Trip Ideas in Oldham County

Only in Oldham County, Kentucky

You have chosen the perfect Kentucky getaway when you chose us! Oldham is known for 3 major Kentucky attractions that can be found in just ONE PLACE in Kentucky – Only in Oldham. Be sure to check out our new video above for a taste of what you’ll see when you get here or visit our Calendar of Events to plan your stay!

Bourbon, Horses & Trains, OH MY!

Kentucky Artisan Distillery – A favorite on the Kentucky Bourbon Craft Trail, KAD is home to 3 high-end bourbons and offers tastings of all 3 – Jefferson’s Bourbons, Highspire Rye, and Whiskey Row.

Oldham Farm Tours – Oldham is the “Farm Tour Capital of Kentucky” with 15 hands-on farm tours available April – October including hands-on horse farm tours, conservation & green tours, foodie tours, and unique animal tours.

Trains on Main – La Grange is the ONLY town in the US with a freight train running ON its Main Street, creating the most unique dining and shopping experience in the country. It starts with a rumble!

To help make your planning easy, we’ve included our most popular attractions and restaurants into Trip Ideas by special interest based on feedback from other happy guests! Our Executive Director has also offered a personal tidbit in each itinerary so you don’t miss a thing while you are here.

Book your stay with us in La Grange to avoid the traffic of the city while still being just minutes from such popular regional attractions as the Kentucky Derby Museum, Churchill Downs, Fourth Street Live!, Whiskey Row, the Creation Museum and Ark Encounter, the Outlet Shoppes of the Bluegrass, and the Kentucky Science Center, to name a few.


Trains on Main

train_watchingIt starts with a rumble! Most first-time visitors to historic downtown La Grange are astounded as they watch a freight train roll right down the center of Main Street. Up to 30 trains a day come through this historic shopping and dining district of La Grange! You certainly don’t have to be a train enthusiast to appreciate this unique attraction that can only be found in one place in America – Oldham County, Kentucky!

Main Street is filled with unique boutiques, awesome restaurants, and museums & art galleries, so enjoy an afternoon being mesmerized by the train as it passes by each storefront! Visit our Trains page for more specific train information or for shopping and dining information, visit their website at La Grange Crossroads District. You can also visit our shop page for a complete list of shops throughout the county.

Kim’s Tidbit: During your excursion through downtown La Grange, you will not want to miss the view from the NEW Train Observation Tower located in front of the Main Street Bourbon & Ale House. While you’re there, you must try their locally-made garlic knots with beer cheese, and sit outside on the deck. They also have great daily specials such as Guinness fish and chips and gourmet flatbread pizzas!

All of the shops on Main Street are great, and visitors especially love these unique shops: Karen’s Book Barn, the 1887 Corner Store, Picked N’ Painted, Absolutely Fabulous boutique, and The Treasured Child toy store! If you knit, you must visit Friends & Fiber – they also have premade items you can take home! Guests also love our locally owned coffee shop that roasts their own beans onsite, LaGrange Coffee Roasters! If you love coffee, you will want to grab a bag of beans for your suitcase!

LUNCH: I love the grilled Chicken Pancha Wrap and potato salad or oriental bow tie pasta at Red Pepper Deli and their loaded oatmeal or white chocolate cranberry cookies! I am not a vegetarian, but I also love their Valley Veggie Wrap with a cup of their homemade tomato artichoke soup! You honestly can’t go wrong with anything on their menu! Their Chef Joe’s Salad is also great (minus the olives for me!) – you don’t even need dressing for that salad!

DINNER: We recommend the Kentucky hot brown at One Nineteen West Main restaurant (no alcohol here), or what our guests have called the BEST fish tacos they’ve ever had. I personally love their reuben wontons and cherry bread pudding. I have been known to order a double for lunch! If a fabulous BBQ dinner is more up your alley, I highly recommend the brisket nachos at Big R’s BBQ. You might even be able to catch Q&A Sweet Treats open next door, if they haven’t sold out of goodies. Q&A makes a fabulous nut bar, but I love her chewy molasses cookies!

Fun & Garden Tours

Oldham Farm Tours – Known as the “Farm Tour Capital of Kentucky,” Oldham is home to 15 hands-on farm tours where touching is not only allowed, it’s encouraged! Over 10,000 farm tourists per year can’t be wrong – “be sure to schedule more than one because you will be hooked after the first tour!”

From race horse farms to sustainable farms, from foodie farms to nature preserves. From a buffalo farm to a working dairy, we offer you a chance to get up-close-and-personal with farmers who raise your food, care for your Kentucky landscapes, and foster the Kentucky horse industry…all with a twist! Come visit an alpaca farm, then tour the artist’s studio where she turns their wool into gallery masterpieces. Come see the dairy then milk a cow! Come pet a race horse fresh off the track heading into retirement.

Kim’s Tidbit: All of our farm tours are awesome and were developed to be educational, but FUN! However, there are 2 hidden gems in our farm tours that we (and our guests) love! Hemmer Hill Sheep Farm is unique because they not only raise St. Croix sheep, they have a “gourmet” CSA. Learn what a CSA is and see all the gourmet veggies Joyce and Gary raise. They also raise shiitake and oyster mushrooms on oak logs so you’ll also learn about that! This tour isn’t about sheep alone!

The other hidden gem farm tour is Woodland Bison Farm. Yes, you learn about bison, but you also see and learn about heritage breeds of animals, organic farming for restaurants, and see an organic orchard – all on the hilltop overlooking the Ohio River! Woodland and Hemmer Hill are 2 of our 7 popular Foodie Tours!

Of course you can’t beat our hands-on horse farm tours! Windy Meadows Horse Farm is a group tour favorite because they have all breeds of horses. They are also a favorite location for Hallmark® movies! If you are interested in race horses, Second Stride Horse Farm is a nonprofit retirement farm for race horses (and you can touch them!) fresh off the track. Hermitage Farm is a historical race horse farm once visited by Queen Elizabeth. The Hermitage tour is similar to other historical race horse farms in Kentucky in that touching the horses is not permitted. So, if TOUCHING a horse is important to you, opt for Windy Meadows or Second Stride! If you want to see a high-class, historical Kentucky race horse farm operation, opt for Hermitage!

In Crestwood you will find Yew Dell Botanical Gardens. Yew Dell is an award-winning botanical garden complete with a stone castle and a cool gift shop that has been built of glass in an old tobacco barn. This would also be a great place to take a boxed lunch from Red Pepper Deli in Crestwood and cop a squat somewhere in the gardens. They also teach workshops so if you are visiting on a weekend, check out our calendar. Another great foodie tour is Meadowview Farm & Natural Habitat Garden.

If you’re looking for dinner in Crestwood, check out Rikishi Japanese Steakhouse & Sushi or Dave’s Roadhouse in Crestwood Station. Kentucky Artisan Distillery is also located next door!

Girlfriends Retreat

Calgon®, take me away… to Oldham County! That’s what they really meant in the commercial. There is nothing like a girls’ getaway to relax and recharge, and Oldham is the perfect place to do it! Whether you’re a book club, a yoga group, sisters, or carpooling neighbors, you can choose from two luxurious B&B’s in the country. Bluegrass Country Estate and Pillow and Paddock provide the perfect escape from the hustle and bustle of the city. Each has their own unique décor and amenities that will surely make your time there pass too quickly!

A visit to Sister’s Tea Parlor & Boutique in Buckner, Absolutely Fabulous on Main Street in La Grange, and a stop at Bobbi Lynn’s Boutique in Crestwood are musts on your visit! Don’t forget to leave time to shop ’til you drop on Main Street!

Kim’s Tidbit: When deciding which B&B to stay in, it really depends on your mood. Both B&B’s are equally nice as far as your innkeeper, the décor, your breakfast, and being comfortable and welcoming. The main difference between the two is amenities. They are located close together and costs about the same. Both are really close to the La Grange Crossroads District for shopping and dining.

Cheryl is the innkeeper at Bluegrass and lives there with her 2 dogs and 2 horses. She has an in-ground pool, a theater room with a drop-down movie screen and movies, a popcorn machine, a pool table, a gym, a hot tub (public), and 9-acres to stroll around on. If you would like a place to just relax with the idea of not having to do much else, then BCE will provide you with enough things to do on-site that you would need to leave to grab lunch or dinner. Dinner can be included for an additional cost.

Pillow & Paddock is owned by Francesca and her husband, Don. If total relaxation is what you’re after, but you plan to get out and sightsee or want to just “be”, then P&P is great! They have a common room upstairs with snacks and games. P&P is a great place if you plan to get out, see, and do things while you’re here…or just relax and sit on the porch to enjoy just being someplace new.

Sisters Tea Parlor is one of my favorite county attractions. I recommend the Sisterhood tea or, if you like grapefruit, the Tropical Sunrise tea. A lot of my friends like Paris in a Teacup (gold dust) and Crème Brulee. You might think you’ll leave hungry with when eating small bites at Sisters, but I recommend the 3 tier tea tray. You will be stuffed!

For lunch, Red Pepper Deli in Crestwood and La Grange has a great veggie wrap to die for and their loaded potato salads and homemade soups are awesome. You can’t go wrong with anything on Red Pepper’s menu! For dinner, try One Nineteen West Main restaurant on Main Street across from the courthouse lawn. They have a unique, diverse menu and you can watch the train. They have no bar, so if you are wanting alcohol with your meal, try Main Street Bourbon & Ale House, or Big R’s BBQ (beer & wine). You can’t go wrong with anything in the La Grange Crossroads District! Also, check out our Antiques Road Trip itinerary or schedule a farm & art studio tour of Bluebonnets & Bluegrass Alpaca Farm. Denise will teach you about raising alpaca for wool then take you inside her artist studio where she creates boutique clothing for art galleries! You will love Denise!

Sip, Shoot & Score

play_distilleryWhen it comes to guys needing a weekend to just be, Oldham County is a common destination! A visit to Kentucky Artisan Distillery is a sure-fire way set the mood for the rest of the weekend. Kentucky Artisan is not only home to Jefferson’s Reserve and Whiskey Row bourbons, it’s a unique 15,000 square foot distillery and bottling hall with four stills and a Cyprus fermenter! After your tour, you’ll want to take advantage of Nevel Meade Golf Course, Oldham County Country Club, or Eagle Creek Golf Course, or practice your swing at Golden Tee Driving Range. If blowing off steam is more what you’re after, you must visit Openrange Sports to feel the adrenaline rush of renting a machine gun or taking advantage of the 100 yard rifle ranges and 12 pistol ranges. Don’t have so much fun that you forget to EAT!

Kim’s Tidbit: Kentucky Artisan Distillery is also home to Highspire Rye Whiskey and as of April 2016, offers tastings of 3 brands! You can belly up to the teller window of an old Pewee Valley Bank. This tour is really cool because it is a behind-the-scenes look into not only the bourbon industry, but the life and brainchild of Trey Zoeller, creator of Jefferson’s Bourbons. On this tour, you get an understanding of 3 Bourbons: Jefferson’s, Whiskey Row, and Highspire Rye.

Since Open Range Sports has been open, the most common comment from guests is the cleanliness and classiness of the facility. Barry Laws and his wife Cynthia, hail from Hollywood, CA where Barry was an actor and Cynthia a make-up artist. They visited in friends in Oldham County and liked it so much that they moved here and opened Open Range in Crestwood. The first time I ever shot a gun was with Barry at the Range – and it was a machine gun! Not just any machine gun, one that was made to slide up into your sleeve! What? It was a cool experience. Open Range also offers a huge paintball/reball arena with state-of-the-art sound. I had never heard of reball paintball and I learned that it’s like paintball, except that you don’t get dirty! It’s fun to do with music hooked up from your iPod.

Now, I’m not a golfer by any stretch of the imagination but I often go to Golden Tee Driving Range in Crestwood to hit balls, and even own my own set of clubs with the hopes of getting good enough to actually be on a real course. I have recently gotten good enough to play at Sleepy Hollow Golf Course and I try to play at least once a week. Sleepy Hollow is a gorgeous course, yet it’s challenging as a 9-hole. Even if you have to wait in line to play, the views keep you from caring. I can safely say, all of our golf courses are beautiful and all are challenging from what I’ve heard in the 9 years I’ve been sending guests to play. Eagle Creek in La Grange has a really nice treed course, while Nevelmeade has its own appeal as a Scottish Links course. Oldham County Country Club used to be a private club, but is now open to the public. It has undergone some course renovations, and I have heard nothing but good comments about the condition and challenge of the course.

Golfers usually grab at hot dog or chili on the course, so for dinner I would recommend Rikishi Japanese in Crestwood Station if you like sushi, but they also have steak and a great bar. Also in Crestwood Station is Dave’s Roadhouse, a new steakhouse. If you are more interested in La Grange, I would suggest Main Street Bourbon & Ale House (find them on Facebook). Tom has a great selection of beer and bourbons and also has fabulous outdoor deck seating by the railroad tracks on Main Street. Main Street Bourbon is well-known for the garlic knots and beer cheese, Guinness fried fish, and their creative flatbread pizzas. Tom and his son also own Highlands Tap Room in Louisville so they know how to run a bar and restaurant! If pizza is more your thing, Hometown Pizza has a location in both Crestwood and La Grange. You can’t go wrong with Hometown! They have a buffet, but my favorite menu item is the baked spaghetti. It’s not your average noodles and sauce, it’s topped with all your favorite pizza toppings before adding a ton of cheese and baked, then served with garlic bread. They also have beer & wine. Keep in mind, they are dine-in & carry-out only, but they are DELISH!

Romance in the Country

bce_brighter_smallerIf we were to admit it, sometimes life happens and we just need to carve out a little one-on-one time with our sweeties. Sometimes the one relationship we love the most needs some attention and Oldham, KY is the perfect place to reconnect with that special someone!

A weekend stay at Bluegrass Country Estate B&B or Pillow and Paddock will be just what the doctor ordered. Dinner at One Nineteen West Main restaurant and a nightcap at Main Street Bourbon & Ale House with live entertainment, or after-dinner coffee and a Friday night Bluegrass Jam session at La Grange Coffee Roasters, will be the start of a great, relaxing evening with your sweetie. The next day, enjoy a tour of Kentucky Artisan Distillery and/or a walk through Yew Dell Botanical Gardens located next door to the distillery. If you are looking for an adrenaline rush, make a reservation at Open Range Sports in Crestwood for gun range time. If you are interested in being outdoors, Creasey Mahan Nature Preserve or one of our 15 farm tours would be fantastic!

Kim’s Tidbit: This getaway is one of my favorites. It suits my personality to a tee and I have done this one when I needed an escape for my own personal sanity…but it’s even more fabulous with the one you love!

Here is the perfect Oldham couple’s weekend in my opinion. Book your reservation in advance at Bluegrass Country Estate B&B in L’Esprit. Cheryl will be your innkeeper. L’Esprit is a race horse community on its own, but Cheryl’s place is right in the middle of it AND she is a horse farm. She was also voted “Best B&B in KY for Amenities”. That alone will come in handy later.

The first night you’re in Oldham and after you check in at BCE, I recommend dining at One Nineteen West Main on Main Street in La Grange, because it’s close to where you’ll be staying (and you don’t know your way around yet). They don’t serve alcohol though, so keep that in mind. They do have a roasted apple pork loin dish that’s really good, after you’ve had their reuben wontons.

After or before your dinner at One Nineteen, stop by Main Street Bourbon & Ale House (find them on Facebook) for a beer or bourbon nightcap on their deck, or La Grange Coffee Roasters for an after-dinner onsite-roasted coffee with bluegrass music (weekends only). If you prefer alcohol with your dinner, Main Street Bourbon & Ale House also has bar-type food and are famous for their garlic knots with beer cheese, gourmet flatbreads, or Guinness fried fish. If after eating and a nightcap you are not quite relaxed, go back to the B&B, grab the robe in your room, and head down to the outdoor hot tub and enjoy the peace, quiet, and starry sky that you can actually see – from a Kentucky horse farm in the country.

Sleep-in the next morning, then enjoy a full gourmet breakfast at Bluegrass Country Estate before heading out for the afternoon. First, to walk off that huge breakfast, stop at La Grange Coffee Roasters for a cup of coffee or tea to go. Start on one side of the street and make your way around both sides of the La Grange Crossroads District. While you’re walking in the shops and galleries, you’ll see the train pass beside you several times. La Grange is the ONLY town in the world with a running train down its Main Street! You’ll definitely feel the rumble before you see it! You’ll love the shops on Main Street. If you read, try Karen’s Book Barn. If you like boutique clothing, try Absolutely Fabulous! If you have kiddos back home, try The Treasured Child toy store! The list goes on!

You’ll want a light snack in the afternoon, so I recommend Serendipity Café (find them on Facebook) for ice cream or hand-dipped chocolates or, if they are open, Q&A Sweet Treats Bakery. I recommend the molasses cookies or caramel nut bars!

You’ll notice Big R’s BBQ next door to Q&A, so keep them in mind if you are interested in fabulous BBQ for dinner later! I have a food blog personally, and I think Big R’s is the best BBQ in Kentucky! You can tell a lot about BBQ by the quality of their side items, I think. At Big R’s, I recommend the pulled pork wrap (it’s called low-carb but don’t pay attention to that!) or brisket nachos! ANY of their side items are enough to make you slap your mamma so you’ll be happy with any of them. Big R’s also has beer and wine and you can enjoy your meal on their deck.

I promise you, at some point you will NOT want to leave Bluegrass Country Estate! They have an in-ground pool, outdoor hot tub, theater room with movies and custom recliners, 9 acres to walk around, a gym, and a pool table. If on any night you just want to “be”, grab dinner at Big R’s, One Nineteen, or Main Street Bourbon & Ale House before heading to the B&B, then just stay there. Float in the pool. Read or lie in the sun on the lounge chairs around the pool. Head downstairs for a movie on the big screen and have a glass of wine or a beer. Play some pool. This romantic getaway is all about what YOU want to do to be closer. Anything you choose in Oldham, KY will have you heading home feeling refreshed and connected!

Another fabulous day would be at Crestwood neighbors, Yew Dell Botanical Gardens and a tour of Kentucky Artisan Distillery. Grab a Red Pepper Deli boxed lunch with their Valley Veggie Wrap (hold the olives & red onion for me!) and Asian bowtie pasta and enjoy it on the picnic tables or in the castle at Yew Dell, then go across the tracks to have couple’s range time at Open Range Sports. Follow it up with dinner at Rikishi Japanese & Bar!

Antiques Road Trip

antiques_play5 shops within 8 miles! Do we have an Antiques Road Trip for you! You can step back in time as you feast your eyes on some of the best antiques and collectibles in Kentucky. You are sure to find a new family treasure, a rare piece for your collection, or vintage furnishings to make new again! You will not go wrong with this Road Trip because there is so much to see within so few miles!

From shopping vendor booths at La Grange Antique Mall on Main Street while you watch the train pass outside the window, to a warehouse & “real” house combo at Clover Cottage Antique Mall in historic Pewee Valley, you will not be disappointed! Tucked away from the hustle and bustle is Sugar Babe Antiques in the old Brownsboro General Store building on Highway 329 in Crestwood, while The Copper Awning Antiques (find them on Facebook) is on the main highway through La Grange – Highway 53 – with Trader Bakers Flea Market across the street behind DQ. The one thing we can say about this Road Trip is to make room for all your goodies in the car before you leave home!

Kim’s Tidbit: Start by making a reservation at Sisters Tea Parlor & Boutique in Buckner for around 3pm. I used to not be an antique shopper until I went to Sisters Tea Parlor for lunch then visited Clover Cottage in Pewee Valley with a girl friend of mine one Saturday. She was looking for an old hutch to store her purse collection and couldn’t find one deep enough at modern furniture stores. I was looking more forward to lunch, truth be known. That is until I saw a bedding set I loved tucked under an antique coffee table in the warehouse. It went home with me for $117 instead of the $360 retail price tag. I also just found a miniature 13k porcelain tea set for $5! We now go antique shopping at least once a month in Oldham County!

The cool thing about this Antique Road Trip is that you can stay on a Friday night, get up Saturday morning and have breakfast at your hotel, then get a quick start to your day at La Grange Coffee Roasters with a chai tea or a cappuccino while you walk and shop in the La Grange Crossroads District. You’ll find antiques sprinkled throughout the shops on Main Street while a train passes just feet from the sidewalk! You’ll find the La Grange Antique Mall and The Copper Awning in the Crossroads District… within walking distance of each other and Trader Bakers across the street.

If you didn’t make your reservation for Sisters Tea Parlor earlier, grab lunch at Main Street’s Red Pepper Deli. Honestly, anything on their menu is fabulous, but my favorite lunch is the Valley Veggie Wrap (without olives), a cup of their homemade tomato artichoke soup, and a loaded oatmeal cookie. Rather than mayo, the tomato tortilla has homemade hummus! Let me be clear…I am NOT a vegetarian and I love that wrap! Their Chicken Pancha Wrap is delicious if you like banana peppers and would rather have something hot. Also try the Joe’s Chef Salad if light is what you’re looking for. The salad is so fresh that it doesn’t even need dressing! DELISH! Load up your car and head to Exit 14 (Crestwood).

Clover Cottage and Sugar Babe Antiques. Sugar Babe is just off Exit 14, just follow the signs to Foxhollow Farm. You’ll see a “Brownsboro General Store” sign on their building on the right (after you pass Apple Patch) and a small office park on the left. The Clover Cottage is in historic Pewee Valley on Highway 146 down from the Pewee Valley post office…just look for the white house with a big parking lot. The warehouse is in the back and uses the same parking lot.

Grab dinner and drinks at Rikishi Japanese & Bar in Crestwood Station center for sushi or Gustavo’s Mexican Grill. Gustavo’s is at the same stoplight as Walmart, just turn in the opposite direction of Walmart. Gustavo’s is in a strip and sits back off the road behind Bluegrass Eye. They have great food and margaritas and outdoor seating!

Repeat once a month because all of the shops’ inventory changes OFTEN!

History & Hauntings

ghost_tourLike the Declaration of Independence, Oldham County History has been pivotal to the formation of America. Once considered the “Gateway to the Western Frontier,” learn about Commodore Richard Taylor, pioneer William Kellar, slave and abolitionist Henry Bibb, Freemason Rob Morris, filmmaker D.W. Griffith, Little Colonel author, Annie Fellows Johnston, and “Vaya con Dios” composer Buddy Pepper, among others. Speaking of others, you just might catch a glimpse of these historical folks on our famous Spirits of La Grange Ghost Tours, held every October.

Hike the Preserve

play_creaseyProbably the most requested ‘thing to do’ in Oldham County next to our horses and farm tours! Creasey Mahan Nature Preserve is a 170-acre preserve offering 9 miles of trails through forested areas and meadows, alongside spring-fed creeks, a frog pond, and waterfalls. With 4 year-round springs, picnic pavilions, and native grasslands, there are many things to do for the entire family. Enjoy the natural history museum featuring a bird blind, and their 207-year-old historic Manor Mansion.

Kim’s Tidbit: One of my favorite things to do is pick up a boxed lunch from Red Pepper Deli in La Grange or Crestwood and head to Creasey Mahan Nature Preserve just to get out in nature. Hiking sounds like work, but taking a leisurely walk around waterfalls, ponds, bird blinds, rare trees, and visiting the nature center sounds relaxing to me. If you like untouched woods and all things nature related, you will love it here. They have some really neat events throughout the year, mostly for the cost of a “donation”. They are in the process of building an educational playground on their property. They even offer tent camping. Creasey is just a nice place to relax after a stressful week. Have a Greek dinner at Burning Bush Grill in Goshen. Their kabobs are to die for!

Meet, Greet & Gather

play_eventsWhether you’re planning a family reunion, business convention, reception, or ceremony, there’s no place like Oldham County to make those events as memorable as possible! Oldham Tourism & Conventions can help you with all arrangements, appointments, room reservations, attraction tickets, and catering needs. Give us a call to help organize your event! For a complete list of services, check out Event Space on our website.

Upcoming Events

ghost_tour-1Oldham County hosts several annual events each year including Blue Hydrangea Progressive Tea Party in April, Arts on the Green in June, Kentucky Farm Fest & Oldham County Day – both in July, La Grange Railroad & Bluegrass Festival and Oldham Arts on Quality Place – both in October, and Light Up La Grange in December. A complete list of Upcoming Events can be found by clicking here.