During the summer months, there are frequently performances at Harbor Loop (as part of the Harbor Loop Concert Series) near the Fitz Hugh Lane House. These usually start at 7pm on Thursdays and charge no admission. In the event of rain, the concerts are performed on Sunday night instead.

Every first Thursday of June, July, August and September is Nights On The Neck; an arts event sponsored by the Rocky Neck Arts Colony and many of the local shops and galleries out on Rocky Neck in East Gloucester. This year NOTN organizers offer a Scavenger Hunt where visitors search participating venues for answers to art-related questions and compete for a season-ending Grand Prize drawing.

The West End Theater (1 Washington Street) performs a number of shows, including zany cabarets and monologues; it is worth the time to check out their calendar before going to see what events are going on.

In late June, the Rockport Art Association holds a Rockport Chamber Music Festival at 12 Main Street. For two evenings (starting at 8pm), audiences listen to chamber music while enjoying light desserts. Tickets run about $30, with discounts available for seniors and students.

Another festival in the Gloucester area is the annual Clam Chowdah Fest. With such a rich maritime tradition, it should be no surprise that the city prides itself on quality seafood. On a Saturday morning in late May every year, area restaurants whip up their best clam chowdah for a taste test. Anyone who pays $5 can taste and vote on their favorite chowdah. Meanwhile, non-judging members of the community can enjoy the music, games and children’s activities that come with the festival. Around the same time of year, Gordon College in nearby Wenham hosts a North Shore Spring Concert at their memorial chapel.