Lexington, KY Calendar – May 2021

Events subject to change, check with each individual venue.

The 2021 Kentucky Derby will run on Saturday, May 1 at Churchill Downs in Louisville.



Disney On Ice presents Dream Big at Rupp Arena on Saturday, May 1 at 11 am, 3 pm, and 7 pm.


Thirteen local and regional artists exhibit their artwork in Arts Connect’s ArtSpace Virtual Gallery that responds to ideas prompted by: Rock, Paper, Scissors. A discussion with the artists is happening on Sunday, May 2 at 4 pm.


The Kentucky Horse Park’s Run/Walk Club returns on May 3.


Sayre Christian Village hosts a Taste of Friendship Lunch & Learn on Tuesday, May 4 and Thursday, May 6 from 12:30-2 pm. Tour the expansion of Friendship Towers expansion, and learn about the new Memory Care Community addition utilizing the Best Friends Approach. A chef-prepared meal is provided.



The City of Lexington hosts a monthly interactive digital panel series, held on the first Wednesday of the month, to discuss how our City’s planning efforts have evolved and changed over time. May’s discussion is Wednesday, May 5 at 9 am via Zoom, with a focus on our city’s stormwater issues and how solving them is a complex task that requires creative, multidisciplinary thinking.

Teens and young adults interested in working at the Y this summer as camp counselors or lifeguards are encouraged to attend a Summer Job Fair at the YMCA’s program site at the University of Kentucky. The job fair will be Wednesday, May 5 from 5 p.m. to 7 p.m. at 1530 Nicholasville Road in Lexington.


Saint Joseph Hospital Foundation hosts an “Evening of Hope” on Saturday, May 15, held in place of annual in-person galas and fundraising events. The evening will include 50 hosts from across Kentucky holding a dinner party for eight to 10 guests in their home, along with a silent auction.

On Friday, May 7 at 10 am, tickets go on sale to the general public for Eric Church’s The Gather Again Tour at Rupp Arena on September 17, 2021.


Bluegrass Greensource presents a volunteer opportunity for “Invasive Species Management” on Saturday May 8 from 10 am to noon.

The Hamburg YMCA hosts Parents’ Night Out on Saturday, May 8 from 4:30-7:30 pm. Ages 12 and under.

Dancing with the Lexington Stars is Saturday, May 8 at 7 pm (virtual live streaming).

Lexington Ballet presents “Journey Through the School” at Lexington Opera House on Saturday, May 8 at 7 pm.



MAY 12

Kentucky Spring Horse Show takes place at Kentucky Horse Park through Sunday, May 16.

MAY 14

June 2020 cover of Hamburg Journal

Traffic notes: UK commencements are scheduled at Rupp Arena May 14 through May 16.

“A Tasteful Evening,” benefiting God’s Pantry, will be held at Keeneland at 6 pm, a variation on the Annual Taste of the Bluegrass.

MAY 16

Liberty Ridge Senior Living hosts a Gazebo Concert at 2:30 pm (bring your lawn chair for an afternoon of singing with the Heritage Messengers Gospel Quartet).

MAY 17

Lexington Coffee Week begins May 17. Participating Lexington coffee shops offer special coffee and tea drinks through May 23.

The federal tax filing deadline was postponed from April 15 to May 17. Consult your tax professional about how this affects you.

MAY 19

Kentucky Spring Classic is at Kentucky Horse Park on Wednesday, May 19 at 8 am through Sunday, May 23 at 4 pm. Takes place in Covered Arena, Hunter Jumper Complex, Rolex Stadium, and Walnut Ring.

MAY 20

Lexington Opera House announces the new lineup of shows for the 2021-22 Broadway Live Season during a virtual broadcast at 7 pm on their website and Facebook.

MAY 22

“Ride for the Heroes of Kentucky” and Man O War Harley hosts the third annual Freedom Run, supporting veterans, 8:30 am to 6 pm. The mission is to help furnish a home when a homeless veteran transitions from being homeless into their own home with furniture and household items. Josh Bogard and The Dirty South will return to the stage for the third year in a row.

Lexington’s Household Hazardous Waste Collection event is Saturday, May 22 at 8:30 am until 3 pm at 1631 Old Frankfort Pike (enter via Jimmie Campbell Dr.). Fayette County residents may drop o household hazardous waste for disposal at no charge. Products that contain corrosive, toxic or flammable ingredients are household hazardous wastes (HHW). These materials include common household items such as paints, cleaners, oils, batteries and pesticides. Improper disposal can pollute air, water or soil and pose a threat to human health.

MAY 25

The Alltech One Conference returns in 2021 as a virtual conference May 25-27.

MAY 29

It’s time to grab a kayak, stand up paddle board, or canoe because Bluegrass River Run 2021 is on Saturday, May 29. The event launches from the beach at Fort Boonesborough State Park in Richmond, KY. The registration deadline is May 8.

MAY 31



This article also appears on page 16 and 17 of the May 2021 print edition of Hamburg Journal.

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