Spend a Magical May in Oldham County

Spend a Magical May in Oldham County

While Oldham County celebrates the Kentucky Derby along with the rest of the world, it also offers many additional events to make your stay truly magical during the month of May. Now that spring has finally sprung, you can celebrate many outdoor events. There’s everything from mud runs, to car shows, to concerts, to traditional Derby–themed happenings. And don’t forget your pets! Oldham County even has an animal fashion show to support local animal rescue.

Oldham Farm Tours

May 1st – October 30th

May is also the month the touring season begins for Oldham County’s 13 unique Farm Tours which feature horses, alpaca, bison, sheep, piglets, dairy cows and more here in the Farm Tour Capital of Kentucky.


Super Drew’s Derby at Oldham Gardens

Sat., May 7, 2 – 11 p.m.
Tickets start at $75 and go up
Oldham Gardens, Crestwood

Join 3rd Turn for the 2nd Annual Derby Day Bash Benefiting Super Drew’s Cancer Charity and Norton Children’s Cancer Institute! Oldham Gardens is a beautiful a beautiful 4-acre garden in connected greenhouses featuring 3rd Turn Brewing, Hive & Barrel Meadery, and Backside Grill. Complete with large tables, an indoor taproom, and an outdoor bar, you can enjoy food, silent auctions with rare bourbons and one-of-a-kind items, fun events with a family-friendly area open from 2 to 5, and live music all day and into the evening. Register for tickets at:  Superdrew.org.


Trackside Derby Event at Gallery at Gatewood

Sat., May 7, 11 a.m. – 11 p.m.
$50 per person
The Gallery at Gatewood

Win, Place AND Show at the 2022 Trackside Derby Event! Join the crowd at The Gallery at Gatewood for Derby 148 which will be live-streamed on a 100″ screen. There will be a silent auction, best hat contests, Special Guest The Victorian Bartender, and more!

The Victorian Bartender will be demonstrating and serving 3 various Mint Juleps from the Victorian period. Try 1 of each – complimentary:  1840 Joe Redding’s version, Henry Clay’s early bourbon version, and the 1862 Jerry Thomas’ version. Visit the main bar for other Kentucky favorites such as Oaks Lilies and Kentucky Mules. Big R’s BBQ Food Truck will be set-up at noon. Start planning your Derby outfit now! Go baby, go!  Check out Oldham County’s horse farm tours!


Dahlgren Pioneer Barn Oldham KY History Center CampusBarnyard Fun!

Sat. May 7, 10 a.m. – 12 p.m.
Oldham County History Center

Enjoy some old fashioned fun in and around the Dahlgren Barn on the Oldham County History Center campus. A fun way to learn! Specific activities TBA. All ages welcome. Come and go during 10 a.m. – 12 p.m. 


Crestwood Quads, Rods and Custom Car Show

Friday, May 13, 5 – 9 p.m.
The Maples Park

Car enthusiasts of all ages will want to visit The Maples Park for the Quads Rod & Custom Car Club Show in Crestwood. Quads is a local organization that is dedicated to helping the Oldham County community, and the people in it. For years the club has helped local families throughout the year that encounter hard times. At Christmas the club adopts many families to help through the holidays, and local nursing homes as well. Food Trucks on hand include:  Smokin Dawgs, Taqueria la Guerita, Hive & Barrel Meadery, Mile Wide Brewing, and Fitz Freeze.


La Grange Farmers Market & Artisan

Sat., May 14 – Oct. 29
9 a.m. – 1 p.m.
Oldham County Courthouse Square

Open May 14 – October 29, the La Grange Farmers Market & Artisans is a Kentucky Proud Market that offers a variety of locally grown products. In addition to fresh vegetables, fruits and meats, there are items from local Artisans including handmade cheese, wonderful baked goods, and beautiful works of art. Stroll picturesque Main Street, shop, and listen to the sounds of music, laughter, and the occasional train rumbling through the town! The market is located in Historic Downtown La Grange, so spend a leisurely Saturday morning at the market, then be sure to check out the art galleries on Main Street and browse the variety of shops around town, and grab lunch at one of the local restaurants. Watch for the Farmers Market to move July 2022 to the new La Grange Springs Park Farmers Market Pavilion, located at 206 West Main Street, La Grange, KY  40031. 


Flower Artistry with Galina Kofod 

Sat., May 14 – Sun., May 15, 11 a.m. – 5 p.m.
$465 per person
Judith M Millinery Supply House

In this 2-day hat making workshop in Oldham County, students will go through all the stages of creating flowers from silk and leather. This will include the preparation of materials, dying them, making patterns, assembling and finishing techniques. Students will have the opportunity to learn a famous Japanese flower making technique, Somebana, which enables them to individualize each and every flower. The flowers made using this technique look much more realistic than flowers made with traditional flower making techniques. Based on the Japanese silk flower making technique, students will learn how to apply this knowledge and skills to leather. On the first day of the class students will make a silk Old English Rose (David Austin Rose) in Somebana technique. On the second day of the class, students, depending on their progress, will create one or two flowers from leather. The students can choose from the range of flowers. Suitable for:  all levels, no previous experience required. Please visit the website for a listing of tools and materials.


Fashion & FURiends

Sunday, May 15, ​1 – 4 p.m.
$25 tickets online/$30 day of show
CityPlace Expo Center

A Fashion Show where community leaders walk their own or an adoptable dog down the runway showing off the latest Spring fashions. The show will also feature booths offering unique items by local artists and vendors, music by DJ Marshall, Food, Dog training demos, a silent auction and more.

Along with the fashion show there will be an awesome silent auction, dog training demonstrations by Dave The Dogman on the runway before the show and vendors offering a variety of fashions, jewelry and other interesting items. Gourmet Coffee & Dessert Bar by:  Hillbilly Roots Coffee and Q&A Sweet Treats. A fun way to support your LOCAL Animal Rescue! Helping homeless animals right here in Oldham County!


Public Archaeology Day at Gatewood Plantation

Sun., May 15, 11 a.m. – 2 p.m.
FREE, but must register
Oldham County History Center

The Oldham County History Center will host its second Public Archaeology Day at Gatewood Plantation in May. The History Center has conducted archaeological research on this private site since 2005, which is now recognized by the National Park Service as a site on the National Underground Railroad Network to Freedom. The site honors former slave-turned-abolitionist Henry Bibb who escaped enslavement by William Gatewood at this site, as described in Bibb’s narratives. 


La Grange Live!™ Open Mic and Karaoke Night

Thursday, May 19, 5 – 10 p.m.
Free Admission/Cash Bar/must be 21 or over
The Gallery at Gatewood

Join us to show off your musical talent or just to have fun with friends! Every third Thursday is La Grange Live!™ Open Mic and Karaoke Night at the beautiful Gallery at Gatewood (first floor of the Historic Gatewood Building)! The Gallery at Gatewood event venue is reminiscent of a European Gallery with an urban-edge! It features Ghost chiavari chairs, exposed brick walls, complimentary backdrop wall and more! Located on the first floor of the Historic Gatewood Building.


Secret Supper Club in Oldham County

Friday, May 20, 5:30 – 8:30 p.m.
The Lawyer’s Overlook

This will be the first community event at The Lawyer’s Overlook in La Grange. Tickets include an appetizer hour, sit down-delicious three course meal from chef Carlie Cornet of True North Catering, with each course paired with a pour from Oldham County’s own Hive and Barrel Meadery! It’s a perfect bestie/girls/date night. Come and join us for food and fun.


Down and Dirty Obstacle Mud Run

Sat., May 21, 9 a.m. – 4 p.m.
$50 until April 30/$60 after May 1
Wendell Moore Park

Time to get Down & Dirty in the 5K course at Wendell Moore Park. Includes 20 obstacles to challenge you. We’ll have a special wave for families, with kids age 7+. Join your friends, family and other mudders at the after party to show off your dirt. We’ll have food vendors and music – the stories of glory are on you!


Pewee Valley Concert in the Park

Sat., May 21, 6 – 9 p.m.
Central Park, Pewee Valley

Bring a chair or blanket to our first Concert in the Park of the year in Pewee Valley Central Park featuring the Allan Lane Band, performing their own style of country with a southern rock flare. The band has opened for several national current country music stars including Montgomery Gentry, Jarred Neimann, Craig Campbell, David Nail, and top country song writer Rhett Akins. FREE to the public. Food Trucks.



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