Karen and I are heading to Kentucky for the Memorial Day weekend. We have never been to Kentucky. Karen has been wanting to see the bluegrass, which not actually blue.
We will start our trip by heading to Mammoth Cave in central Kentucky. As I understand this is the longest recorded cave in the world with over 360 miles of explored and mapped. 
We are going to be staying at our first Bed & Breakfast while we visit Mammoth Cave area. We found the Serenity Hill Bed and Breakfast at BBOnline, which a web site dedicated to providing information about any and all Bed & Breakfasts.
After Mammoth Cave, we will head north to drive the Blue Grass Parkway over to Lexington, Kentucky. 
From Lexington, we will visit the surrounding area including Richmond and Berea. In the Lexington area, we could visit the Kentucky Horse Park (pictured at the top of the page). In Berea, we will surely go to the Kentucky Artisan Center. The center looks to be a great place to pickup a souvenir for our trip.