Best events in

Middletown

Looking for events or things to do in Middletown, NY? The city's social life centers on its historic and walkable downtown, where breweries, restaurants, and cultural venues create a lively atmosphere. From seasonal outdoor concerts and markets to year-round performances at the Paramount Theatre, the scene offers a mix of community gatherings and marquee entertainment.

• Start an evening in Downtown Middletown, where a pre-show dinner can lead to a concert at the historic Paramount Theatre or drinks at a local brewery like Equilibrium.
• Check out the diverse brewery scene, with spots like Aspire Brewing offering entertainment like axe throwing and golf simulators alongside craft beer.
• Experience local culture at recurring community gatherings, including the annual Orange County Fair and the Middletown BID Farmer's Market.