The Bourbon Trail: Sipping Our Way Through Kentucky

My wife and I were joined by a dear friend from Arizona recently for a trip to Louisville, Kentucky, which served as our anchor location to visit four different distilleries. These distilleries are among many in the north central part of the state that the Kentucky Distillers’ Association collectively brands as the Bourbon Trail. As most folks know, Kentucky promotes itself as the only legitimate home of bourbon production in the country, if not the world, because of its rich soil for growing corn and its limestone-rich water for ideal fermentation. By definition, bourbon must contain at least 51% corn mash, which gives the spirit its sweet taste and robust flavor. When Scots-Irish immigrants settled into what is now the state of Kentucky in the late 18th century, they brought with them their grain distilling knowledge and methods, which over time produced a product that was unique and became identified with the state.

The major bourbon distilleries are all located within an hour or so from Louisville, so we decided to stay in the city and visit two distilleries one day and another two the next day. My wife is very skilled at planning all our trips, but she knocked it out of the park this time. Taking a standard tour of all these places would have gotten quite repetitive and eventually boring. She managed to coordinate and schedule completely different experiences at each of the four distilleries we visited. We never felt rushed during the day and had plenty of time to get back to Louisville each evening for an early dinner.

We drove into the city on a Tuesday afternoon and had dinner at The Porch Kitchen & Bar, a hip after-work spot that has an impressive beverage and food menu. The signature old fashioned is made with Elijah Craig bourbon, vanilla demerara, and black walnut bitters – the second one was even better than the first. The braised short rib served on a bed of cheese grits was incredible. We all three shared two desserts: a bourbon butter cake with vanilla ice cream drizzled with bourbon sauce along with a banana foster pie. Oh my!

Wild Turkey Distilling Company
Wild Turkey Distilling Company

The next morning, we headed out around 9:00 to the Wild Turkey Distillery Visitor Center near Lawrenceburg. The facility was only a few months old and included a wonderful mix of old-style architecture of exposed beams and concrete floors with large video screens featuring the Wild Turkey product line. We were scheduled for a 10:30 tasting flight (yes, I know that’s early to start drinking), which also included a brief but informative history of the distillery, an overview of the master distillers, and some information about the distilling process. With origins going back to the mid-19th century, Wild Turkey bourbon has a short list of long-serving distillers. Jimmy Russell is in his 90s and is still working at Wild Turkey. He is a 60-year whiskey veteran and the longest-tenured active Master Distiller in the global spirits industry. Our presenter and server that morning was middle-age fellow who was entertaining, articulate, and impressively knowledgeable. This program and tasting offered us a perfect way to start our bourbon trail adventure because it served as an introduction to the industry and distilling process. And that first snort at 116 proof could have doubled as a tonsillectomy, although the fine folks in the industry call it the “Kentucky Hug.”

Wild Turkey Distilling Company
Wild Turkey Distilling Company
Maker's Mark Distillery
Maker’s Mark Distillery
Maker's Mark Distillery
Maker’s Mark Distillery

Our next stop was Maker’s Mark Distillery near Loretto. We arrived just in time for lunch at the distillery’s Star Hill farm-to-table restaurant. Before leaving the restaurant, we ordered cocktails to “stroll and sip,” an activity the management encourages because there is plenty to see on the 36-acre campus, including a visitor center, an historic residence, the restaurant, a cellar, an old barrel house, a bottling facility, a gift shop, and much more. The grounds resemble a small village with signage, murals, exhibits, and displays all among the buildings. A major highlight of the site is an indoor and outdoor installation of art by Dale Chihuly whose career in glasswork spans over fifty years. His colorful sculptures have captured the imagination of audiences worldwide.

Maker's Mark Distillery
Maker’s Mark Distillery
Maker's Mark Distillery
Maker’s Mark Distillery

We returned to Louisville for another early dinner at a fun place called Mussel & Burger Bar. Instead of a bourbon cocktail, I went with another one of my whiskey favorites: the Manhattan. I prefer this rye-based drink very cold in a chilled martini glass straight up, and the bartender was happy to indulge me. Our friend ordered a plate of mussels, which I really like, but I was craving a bacon cheeseburger. Our great waiter served it with a heaping helping of “chips” (French fries) in a paper cone nested in a metal cup, much like the Brits do. Dessert was out of the question – no room.

Bulleit Distilling Company
Bulleit Distilling Company

The next morning we headed out to Shelbyville, a quaint town due east of Louisville. After a short stroll up and down Main Street, we ate lunch at McKinley’s Eating Establishment. This charming little deli had delicious sandwiches, salads, soups, and a tempting selection of pastries and cookies. We were highly impressed. Just outside of town was our next Bourbon Trail destination: the Bulleit Distilling Company Visitor Center. My wife had booked us for a program called “Anatomy of a Single-Barrel,” where we were joined by seven other visitors in a private tasting room to sample three different single-barrel bottles and the flagship Bulleit Bourbon. Our guide pointed out the notes of each specific yeast strain and how they contribute to the overall flavor profile. Like our first host at Wild Turkey, this younger man was extremely knowledgeable, energetic, and entertaining. When you sip these whiskeys side-by-side over a short period of only 20 minutes, the nuances and differences become obvious. Our guide facilitated this type of discernment by offering us both palate cleansing (water) and nose cleansing (coffee beans and other fragrance devices) between the samples.

Bulleit Distilling Company
Bulleit Distilling Company
Woodford Reserve Distillery
Woodford Reserve Distillery

Our final stop on the trail later that afternoon was Woodford Reserve Distillery outside Versailles, which is surrounded by some of the most beautiful horse ranches and equestrian estates I’ve ever seen. After all, Louisville is the home of Churchill Downs. Woodford’s campus stretches out on either side of McCracken Pike, a country road that winds its way through horse country. Much like the Maker’s Mark campus, the Woodford site is composed of a collection of buildings, several of which are open for guided tours. Our group event this time was called “A Classic Mixology Experience.” We were joined by seven other visitors in a modern tasting room at the Gristmill House where a young bartender talked about the history of my cocktail of choice, the old fashioned. The details he shared about how the drink evolved from its origins in the 1880s at the Pendennis Club in Louisville to the variations that bartenders have created over the decades were fascinating. He then proceeded to mix five different versions of the drink, explaining as he prepared each one about the specific contents: whiskeys, sugars and syrups, flavored bitters, and citrus peels (no cherries, which were added later during Prohibition – I asked). He expertly poured each mixture, one after another, into small cube-shaped glasses, and the participants creased and squeezed their respective citrus peels, including orange, lemon, and grapefruit. The audience did not agree on their favorites. As for me, the classic one he mixed at the very beginning was the best. It’s hard to improve on perfection.

Woodford Reserve Distillery
Woodford Reserve Distillery
Woodford Reserve Distillery
Woodford Reserve Distillery

To round out our trail excursion, we returned to Louisville that evening for an amazing dinner at Porcini, an Italian restaurant located in the city’s historic Crescent Hill neighborhood. We drank wonderful wine and splurged on some of the best fried calamari I have ever tasted. My entrée was the chef’s special for the evening: pan-seared redfish dressed with cream sauce served with green beans – oh my goodness. Our waiter was a seasoned professional who had been a server at the restaurant twenty years before and had returned. He made our dining experience even more enjoyable. Dinner at Porcini presented us with the perfect opportunity to reflect on our Bourbon Trail trek, a trip I’m sure we will remember for a long time. And of course, we took home treasures and souvenirs from the gift shops of each of the distilleries: magnets, hats, shirts, cocktail glasses, flavored bitters, and bottle openers to name a few. We consider ourselves travelers, but our touristy tendencies are never far away. Cheers!

Hanging Out in Hermann, Missouri

To celebrate my 65th birthday this year, which included qualifying for Medicare (woo hoo!), my wife and I took a short trip to the charming town of Hermann, Missouri. We spent two nights and the better part of two days exploring this tourist “dorf” located on the south bank of the Missouri River, a place that is influenced by its German heritage in food, drink, architecture, place names, and to some extent, culture. Founded as a colony in 1836 by the German Settlement Society of Philadelphia, Hermann was named for a northern European Germanic warrior who led an army in 9 CE to oppose the intrusion of three Roman legions into their homeland at the Battle of the Teutoburg Forest. By 1849, the village had established a German newspaper and a German school. Hermann became a river shipping point where viticulture and wineries flourished, which is still an important part of the town’s economy today.

Hermann, Missouri
Hermann, Missouri

Based on a friend’s recommendation, we booked a room at Hermann Hill Vineyard Inn and Spa. This lovely boutique hotel has eight guest rooms overlooking a small vineyard with magnificent views of the valley below where the main part of the town is situated. From our corner room we could even see a small portion of the Missouri River in the distance. The service and amenities at Hermann Hill are amazing. We were treated with wine, bread, cheese, and grapes in our room upon arrival after a brief tour of the facility. The inn has a spa (we didn’t take advantage of that service), a small gift shop, a cozy sitting area, a dining room, a kitchen with free snacks and drinks for guests, and outside spaces with grills, tables, and chairs. There are frozen margarita machines in the kitchen!

Hermann Hill Vineyard Inn and Spa
Hermann Hill Vineyard Inn and Spa

We stayed in one of the nicest rooms the inn offers, on the top floor with a small balcony. Our room had a gas fireplace, small glass table with two swivel chairs, a desk and chair, a spacious closet, a comfy king-size bed with soft sheets (we bought a set down in the gift shop), and a spacious bathroom with a spa tub and a steamer shower. A staff member brings ice cream and cookies to all the rooms in the evening around 8:00 p.m.

We were required to order breakfast ahead of our arrival, which we only took advantage of the first morning we were there. A staff member brought coffee and tea to our room at 7:45 that morning, and then we were served a full breakfast at 9:00 in the downstairs dining room, which we had to ourselves on a Monday. Other guests were eating on the outside deck. Hermann Hill exceeded our expectations, and before checking out the next morning, we booked a room for October 2026, when we hope to see fall color and enjoy cooler temperatures.

Hermann, Missouri
Hermann, Missouri

For the 45 hours we spent in Hermann, we essentially scouted the town for a quick getaway but also to determine if we wanted to return sometime in the future. Our first stop was Sunday lunch and a wine tasting at Stone Hill Winery, located toward the south end of town. We were impressed enough with a couple of the wines to buy a bottle of each and a few other fun items in the winery gift shop. In the early afternoon, we strolled around the downtown area shops and restaurants and took a walk through a park on the banks of the river. The weather was incredibly pleasant that day for early August.

Missouri River at Hermann, Missouri
Missouri River at Hermann, Missouri

We checked into our room at Hermann Hill around 3:00. Once we discovered there was pizza, drinks, and snacks in the kitchen and that we were going to be served dessert later, we decided to just hang out on the property for the rest of the evening. The view from our room made us feel like we were gazing out at a European village, especially as the sun went down and the lights from the valley began to appear. It was enchanting. My wife and I are perhaps more content than some travelers to spend time relaxing in hotels wherever we go, especially if we have a room with a view. I can spend hours reading on a balcony or at a window.

Hermann, Missouri
Hermann, Missouri

After breakfast the next morning, we headed back downtown to check out some of the shops while getting some good walking exercise. Later we had lunch before visiting the Black Shire Distillery tasting room. Out on a shaded patio, we sampled several different varieties of gin, bourbon, and blended whiskey. Some of them were quite good. We bought a bottle of gin to take home. We drove around a bit and spent more time back at the hotel before returning later for an early dinner at a downtown deli. We needed to get back home by around noon the next day, so we rose early, checked out of our room, and made a quick stop at a coffee shop for caffeine and some of the best scones I have ever tasted. Then we took the bridge and crossed “the wide Missouri,” to make our way back home. We look forward to returning next year.

Hermann, Missouri
Hermann, Missouri