Rocca Calascio is a mountaintop fortress accompanied by Santa Maria della Pieta, a church built in 1596.  The fortress was built somewhere around 1140 above the town of Calascio, built around 816, currently half-abandoned due to a terrible earthquake in 2016.  There is a restaurant or two still open, and the city below has many places to stop for a coffee, so it isn't too remote of a location.

When you visit, don't be fooled by the signs pointing to a steep climb to the fortress - you can keep driving up the thin road until you find a parking lot in the shape of a half-circle on a cliff.  That will save you a huge incline and twenty minutes on your hike.  After you park, walk towards the city (there's one entrance) and look for signs that point to the fortress - the residents were especially helpful when they thought I was lost!

You'll see the side of the fortress first, but arrive at the church first.  Beyond the church are rolling hills and one of the best sunsets I've ever seen.  Look behind you for the ruin.

It's a small hike, and the biggest incline is inside the city and through the rocks on the way to Rocca Calascio.  Mostly flat, but certainly bring shoes that are comfortable to scale rocks if you want to see the fortress up close.

Medium effort for maximum views - if you find yourself with an extra afternoon or evening, I couldn't recommend this visit more.