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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.

Lexington Bella Bliss Warehouse Sale

Lexington Bella Bliss Warehouse Sale is on Wednesday, December 11 and Thursday, December 12 at 9 am.

TJ Miller, Comedy off Broadway

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

TJ Miller at Comedy off Broadway on Thursday, December 12 through Sunday, December 15. Thursday, Dec 12: 7:15 pm Friday, Dec 13: 7:15 pm, 9:45 pm Saturday, Dec 14: 7:15, 9:45 pm Sunday, Dec 15: 7:15 pm

Candlelight Tour, Ashland, The Henry Clay Estate

Ashland, the Henry Clay Estate 120 Sycamore, Lexington, KY, United States

Candlelight Tour at Ashland, The Henry Clay Estate is Thursday, December 12 at 5:30 pm.

Santa at the Distillery, Buffalo Trace Distillery

Buffalo Trace Distillery 113 Great Buffalo Trace, Frankfort, KY, United States

Santa at the Distillery at Buffalo Trace Distillery on Thursday, December 12 through Sunday, December 15.

The Nutcracker, EKU Center for the Arts

EKU Center for the Arts 1 Hall Drive, Richmond, KY, United States

EKU Center for the Arts presents The Nutcrackers by Lexington Ballet Company on Friday, December 13 at 10 am.

Rock House 3rd Anniversary Party

Rock House Brewing 119 Luigart Court, Lexington, KY, United States

  Rock House Brewing hosts their 3rd Anniversary Party on Friday, Decemebr 13 at 4 pm.

Holiday Market, Manchester Music Hall

Manchester Music Hall 899 Manchester Road, Lexington, KY

Holiday Market at Manchester Music Hall on Friday, December 13 at 5 pm.

Holiday Trivia Night, North Lime Coffee & Donuts

North Lime Coffee and Donuts 3101 Clays Mill Rd, Lexington, United States

North Lime Coffee & Donuts on Clays Mill hosts Holiday Trivia Night on Friday, December 13 from 6:30 pm to 9 pm.

The Nutcracker, EKU Center for the Arts

EKU Center for the Arts 1 Hall Drive, Richmond, KY, United States

EKU Center for the Arts presents The Nutcrackers by Lexington Ballet Company on Saturday, December 14 at 2 pm and 7:30 pm.

Candy Cane Cruise, Midway

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

The inaugural Candy Cane Cruise through downtown is Saturday, December 14 at 11 am throughout downtown Midway, KY. Stop into each business in Midway for a free Candy Cane and get your free Candy Cane Cruise ticket stamped (tickets available at any restaurant/shop). Once your ticket has been stamped at 10 businesses; drop off at […]

Christmas Ornament Decorating, NoBaked Cookie Dough

NoBaked Cookie Dough 3735 Palomar Centre Dr #220, Lexington, KY, United States

Come to NoBaked Cookie Dough Lexington on Saturday, December 14 to decorate your own wooden Christmas Ornament from noon-10pm.

Ugly Sweater Distillery District Pub Crawl

Lexington Distillery District 899 Manchester Street, Lexington, KY, United States

The Ugly Sweater Distillery District Pub Crawl is on Saturday, December 14 at 4 pm.  

Bad Wolf Holiday Bazaar

Bad Wolf Burgers is hosting a Holiday Bazaar on Sunday, December 15 at 11 am.