Events in Boston From 14th September – 20th September 2026

As the week unfolds, you'll find a curated selection of things to do in Boston this week, focusing on live entertainment. This period gives you several opportunities to enjoy local talent and an evening out, whether you prefer staged productions, comedy, or original music. Expect evenings filled with both laughter and music, creating a lively atmosphere for locals and visitors alike. If you enjoy narrative and performance, you can see a comedic play. This performance blends humour with dramatic elements, offering an engaging story delivered by local performers. It’s an occasion to experience a structured narrative in a fictional setting. For a night of amusement, there's an event featuring comedic acts. You'll be presented with a line-up of performers designed to make you laugh, providing a light-hearted break. This evening brings together multiple acts, ensuring a varied stand-up experience. Completing these options is an initiative dedicated to showcasing local musical artistry. This gathering provides a platform for original bands from Boston to share their work, letting you discover new sounds. It’s a chance to support emerging artists and experience live performance. Across these events, you can explore the town's cultural offerings, with a focus on staged and acoustic engagements. Each provides a distinct flavour of local entertainment, ensuring your evenings can be spent enjoying theatre, humour, or music. For specific timings and locations, please see the listings below.