As a Kentucky kid myself, I feel about bourbon the way that people feel about Michael Bolton songs - I just sorta love them all! There are a ton of great offerings out there anymore.
Nobody here has mentioned Russell's Reserve. The 10 year is lovely and the single barrel is even better. Very rare that I don't have one of those two bottles in the cabinet.
The last distillery I stopped at before social distancing took effect was Woodford Reserve. Their cafe hit the spot, and their gift shop had some interesting stuff. We got a little bottle of chocolate bitters, among other things.
A few weeks later someone introduced me to Skrewball peanut butter whiskey. It sounded gimmicky, but it's actually fantastic. I live a few blocks from Urban Artifact, a brewery that specializes in fruited sours, and dropping a shot of Skrewball into a concord grape sour makes PBJ in a pint, for example. Peanut butter whiskey is a surprisingly versatile ingredient that makes some pretty awesome drinks. The best, though, uses the chocolate bitters from Woodford Reserve. I've been whipping up old fashioneds with Skrewball and chocolate bitters. It's basically a Reese's cup in a glass that has a load of booze in it. It's dangerous.