A Comprehensive Guide to a Fun-Filled Lexington, Ky Weekend: From Derby Parties, Comedy Shows to Star Wars Day Celebrations and More

What is there to do in Lexington Ky this weekend – A comprehensive guide

This weekend, the city of Lexington, Kentucky is buzzing with a variety of activities to choose from. Ranging from musical concerts, star-studded comedy shows, to horse race watching parties and events celebrating Star Wars Day and Cinco de Mayo, Lexington offers a multifaceted experience for everyone.

Friday’s Highlights

Poor Man’s Harlan County Derby Eve Party at Two Keys Tavern

The 50th annual Poor Man’s Harlan County Derby Eve Party will set the stage at Two Keys Tavern on Friday, May 3 from 6 p.m. Highlighting a silent auction, live music and more, the event is a great way to spark the weekend shindigs. The entrance fee is $25.

Blue Jeans, Boots & Bulls – An Eve party at Bluegrass Stockyards

The Bluegrass Stockyards will host its second annual Blue Jeans, Boots & Bulls Kentucky Derby Eve party. The evening promises a fun-filled experience featuring a silent auction, live music, dinner, and more. Proceeds from this event will go to supporting the Kentucky Children’s Hospital NICU, Timber’s Grateful Companions and Old Friends.

UK Baseball vs. Arkansas – A sports delight

The UK Baseball Cats will take on the Arkansas Razorbacks at Kentucky Proud Park on May 3 at 6:30 p.m. To all the sports enthusiasts, this game promises an action-packed evening.

Comedy Shows– A laughter therapy

Friday also promises to spread contagious laughter with the comedy shows featuring Lee Cruse and Kathy Griffin at Comedy Off Broadway and Lexington Opera House respectively.

Saturday’s Highlights

Kentucky Derby Day at Keeneland Race Course

If you can’t make it to Churchill Downs, you can still embrace the traditional Kentucky Derby Day atmosphere at Keeneland. Along with the live racing, the venue will also host a free tailgating experience at The Hill, equipped with live music, food trucks, and betting windows.

African-American Heritage & Horse Day in Paris

The African-American contributions to the Equine Industry will be celebrated on Saturday with a block party and fish fry. The event will feature enjoyable activities like cornhole, bingo, a fedora-making contest, a stick horse race, and more.

Kentucky Derby Watch Party and Live Music at Manchester Music Hall

Manchester Music Hall arranges a comprehensive plan for spectators. They will host a watch party followed by a hat competition and exciting live post-race music from Tyler Bryant & The Shakedown.

May the Fourth be With You – A Star Wars Day in Lexington

Dress up in your favorite Star Wars costumes for the annual Star Wars celebration “May the Fourth Be With You”. The event will feature plenty of activities, performances, music, a photo booth, Star Wars-themed printmaker plus food and drink from a variety of food trucks.

Sunday’s Highlights

Maker’s Market at The Void Sake Company

The Void Sake Company plans to host its first-ever maker’s market. Expect to find handmade jewelry, soap, art, ceramics and more.

Rosé and Cheese Pairing Class at Harkness Edwards Vineyards

Celebrate Mother’s Day early with a special Rosé and cheese pairing class at Harkness Edwards Vineyards.

Central Kentucky Concert Band Performance at the Lexington Opera House

Finally, wind up your weekend on a musical note, the Central Kentucky Concert Band will be performing “Cornucopia” — its final concert of the season — featuring horn soloist Melanie Kjellsen at the Lexington Opera House on Sunday afternoon.


Author: HERE Lexington

HERE Lexington

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