We are going down there next weekend, and I'm having the same challenge I have every time I go: lodging.
The options along the bourbon trail (not in Louisville or Lexington) are:
1. laughably outdated b and be where Colonel Jackson slept in 1860-something and Colonel Washington was the mayor of the town and owned the house from 1886 until he died of typhoid at age 34 and it's patterned wallpaper and fourposter beds and hutches displaying commemorative plates all over the dining room.
2. discount chain hotels--Best Western, Holiday Inn Express, etc.
3. airbnb a dump. Stuff like
this white box of depression with a bed on a frame and no headbord and not a single piece of decoration on a wall. For $85/night.
The options in Louisville are:
1. 21c Hotel at $300/night
2. Fairly nice hotel or a classic (Brown/Seelbach) at $150-200/night that will tack on $30/night to park
3. Discount chain hotels.
4. airbnbs in new construction that are bland unoccupied Developers Special condos
5. airbnb a dump
6. airbnb one of the like five decent places way out by the racetrack or something
7. airbnb one of the five desirable airbnbs in NuLu/along Bardstown Road
What's really weird about this is the boom in tourism to the trail and that we are several years into it, with basically no reaction by the Kentucky tourism industry. They hit 1 million visitors in 2015 for the first time and then were already at 1.5 million in 2018. Buffalo Trace (not an official member of the Kentucky Bourbon Trail) got another quarter million, with some overlap of course. And no one has been like "I'm going to build a nice little hotel, like 20 rooms, with a nice restaurant, that is geared toward everyone from Chicago, California, Dallas, Houston, San Antonio, Austin, Miami, Charlotte, New York, and so on who are coming down here and are accustomed to something a little more contemporary." I was talking to Dave Scheurich about this earlier in the year, he was saying the nature of those small towns is that they just don't have the manpower to staff them. The existing motels, b and bs, cafes, etc., there's not enough people in town to work at them for all the tourists. It strikes me as an odd thing where you have an industry with overwhelming demand and the market refuses to supply. So people like me--under 50, travel for food & beverage, like contemporary/mid-century modern, disposable income to travel--just suck it up and stay at the 21c or the Aloft or for some charm The Brown, when I'd totally go spend money to stay in Frankfort or Bardstown when down there for work, and give them tax revenue and money for business owners and their staff but there's just no option.