can stroll through the neighborhood, shop for gifts, enjoy food and drinks, participate in activities, and experience the warmth of Charlestown’s local business community during the holiday season.

Hosted by the Charlestown Business Alliance, the event is designed to spotlight the businesses that make our neighborhood feel like home. Whether you’re discovering a new local favorite, checking names off your holiday shopping list, meeting up with neighbors, or simply enjoying the atmosphere, Holiday Night Out brings the community together while encouraging everyone to shop small, dine local, and celebrate Charlestown.