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38th Annual Kentucky Book Fair, Alltech Arena

Alltech Arena 4089 Iron Works Parkway, Lexington, KY, United States

Alltech Arena is hosting the 38th Annual Kentucky Book Fair on Saturday, November 16 at 9 am.

Midway Charity Chili Cook-Off, Midway

Downtown Midway 133 North Winter Ct., Midway, KY, United States

The 2019 Midway Charity Chili Cook Off is on Saturday, November 16 from noon to 2 pm. Pay $5 at City Hall to receive a spoon and a cup to sample 20+ Chili Recipes. Chili contestants will be located outside along the downtown sidewalks.

Ariana Grande, Rupp Arena

Rupp Arena 430 W Vine St, Lexington, KY, United States

Ariana Grande is performing at Rupp Arena on Sunday, November 17 at 7:30 pm.

Christopher Titus, Comedy Off Broadway

Comedy Off Broadway , Select a Country:

Christopher Titus is performing at Comedy Off Broadway on Monday, November 18 at 7:15 pm.

Who Got The Money, Woodford Reserve Club at Kroger Field

Kroger Field 1540 University Drive, Lexington, KY, United States

Who Got The Money, an annual celebration for entrepreneurship is at the Woodford Reserve Club at Kroger Field on Tuesday, November 19 at 5:30 pm.

Seniors Got Talent, Lexington Opera House

The Morning Pointe Foundation proudly presents “Seniors Got Talent” Lexington, an annual talent competition showcasing local seniors (62+) across the area on Tuesday, November 19 at 7 pm.

Women Leading Kentucky Networking Luncheon

Grand Reserve 903 Manchester Street, Lexington, KY, United States

Women Leading Kentucky Networking Luncheon with Keeneland Marketing Director Christa Marrillia is at The Grand Reserve is on Thursday, November 21 at 11:30 am.

All About Rye, Whiskey Bear

Celebrate the Harvest Season with Whiskey Bear as they take a dive into the world of Rye Whiskey and its history in America and around the world on Thursday, November 21 at 7 pm.

Bluegrass Rockin’ Rodeo, Kentucky Horse Park

Kentucky Horse Park 4089 Iron Works Pike, Lexington, KY, United States

The Kentucky Horse Park is hosting Bluegrass Rockin' Rodeo on Friday, November 22 through Saturday, November 23 at 7:30 pm. Gates open at 6 pm.

The Annual Lexington Masquerade Ball

The Signature Club 3256 Lansdowne Drive, Lexington, KY, United States

The Signature Club of Lansdowne is hosting The Annual Lexington Masquerade Ball on Friday, November 22 at 7 pm.

Lupe Fiasco, Manchester Music Hall

Manchester Music Hall 899 Manchester Road, Lexington, KY

Lupe Fiasco is performing at Manchester Music Hall on Friday, November 22 at 7 pm.

Holiday Sip & Shop, Midway

Downtown Midway 133 North Winter Ct., Midway, KY, United States

Midway, Kentucky is hosting a Holiday Sip & Shop on Saturday, November 23 at 11 am. Restaurants will have adult beverage specials and you can "sip and shop" throughout downtown while boutiques, antiques and art galleries will be open from 10 am(11 am)-5 pm for all holiday shopping needs.

Southern Lights Stroll 5K, Kentucky Horse Park

Kentucky Horse Park 4089 Iron Works Parkway, Lexington, KY, United States

Southern Lights Stroll 5K is at the Kentucky Horse Park on Saturday, November 23 at 6:15 pm.

Chris Young, Rupp Arena

Rupp Arena 430 W Vine St, Lexington, KY, United States

Chris Young is performing at Rupp Arena on Saturday, November 23 at 7:30 pm.

4th Annual Gobbler Half Marathon

Mereworth Farm is hosting the 4th Annual Gobbler Half Marathon on Sunday, November 24 at 8:30 am.

Tea Tuesday at Waveland

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

Waveland State Historic Site is hosting Tea Tuesday on Tuesday, November 26 at 2 pm.

Concert 4 Coats, The Burl

The Burl 375 Thompson Road, Lexington, KY, United States

Concert 4 Coats is at The Burl on Wednesday, November 27 at 9 pm.

Black Friday Mission Run 5K, Versailles

Falling Springs Recreation Center in Versailles is hosting the Black Friday Mission Run 5K at midnight on Friday, November 29.

Gobble Grease Toss, Redwood Cooperative School

Redwood School 3534 Tates Creek Rd, Lexington, KY, United States

Redwood School will host Lexington’s annual Gobble Grease Toss on Friday, November 29 between 10 am and 2 pm. Tips for the event: cooking oil only, bring it in a disposable container with a lid, and Lexington residents only (no businesses, please).

Holiday Art Fair, Pivot Brewing

Pivot Brewing 1400 Delaware Ave, Lexington, KY, United States

Pivot Brewing is hosting a Holiday Art Fair on Saturday, November 30 at 1 pm.

The Best Christmas Pageant Ever the Musical

Lexington Children's Theatre 418 W. Short St. , Lexington, KY, United States

Lexington Children's Theatre presents The Best Christmas Pageant Ever the Musical on Saturday, November 30 at 2 pm.

Southland Tree Lighting

Southland Tree Lighting is happening on Friday, December 6 at Southland Fire Station #12 at 5:30 pm.

Five Finger Death Punch, Rupp Arena

Rupp Arena 430 W Vine St, Lexington, KY, United States

Five Finger Death Punch performs at Rupp Arena on Friday, December 6 at 6:30 pm.

14th Annual Reindeer Ramble, Keeneland

Keeneland Versailles Road, Lexington, KY, United States

14th Annual Reindeer Ramble takes place at Keeneland on Saturday, December 7 at 9 am.

Kentucky Poet Reading, Carnegie Center

Carnegie Center 251 West Second Street, Lexington, KY, United States

Kentucky poet Bernard Clay,  Ed McClanahan, Gurney Norman, and Mary Ann Taylor-Hall are at Carnegie Center on Saturday, December 7 at 7 pm.

Christmas Market at Michler’s

Christmas Market at Michler's at Kentucky Native Café on Sunday, December 8 from 11 am to 4 pm.