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Best weekend events in, around Lexington: Bluegrass Fair, Beer Cheese Festival & more

Matt Wickstrom
·6 min read

Here is a Lexington list and guide of the best events for the weekend around Central Kentucky on Friday, Saturday and Sunday if you are bored and need things to do from live music concerts, theatre shows, festivals, street fairs, craft fairs, kid-friendly events like Free Friday Flicks at Jacobson Park, comedy shows, nature hikes and benefit events.

Blood Drive at the Central Bank Center

Give to those in need during a blood drive with the Kentucky Blood Center at the Central Bank Center on June 9 from 9 a.m.-3 p.m. Those who donate will be entered for a chance to win tickets for future Rupp Arena events. Free. 430 W Vine St. CentralBankCenter.com.

Lexington Lions Club Bluegrass Fair at Masterson Station Park

The Lexington Lions Club Bluegrass Fair is back at Masterson Station Park, 3051 Leestown Rd. The fair, now in its 62 year, will be June 8-18 with gates opening at 5 p.m. on weekdays and 3 p.m. on weekends. New attraction this year is Sea Lion Splash, a traveling sea lion show and exhibit. The fair will also have K9’s In Flight, pig racing, midway thrill and kiddie rides and carnival games, live music, fair-food concession favorites including funnel cakes, cotton candy, corndogs, turkey legs, pizza and deep-fried delights. Parking is free. Admission $8, age 7 and up. Single ride ticket, $1.50. Unlimited rides wristbands (does not include Fair admission), $30 Sunday-Thursday, $35 Fridays-Saturdays. thebluegrassfair.com

The Lexington Lions’ Club Bluegrass Fair is sure to bring a lot of smiles at Masterson Station Park through June 18.
The Lexington Lions’ Club Bluegrass Fair is sure to bring a lot of smiles at Masterson Station Park through June 18.

Summer Nights In Suburbia at Moondance Amphitheater

Eastern Kentucky based rockers Bedford Band will perform during the City of Lexington’s Summer Nights In Suburbia concert series at Moondance Amphitheater on June 9 at 7 p.m. Free. 1152 Monarch St. LexingtonKy.gov.

Free Friday Flicks at Jacobson Park

See Disney’s 2022 hit movie “Lighyear” and a pre-movie performance from Sora Aerial Arts during the return of Friday Flicks at Jacobson Park on June 9 at 7 p.m. Free. 4001 Athens-Boonesboro Rd. LexingtonKy.gov.

Dark Moon Hollow concert at The Void Sake Company

Jamegrass group Dark Moon Hollow will perform an outdoor concert at The Void Sake Company on June 9 at 7 p.m. $10. 949 National Ave #190. TheVoidSake.com.

Comedian Jessica Michelle Singleton at Comedy Off Broadway

Comedian Jessica Michelle Singleton will perform at Comedy Off Broadway on June 9 at 7 and 9:30 p.m. and June 10 at 6:30 and 9 p.m. $13-16. 161 Lexington Green Cir #C4. ComedyOffBroadway.com.

Erin Hannon, Kelli Jo Summers, Dylon Crane and Lilly Meekin (on the floor) rehearse “Time Warp” from “The Rocky Horror Show.” The University of Kentucky Opera Theatre presents the 31st edition of its “Grand Night for Singing” show tune and pop song revue June 9-11 and 16-18 at the UK Singletary Center for the Arts in Lexington, Kentucky.
Erin Hannon, Kelli Jo Summers, Dylon Crane and Lilly Meekin (on the floor) rehearse “Time Warp” from “The Rocky Horror Show.” The University of Kentucky Opera Theatre presents the 31st edition of its “Grand Night for Singing” show tune and pop song revue June 9-11 and 16-18 at the UK Singletary Center for the Arts in Lexington, Kentucky.

UK Opera Theatre: ‘It’s A Grand Night For Singing!’ at the Singletary Center

Performances of the UK Opera Theatre’s ever popular “It’s A Grand Night For Singing!” will return to the Singletary Center For The Arts on June 9 at 7:30 p.m., June 10 at 2 and 7:30 p.m. and June 11 at 6 p.m. $20-65. 405 Rose St. SingletaryCenter.com.

Fans spoke up on changes to ‘Grand Night’ show tune revue. And UK listened.

Joslyn & The Sweet Compression concert at The Burl

Local rock, blues and soul collective Joslyn & The Sweet Compression will perform its first hometown show since the death of bassist Marty Charters last October at The Burl on June 9 at 8 p.m. Casey Powell and Maggie Lander will open up the show. $15. 375 Thompson Rd. TheBurlKy.com.

Midway Bourbon & Blues Festival

The Midway Bourbon & Blues Festival will gather local artists and craftspeople in downtown Midway similar to the Francisco’s Farm Art Fair before it on June 10 from 10 a.m.-6 p.m. and June 11 from 10 a.m.-5 p.m. Free. facebook.com/events/532195608967909.

Living in History Home and Garden Tour in Frankfort

Explore some of the most fabulous homes and gardens in Frankfort during the 15th annual Living in History Home and Garden Show on June 10 from 10 a.m.-4 p.m. $15. VisitFrankfort.com.

Story Walk at McConnell Springs Park

Take part in a self-guided walk and read-along to Denise Fleming’s “In the Small Small Pond” during a story walk at McConnell Springs Park on June 10 from 10 a.m.-4 p.m. Free. 416 Rebmann Ln. LexingtonKy.gov.

Lexington Humane Society’s Mutt Strut at Coldstream Park

Take part in a dog-friendly, 1-mile Fun Walk with your furry friend during the Lexington Humane Society’s Mutt Strut benefit on June 10 from 8 a.m.-noon at Coldstream Park. $20-30. 1850 Piscano Dr. LexingtonHumaneSociety.org.

Winchester Beer Cheese Festival

The Winchester Beer Cheese Festival is 10 a.m.-5 p.m. June 10 downtown on Main Street. There will be lots of beer cheese to buy and sample from vendors plus a contest, live music, food, crafts, free children’s activities and more. beercheesefestival.com

Rails Of Honor at the Bluegrass Scenic Railroad and Museum

Observe a living history salute to those who served in World War II during Rails Of Honor at the Bluegrass Scenic Railroad and Museum. Trains depart June 10 at 11 a.m. and 2:30 p.m. $16-40. BluegrassRailroad.com.

Musical: ‘Aesop’s Fables On Stage’ at the Lexington Children’s Theatre

The Lexington Children’s Theatre will present “Aesop’s Fables On Stage” on June 10 at 2 p.m. The musical is for ages 3 and up. $10-15. 418 West Short St. LCTonStage.org.

Community Garden Days at the Castlewood Community Center

Learn about planting and maintaining a garden during Community Garden Days at the Castlewood Community Center on June 10 from 2-3 p.m. Free. 210 Castlewood Dr. LexingtonKy.gov.

Southland Street Fair

Southland Drive will be alive with the sound of music, craftspeople and more when the Southland Street Fair returns on June 10 from 3-8 p.m. Free. SouthlandAssociation.com.

Theo & Brenna concert at the Leeds Center

Winchester born, Nashville based duo Theo & Brenna will perform a hometown show at the Leeds Center For The Arts on June 10 at 7:30 p.m. $10-18. 37 N Main St, Winchester. Eventbrite.com.

Eric Gales concert at Manchester Music Hall

Blues guitar legend Eric Gales will perform at Manchester Music Hall on June 10 at 8 p.m. $20-40. 899 Manchester St. ManchesterMusicHall.com.

Pottery class at The Void Sake Company

Learn how to turn a ball of clay into a handmade mug during a tour hour pottery workshop with artist Sinclaire Marie on June 11 at 3 p.m. $35. 949 National Ave #190. TheVoidSake.com.

Tony Awards watch party at West Sixth Brewing

Cheer on Lexington-based actor and Best Actor Nominee, Colton Ryan, during a watch party for The Tony Awards at West Sixth Brewing on June 11 from 6-11 p.m. Smithtown Seafood and West Sixth Brewing will each have specially-themed drinks and bites available throughout the night with a portion of proceeds benefiting the Lexington Theatre Company. Free-$25. 501 W Sixth St #100. Eventbrite.com.

Matt Wickstrom is a freelancer covering food, music and more. You can follow him on Instagram at @WickstromWrites .