Oldham County Annual Events

The Best Annual Events in the Louisville Region!

Annual Events in Oldham County, Kentucky

Oldham County, KY is the Perfect Getaway for Cool Things To Do Near Louisville

Not only do we offer great events near Louisville, we have unique places to stay, too! No matter the event you choose to attend, whether ours or nearby events, you’ll want to book your stay at one of our convenient hotels, a fabulous bed and breakfast, or bring family and friends to enjoy an entire home to yourself in one of our cool Oldham vacation home rentals. Be sure to visit our Trip Ideas for other things to do including our famous Farm & Garden Tours, our Bourbon Distillery, and Oldham Gardensour 4-acre beer garden of connected greenhouses home to 3rd Turn Brewing, Backside Grill, and Kentucky’s ONLY Meadery, Hive & Barrel Meadery & Cider!

 

Interested in shopping? Check out our Trains on Main Trip Idea to spend time on Main Street La Grange where HGTV filmed Home Town Kickstart in 2022! Looking for a uniquely Oldham County farm-to-table dinner on a horse farm? Look no farther than Barn8 Restaurant at Hermitage Farm. Need more ideas? Check out our fabulous Oldham Trip Ideas!

 

Traveling with a GROUP of 8 or more?

Let us help plan your trip to Oldham County by offering you the highlights to make sure your STAY is memorable! Check out our attractions found one place in Kentucky – Only in Oldham!

Ongoing Events in Oldham County

annual-events-farm-tours

Oldham Farm Tours (April – October)

Oldham County is the “Farm Tour Capital of Kentucky,” with 15 farm tours – the LARGEST number of educational, hands-on farm tours in Kentucky! Horses (carriage driving, race horses, AND all breeds!), alpaca farm fiber art studio, working dairy making artisan cheese, bison (Kentucky Bison Company) farm overlooking the Ohio River, and organic and sustainable farms that supply meat and produce to the region’s best restaurants. Do you love farm-to-table foods? Make a reservation in advance to Barn8 Restaurant & Bourbon Bar at Hermitage Farm AND Sanctuary Farm Thoroughbred Retirement FarmAnother Attraction You’ll LOVE: Our Foodie & Farm Trip Idea!

A woman holding fresh vegetables purchased from the farmer's market

Farmer’s Market & Artisans (Mid May – October)

Saturdays at Springs Park in La Grange. Besides fresh vegetables, fruits and meats, there are items from local Artisans including handmade cheese, wonderful baked goods, and beautiful works of art. Stroll the lovely Oldham County Courthouse Square, shop, and listen to the sounds of music, laughter, and the occasional train! The market is located in Historic Downtown La Grange so in addition to enjoying the wonderful market, you can have lunch at one of the local restaurants, check out the art galleries on Main Street and browse the variety of shops around town. Spend a leisurely Saturday morning with us and forget the hectic pace of the week! Do you love farm-to-table foods? Make a reservation in advance to Barn8 Restaurant & Bourbon Bar at Hermitage Farm! Another Attraction You’ll LOVE: Our Foodie & Farm Trip Idea!

Quads Custom Car Shows La Grange (April – September)

4th Saturday. Enjoy a custom antique car show on Main Street in La Grange. Another Attraction You’ll LOVE: Our Trains on Main Trip Idea! Check out the overnight rentals in downtown La Grange!

Oldham Annual Events

Oldham County Wedding Expo & Venue Tour

FEBRUARY.  FREE Expo Admission. ADD VIP Venue Shuttle Tour (limited seats available): $40. What better way to see Oldham County’s popular wedding and reception venues throughout Oldham County than by hopping on a shuttle and enjoying the carefree ride! This unique Expo starts with an in-person tour of 4 popular Oldham County wedding venue spaces, includes a VIP Goodie Bag, and ends at the Expo location where you will find vendor booths, DJs, photographers, etc. An event of Oldham County Tourism & Conventions.

Ooh-La-La La Grange! Chocolate Crawl

FEBRUARY.  Held annually on historic Main Street in La Grange, this is a perfect outing for all our chocolate loving folk and tickets sell out quickly. Visit over 20 participating businesses, sample decadent chocolate treats, shop our wonderful, local artisan shops and enjoy the day!

Blue Hydrangea Progressive Tea

APRIL. Held annually on historic Main Street in La Grange, each tea guest receives a ticket and gift bag of assorted goodies and health information and gets to choose a souvenir tea cup. Guests then visit the participating locations, for various tea beverages and light snacks. In-store specials, door prizes, and drawings are held during the event. Music and entertainment, and local health services are on hand for simple screenings and health information.

Old Kentucky Home Bicycle Tour

JUNE.  An annual event with the Louisville Bicycle Club, OKHT starts and finishes at the beautiful grounds of Yew Dell Botanical Gardens in Crestwood, and features YOUR CHOICE of three routes:   A 62.1mile (100k), 40-mile and 20-mile option – and the World Famous Homemade Cookie Stop is back! A gorgeous ride through the hills and farms of Oldham County’s horse country!

Crestwood Art & Garden Market

JUNE – First Saturday, 9am – 2pm.  A unique annual curated, juried arts and crafts market that also features perennial and annual plants! Shop for unique hand-crafted items from a variety of local artists, let the kids enjoy special activities while you shop, and grab lunch at our food trucks! On the grounds at the Crestwood Civic Club – 7215 Kavanaugh Road, Crestwood.

La Grange ArtsFest

JUNE – First Saturday, 9am – 5pm.  A fun mix of music and art & crafts in the Main Street La Grange District. A curated, juried arts and crafts market + street music + food and drink from our local restaurants.Shop for hand-created items from a variety of vendors and artists/artisans/makers and creators, eat/drink at our great local Main Street area restaurants and enjoy music on the street by local musicians.

Arts on the Green at The Maples Park

JUNE – Second Saturday. (10a-4p) & Sun. (11a-5p)  Featuring juried artists from across the country in the beautiful setting of The Maples Park. Professional and local entertainment, children’s art activities, food trucks, and adult beverages. Free parking and free admission at the Railroad Avenue entrance in Crestwood. Saturday & Sunday 11am-5pm. Another Attraction You’ll LOVE? Make is weekend getaway by adding our Botanical Gardens down the street!

Oldham County Day

JULY. Third Saturday, 9am-6pm. Watch the parade in Downtown La Grange near the Courthouse Square on Saturday morning. Anticipate seeing the Grand Marshall, local school marching bands, tractors, horses, fire trucks, church, local business and other group floats that match the parade’s theme for the year. Kids are also invited to decorate their bikes and ride in the parade! Check out the booths on the courthouse square. Meet local politicians, learn more about locally owned businesses, churches, maybe get a freebie or enter a raffle! Food and drinks are also on the courthouse square. Bounce houses, balloon artists, living statues.

Quads, Rods and Custom Cars at Maples Park, Crestwood

JULY 29th  |  SEPT 16th  (Fridays 6pm-9pm). Join us for quads, rods and custom cars at the Maples Park with Live Entertainment and Food Trucks!  July Entertainment:  Allen Lane Band, September Entertainment: Misty Mountain String Band. July Food Trucks:  Cookie Cabin Creamery, Annie Up Pizza Cones, Fistful of Tacos, Mile Wide Brewing, Hive & Barrel Meadery & Cider. September Food Trucks:  Celtic Pig, Philly Best Frozen Desserts, Fistful of Tacos.

Up, Up, and Away at the Maples Park

AUGUST. FREE. This is a bucket list item for height seekers! Bring a chair or blanket and come out to the Park for first come, first serve hot air balloon tethered rides!  Oldham County Public Library will offer kids activities to celebrate the end of summer reading program!  Live Entertainment by Billy Goat Strut Revue. Food Trucks:  Rollin Rubys, The Cookie Cabin Creamery, Ramira’s Cantina, Celtic Pig, Longshot Lobsta, Fitz Freeze, Mile Wide Brewing, and Hive & Barrel Meadery & Cider. PARKING only in lot at 6431 Railroad Avenue, Crestwood

Oldham County Fair

AUGUST. Join us for our annual Oldham County Fair! We offer live music, beer tent, unlimited rides with paid admission, pageants, and tractor pulls. All the makings of an awesome county fair can be found in Oldham County! Gates open at 4pm, midway opens at 5pm.

Trackside Market

SEPTEMBER. a fun, new mix of music, vintage and art/crafts in the Main Street La Grange District. Shop for vintage and hand-created items from a variety of vintage vendors and artists, artisans, makers and creators, eat and drink from a food truck or at one of our great local Main Street area restaurants and enjoy the street musicians.

Quads, Rods and Custom Cars at Maples Park, Crestwood

SEPTEMBER 16th  (Fridays 6pm-9pm). Join us for quads, rods and custom cars at the Maples Park with Live Entertainment and Food Trucks!  July Entertainment:  Allen Lane Band, September Entertainment: Misty Mountain String Band. July Food Trucks:  Cookie Cabin Creamery, Annie Up Pizza Cones, Fistful of Tacos, Mile Wide Brewing, Hive & Barrel Meadery & Cider. September Food Trucks:  Celtic Pig, Philly Best Frozen Desserts, Fistful of Tacos.

Halloween MAINia

OCTOBER. This event is when the Main Street merchants welcome families for Trick-or-Treating at participating shops. There is also a costume contest for all ages and pets!

Scavenger Hunt at the Maples Park

OCTOBER. Last Saturday. Join us for a family-friendly scavenger hunt through Crestwood where no potions are needed to concoct a cauldron-full of fun! Get your first clue at a local business and end at the Maples Park with a goodie bag and prie for The Spookiest” and “Best Themed” car. $20 per carload.

Ghost Stories on the Square

OCTOBER. First Saturday. Nationally acclaimed storytellers! Bring a blanket and picnic or enjoy our food trucks! Free family event in downtown La Grange. Don’t forget to schedule your La Grange Ghost Tour (next) by the Main Street program and your Candlelight Cemetery Tour (below) by the Oldham History Center.

Halloweenie Pet Walk at the Maples Park

OCTOBER. A leisurely walk through the Maples Park for animal lovers and their fur babies! Collect treats (no tricks!) along the path form event sponsors. Enjoy food trucks Big R’s BBQ and Annie Up Pizza Cones.​ An event by Adopt Me Bluegrass Pet Rescue.

Haunted Hike at Creasey Mahan Nature Preserve

OCTOBERFirst Sunday  3pm-7pm. The kid-friendly Haunted Hike is the most popular event of the year and should not be missed! This is a great day to debut your family’s Halloween costumes, collect A LOT of candy, and have a blast of a time in a beautiful setting of Creasey Mahan Nature Preserve.

Spirits of La Grange Ghost Tours

OCTOBER. One of the most popular tours in the region, some say it’s the best they’ve ever taken! Combining a historical aspect to introductions to our “spirits,” you can learn all about haunted LaGrange on the two-hour candlelit walking tour of downtown La Grange. Proceeds from the due to the potential spirit activity, all 100% genuine, tours are not recommended for children under 12. ​

Historic Candlelight Cemetery Tours of Oldham

OCTOBER. Thursdays. Tours every 30 minutes and leave from the History Center. 6pm – 8pm. Must pre-register by calling (502) 222-0826. Valley of Rest Cemetery, La Grange, African American Cemetery, La Grange, Floydsburg Cemetery with Duncan Memorial Chapel, Crestwood.

Light Up the Maples Park

NOVEMBER. Come to the park for the 2nd annual Crestwood sponsored holiday Light Up ceremony! The Deibel Barn and Tree will be filled with lights again this holiday season. Special guest announcement coming soon!

Christmas in the Country

DECEMBER. First weekend. Festive events take place on Main Street La Grange with Light Up La Grange, at Yew Dell Botanical Gardens, Creasey Mahan Nature Preserve, and at Oldham Gardens.

History Center Campus Events

Gatewood Plantation Archaeological Digs

Sundays with the Oldham History Center at the Gatewood Plantation, Oldham’s Underground Railroad designation site. Since 2007 the Oldham History Center began archaeology research on this site which is now recognized by the National Park Service as a site on the National Underground Railroad Network to Freedom. FREE. The site honors Henry Bibb and his family, enslaved by William Gatewood. Another Attraction You’ll LOVE:  Our Creasey Mahan Nature Preserve or Yew Dell Botanical Gardens.

Barnyard Fun at the Dahlgren Barn

WEEKLY 10am – 12n, Saturdays. Oldham County’s Dahlgren Barn on the History Center campus is where these events take place! From Abe Lincoln day to Nature Day, kiddos will love learning something new on Saturdays 10am – 12n.