Josie's is a definite for breakfast if you're gonna be staying in Chevy Chase area. Don't fight it, just go. You'll thank us. Wild Eggs is also another great breakfast place if y'all are up for driving to the outer part of Lexington on day.
All the other above suggestions, save Applebee's lol, are also rock solid. Sedona Taphouse as mentioned above is brand new, maybe someone on here has actually been. Can't second Pies and Pints enough....damn that place is delicious. Best pizza in town IMO.
Since you don't have any issue spending money, judging by your restaurant list from your last visit, I'd suggest heading out to The Summit. The wife will love the shopping options, and there is a plethora of restaurants out there. Every style of food under the sun is out there, and you've got some cheaper lunch options to some upper end fine dining and all manner of stuff in between. Just Google it.
If you're staying out in the Versailles area, it's really not a big deal to drive over to Georgetown Rd on New Circle and head outbound for the best BBQ in the city at Red State BBQ. If you're a BBQ guy, then it's a must.
A bit closer to Versailles itself is Wallace Station out Old Frankfort Pike. It's a cute revamped farmhouse with great breakfast and lunch, very affordale. Absolutely beautiful drive through prime Kentucky horse farm country, and the kind of lunch place the wife will love but has plenty of good, filling options for the dudes.
As always, if you want specific recommendations based on types of cuisine, just ask us and we can dial in some other options.