Best events in

Portland

While it has a relaxed, small-town pace, there are plenty of events and things to do in Portland, CT. Much of the local social life revolves around the scenic Connecticut Riverfront and the walkable Main Street. Community gatherings, from outdoor concerts to seasonal fairs, define the town's character throughout the year.

• Experience the heart of the community on Main Street, where venues like Concentric Brewing Company host trivia nights and other local gatherings.
• Catch live music every weekend at Arrigoni Winery, a rustic farm setting that also hosts food truck festivals and creative workshops.
• Enjoy outdoor events along the river, from the Music on the River Summer Concert Series at Portland Riverfront Park to the annual Portland Agricultural Fair in the fall.