A roughly 80-foot waterfall in the southwestern hills of Cheshire, often cited as having the tallest single drop of any Connecticut waterfall. The trail to it climbs about 1.5 miles with some steep, rocky sections from the Roaring Brook Road trailhead.

At 80 ft, it stands above roughly 63% of the 775 documented falls in this guide.

Its water comes from Roaring Brook. You'll find it in New Haven, Connecticut. It is protected within Town of Cheshire / Cheshire Land Trust.

This is a short hike waterfall: reached by a short trail, generally under about a mile each way. A short walk gets you to the viewpoint, so it works for most casual visitors and families. The walk to the main viewpoint runs about 1.5 miles round trip. Base a visit out of Cheshire, the closest town.

When to go: Spring snowmelt and after rain (Mar-May). Like most waterfalls, Roaring Brook Falls runs highest after snowmelt or heavy rain and can thin out in late summer, so it's worth checking recent streamflow and the land manager's conditions page before a long drive.