* Windsor: Has a relatively smaller, more rectangular valve cover. They often (but not always) feature a slightly rounded top edge.
* Cleveland: Has a taller, more prominent, and distinctly trapezoidal valve cover. These are noticeably larger and more angular than Windsor valve covers.
Beyond the valve covers, other less reliable, but potentially helpful, indicators include:
* Intake Manifold: While not definitive, Windsor and Cleveland intakes are different. Cleveland intakes are generally more "squared-off" looking and often have a different bolt pattern.
* Head Casting Numbers: The casting numbers on the cylinder heads are the most definitive way to identify the engine, but requires removing the valve covers and potentially requires a reference chart.
* Spark Plug Arrangement: While both are small-block Fords, they have a different spark plug arrangement, but you'd need to look inside.
In short: Start with the valve covers. The difference is visually striking if you know what to look for. If unsure, referencing a picture of both Windsor and Cleveland 289 valve covers will help you make a clear distinction.