Unique Annual Events Near Louisville

The Best Annual Events in the Louisville Region!

Exciting Annual Events in Oldham, Kentucky

Oldham, KY Has Unique Places To Stay with Cool Things To Do Near Louisville

Due to regulations for COVID-19 certain restrictions may be placed on each event for your safety and ours. Please note specifics within each listing that may include Kentucky state restrictions. Although the dates reflect rescheduled, correct date, feel free to check with our Live Chat to make sure the event is current as it may change quickly.


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 homes. Be sure to visit our Trip Ideas for other things to do including our famous Farm Tours, our Bourbon Distillery, and 3rd Turn Brewing – Oldham Gardensour 2 acre brewery with a gorgeous greenhouse beer garden! Interested in the art world? Check out our Art in Oldham! Need more ideas? Check out our fabulous Oldham Trip Ideas!

La Grange Chocolate Crawl – February 8, 2020 (Sold Out)

What a SWEET event for all chocolate loving folk. Visit over 20 participating businesses, sample decadent chocolate treats, shop our wonderful, local shops and enjoy the day making new friends in historic downtown La Grange. Saturday, February 8th from 11am – 4pm.

Bluegrass Jams (On Hold Until Further Notice)

Every Monday 6pm – 8pm at La Grange Coffee Roasters, La Grange, Bring your instrument or come for a cup of java from beans roasted right here! Come hear the best in bluegrass music in the cool atmosphere of historic downtown La Grange, KY. Another Attraction You’ll LOVE: Main Street Bourbon & Ale House or One Nineteen West Main

Oldham KY Farm Tours Re-Open in May! (Rescheduled to July 1)

Oldham 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 with 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. Another Attraction You’ll LOVE: Our Foodie & Farm Trip Idea!

The Oldham Bourbon History Series (On Schedule)

January 30, April 23, August 27, November 12.  Every session will cover a different topic in the history of America’s Native Spirit. Whether you are a bourbon lover, a history lover, or just have a love for anything Kentucky; you won’t want to miss these hands-on events!  Moonshining and Modern Distilling  Bourbon as an Art Form  Bourbon on the Ohio River  Prohibition & Bootlegging in Oldham County

Blue Hydrangea Progressive Tea (Rescheduled to September 20, 2020)

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.

Gatewood Plantation Archaeological Digs

April, May, September, October. Sundays 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.

Rob Morris Historic Home Tour Series

May, August, December. The Rob Morris home was occupied by the Morris family from 1860 through 1888. Morris was founder of the masonic fraternity, The Order of the Eastern Star and Poet Laureate of Freemasonry in the 19th Century. For the first time, we open the doors of the Rob Morris home for public tours, each with a theme. Another Attraction You’ll LOVE: A tour of our Oldham KY History Center Museum!

Quads Custom Car Shows

4th Saturday of each month. Enjoy a custom antique car show on Main Street in La Grange. Another Attraction You’ll LOVE: Our Trains on Main Trip Idea! – Stay at the Breakman’s Cottage on Main Street for a cozy evening for two! Mark your calendar for May 20th – 23rd for our kilroy exhibits and car shows at the WWII Homefront Celebration (see above)!

Trackside Tunes Summer Concert Series by the Tracks

May – September, Third Friday. Local bands of all genres and food trucks gather downtown in an alley by the tracks to welcome summertime to historic LaGrange. Pick a food truck or grab a nibble from our local Main Street restaurants. Wine and beer available by local businesses!

21st Annual Arts on the Green at Yew Dell Gardens

July 25-26.  Featuring over 130 juried artists from across the country in the beautiful setting of Yew Dell Botanical Gardens. Professional and local entertainment, children’s art activities, art and garden demonstrations, food trucks, and adult beverages. Free parking, shuttles, free admission to members of Arts Association of Oldham County and Yew Dell Botanical Garden, $5 admission. Sat. 11am-6pm, Sun. 11am-5pm. Love art? Another Attraction You’ll LOVE:  Our Art in Oldham Trip Idea!

87th Annual Oldham County Fair

July 28 – August 1. Join us for the 87th 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.

Kentucky Classic Combined Driving Event & Festival

October 1-4, 2020. Hermitage Farm hosts the premier Combined Driving Event competition in the US: the three-day Kentucky Classic Combined Driving Eventing Competition and Family Festival, featuring competitors from around the world. Each driver completes three different competitions. As of March 18, 2020 – Another Attraction You’ll LOVE:  Hermitage Farm 2020 or schedule your Oldham Farm Tour!

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 LaGrange Ghost Tour (next) by the Main Street program and your Candlelight Cemetery Tour (below) by the Oldham History Center.

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

Thursdays in October. 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 – October 8th.  African American Cemetery, La Grange – October 15th, Floydsburg Cemetery with Duncan Memorial Chapel, Crestwood – October 29th.

Christmas in the Country

First weekend in December. Festive events take place on Main Street La Grange, at Yew Dell Botanical Gardens, Creasey Mahan Nature Preserve, and 3rd Turn Brewing Oldham Gardens.

Come Back In 2021!

Sunset Concert Series on the Farm (Cancelled for 2020 Due to COVID-19)

From May to October, we open our farm to friends and neighbors to enjoy live music, local food and drinks, and good company at the Sunset Concert Series. Bring the whole family for a magical evening on the farm. Another Attraction You’ll LOVE:  Our Oldham Farm Tours re-open in May! Spend the night at one of our horse farms!