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Big Lex 4 Miler, Keeneland Race Course

Keeneland Versailles Road, Lexington, KY, United States

The Big Lex 4 Miler is at Keeneland Race Course on Saturday, August 29 at 9 am.

The Steel Woods, Manchester Music Hall

Manchester Music Hall 899 Manchester Road, Lexington, KY

The Steel Woods is at Manchester Music Hall on Saturday, August 29 at 7 pm.

Dining Out For Life Bluegrass, all day

Dining Out For Life Bluegrass presented by Woodford Reserve is happening in Lexington on Thursday, September 10 throughout the day at select participating restaurants.

David Koechner, Comedy Off Broadway (thru Sun)

Comedy Off Broadway 161 Lexington Green Circle, Lexington, KY, United States

David Koechner is performing at Comedy Off Broadway on Thursday, September 10 through Sunday, September 13.

Lexington Legends vs Lexington Leyendas, Ballpark

Whitaker Bank Ballpark 207 Legends Lane, Lexington, KY, United States

Lexington Legends vs Lexington Leyendas at the Whitaker Ballpark on Friday, September 11 at 6:45 pm.

Kenwick Annual Yard Sale

The Kenwick Annual Yard Sale is happening in Kenwick Neighborhood on Saturday, September 12 starting at 8 am.

AppleFest at Eckert’s Orchard

AppleFest at Eckert's Orchard is happening on weekends throughout September from 9 am until 5 pm. Wagon rides, live entertainment, great festival foods, children’s activities and much more make this an apple pickin’ good time for everyone! Whether riding a camel or feeding a goat, your young ‘uns will enjoy getting acquainted with common farm […]

Hard Cider Bash, Shaker Village of Pleasant Hill

Shaker Village of Pleasant Hill 3501 Lexington Rd. , Harrodsburg , KY, United States

Shaker Village of Pleasant Hill hosts a Hard Cider Bash on Saturday, September 12 at 6:30 pm.

Lexington Polo USPA Midstates Amateur Cup begins

Lexington Polo hosts the USPA Midstates Amateur Cup starting on Monday, September 14 through Wednesday, September 23 at Lexington Polo Secretariat Field. This 2-4 goal tournament will be held across 2 weeks time with preliminary games followed by finals on closing weekend.

Brian Regan, Comedy Off Broadway

Comedy Off Broadway 161 Lexington Green Circle, Lexington, KY, United States

Brian Regan performs at Comedy Off Broadway Monday, September 14 at 7 pm.

Summer Family Musical Revue, Moondance

Moondance Amphitheater Beaumont Circle, Lexington, KY, United States

Lexington Children's Theatre hosts the first ever Summer Family Musical Revue on Friday, September 18 at 7 pm. *Rain date: September 19, 2020 at 7 pm

CANCELED Midway Fall Festival

Midway Fall Festival originally scheduled for Saturday, September 19 and Sunday, September 20 is canceled for 2020.

Lexington Main Street Clean Sweep

Lexington's Main Street Clean Sweep is a one-day, community-led litter clean up happening on Saturday, September 19 at Coldstream Park at 10 am.

Commerce Lexington’s Salute to Small Business Week (thru Friday)

Commerce Lexington Inc. will recognize their Salute to Small Business Category Award winners during a week-long celebration and promotional campaign on Monday, September 21 through Friday, September 25. The naming of the new Commerce Lexington Inc. Small Business of the Year will be announced at the end of the week. Participate in a variety of […]

Ghost Hunts at Waveland State Historic Site

Waveland State Historic Site 225 Waveland Museum Lane, Lexington, KY, United States

Ghost Hunts take place at Waveland State Historic Site on Friday, September 25 at 8 pm.

DRINK Black Soil Collaboration, Creaux

This Black Soil Collaboration event will meet at Creax for a private bourbon tasting provided by the Black Bourbon Guild on Wednesday, September 30 at 5:30 pm. Event includes a visit to Sunjoined Greenhouse for a private tour and an an exclusive farm to table dinner with Black Soil doing a collaboration with Wise Bird […]

Keeneland’s 2020 Fall Meet opens

Keeneland Versailles Road, Lexington, KY, United States

Keeneland's 2020 Fall Meet opens Friday, October 2 through Saturday, October 24.

Fall in the Bluegrass, The Outlet Shoppes of the Bluegrass

Experience all that fall has to offer in the Bluegrass!   Friday & Saturday Evenings at The Outlet Shoppes of the Bluegrass throughout October from 5 pm to 7 pm.   FALL MARKET | PHOTO OPS | GIVEAWAYS | SPECIAL GUESTS | WAGON RIDES | ENTERTAINMENT | AND MORE  

Chevy Chase Inn & Bourbon n’ Toulouse Tailgate

Bourbon n' Toulouse is going to bring the party to Chevy Chase Inn on Saturday, October 3. Bn'T will be grilling Andouille Sausages & hot dogs. Chevy Chase Inn will be serving their famous $2.00 Bloody Mary's from 11 am and 2 pm.