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The O'Day 23 is the better boat.
The O'Day 23 is a great boat to sail. It goes good and is shallow draft. It is a keel/centerboarder. Unlike many centerboarders, the O'Day 23 has a fairly low center of gravity due to the cast iron keel and cast iron centerboard. This lowers the center of gravity. I think some later model 23s may have had a lead keel with a fiberglass centerboard which would be even better. Good interior, at least for the size range. Some older versions has a pop-top which increases standing headroom. But those are rare.
The O'Day 22 is not worth it. Nice looking boat, looks similar to the 23 but only has a short keel, no centerboard. Doesn't sail very well as compared to the 23.
In short, get the 23.
Just don't expect to trailer either of them often. They are not true trailerables, you would need a hefty truck to haul them around, especially the 23.
The Catalina 22 with a centerboard, in my opinion are the better trailerable sailboat if you choose to go that way. Its much lighter than the O'Day 23 and will sail better than the O'Day 22.
That's my 2 cents.