All Upcoming events

• Sat, 18 Oct

  Winchester Pride + Inclusion Festival 2025

  Depot Street Winchester Ky
• Sun, 12 Oct

  William Shakespeare's MACBETH at Bluegrass Community & Technical College (Winchester, KY)

  1919 Rolling Hills Ln, Winchester, KY 40391-6092, United States
• Sat, 11 Oct

  Revival

  123 Franklin Ave, Winchester, KY
• Fri, 10 Oct

  Beetlejuice JR

  37 N Main St, Winchester, KY, United States, Kentucky 40391
• Sat, 01 Nov

  Witches and Queens of Halloween Charity Event

  103 S Main St
• Fri, 17 Oct

  WCCPR Halloween Festival & Haunted House

  15 Wheeler Ave , Winchester, KY, United States, Kentucky 40391
• Sat, 11 Oct

  Tree Week Hike

  1925 Athens Boonesboro Rd
• Sat, 08 Nov

  Brian Glover live at DJ's Steakhouse

  DJ's Steakhouse Bar and Grill
• Sat, 25 Oct

  Factory Bottom Hike

  1925 Athens Boonesboro Rd
• Sat, 11 Oct

  Wine Pairing Course - Sweet Wine & Chocolate

  5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391
• 10-12 Oct

  2nd Annual Black Azz Camping Trip

  Black Roots Farm
• Sat, 18 Oct

  Legacy Grove at the Winchester Pride + Inclusion Festival

  Depot St, Winchester, KY 40391, United States
• Sat, 11 Oct

  Wine Pairing Course - Dry Wine & Cheese

  5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391
• Sat, 11 Oct

  Vineyard Tour and Tasting

  5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391
• Sun, 02 Nov

  A Dowry of Blood Meeting 11/2 @ 5PM

  Abettor Brewing Company
• Sat, 11 Oct

  Intro to wheel

  36 N Highland St., Winchester, KY
• Sun, 26 Oct

  Cardinal Spooktacular

  George Rogers Clark High School
• Sat, 11 Oct

  Boo and Booze

  68 S Main St, Winchester, KY
• Sat, 18 Oct

  Howl-O-Ween Dog Costume Contest!

  1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391
• Sat, 29 Nov

  Small Business Saturday - CHRISTMAS MARKET

  31 E Broadway Street, Suite B, Winchester, KY, United States, Kentucky 40391
• Sat, 18 Oct

  Yard Sale and Craft Sale

  7076 Old Boonesboro Rd, Winchester, KY
• Sat, 25 Oct

  Trunk or Treat Free Event

  1260 Ferry Rd, Winchester, KY
• Sun, 12 Oct

  Pastoral appreciation day

  127 East Hickman St.
• Sat, 11 Oct

  The Quilla Rose @ Sonny’s Place

  21 E broadway st. Winchester KY
• Sat, 18 Oct

  Yard Sale - Hosted by Ladies of Light

  6155 Mount Sterling Rd, Winchester, KY, United States, Kentucky 40391
• Mon, 13 Oct

  Mamm's Night Out

  225 Hospital Drive, Winchester, KY 40324
• Fri, 07 Nov

  Stronger Than Cancer Walk

  30 Wheeler Ave, Winchester, KY 40391-1804, United States
• Sat, 06 Dec

  Holiday Market at The Well at Cherry Well Farm

  2990 Colby Road, Winchester, KY, United States, Kentucky 40391
• Sat, 25 Oct

  TRU Challenge @ S3 Strength & Fitness

  4793 Suite A Rockwell Rd, Winchester, KY
• Fri, 24 Oct

  Grace Bible Academy Fall Festival

  250 N Main St, Winchester, KY
• Sat, 18 Oct

  Grand Opening

  1476 W. Lexington Ave. #4
• 05-07 Dec

  Winter Rhinestone Spectacular Pageant

  Clark County Fair Grounds
• 14-15 Nov

  Downtown Winchester Holiday Open House

  Downtown Winchester, Kentucky
• Sat, 11 Oct

  Chubby Oak BBQ POP-UP

  27 W Broadway Street Winchester, KY 40391
• 10-12 Oct

  Vintage Sale

  Waterfront Grille and Gathering
• Tue, 14 Oct

  Fairy Houses for the Trees! for Tree Week Clark County

  1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391
• Sat, 01 Nov

  Book Signing for Whispers of Kith and Kin

  17 S Main St, Winchester, KY 40391-2601, United States
• Sat, 01 Nov

  Revved up for Lungs at the Brent Crump Memorial Car Show

  Depot Street Winchester Ky
• Sat, 11 Oct

  Clay Tree Class

  36 N Highland St., Winchester, KY
• Tue, 14 Oct

  2025 4th Annual Legacy Nights Concert Series

  1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391
• Sat, 25 Oct

  Grand Opening!

  5 Cleveland Ave., Ste. 301, Winchester, KY
• Sun, 19 Oct

  Fantasy & Fairy Tails

  36 N Highland St., Winchester, KY
• Sat, 25 Oct

  Beer Battered Fish Fry @ Bessie’s on the River

  1260 Ferry Rd, Winchester, KY
• Sun, 19 Oct

  Fantasy & FairyTails Event

  Createdbyyou Ceramic-Studio
• Fri, 17 Oct

  Jason Kyle Smith Live at Beech Springs Table

  Beech Springs Table, LLC
• Sat, 25 Oct

  Bakery Popup @ All Voices Reading Room Grand Opening Event!!

  All Voices Reading Room
• Sat, 15 Nov

  Needle in a Haystack Pop-Up at Hamilton Brooks Design

  21 S Main St, Winchester, KY, United States, Kentucky 40391
• Sat, 13 Dec

  Christmas Market Vendor Fair at GBA

  250 N Main St, Winchester, KY
• 17-19 Oct

  Knickerbocker's Fall/Christmas Photos

  Goff's Corner First Church of God 115 Kiddville Rd, Winchester KY 40391
• Wed, 29 Oct

  Drum Circle at Legacy Grove Park!

  1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391
• Mon, 20 Oct

  Let's Do it Again - Golf Scramble

  Southwind Golf Course
• Sat, 06 Dec

  Bakery Popup @ Holiday Market at The Well

  The Well at Cherry Well Farm
• Sat, 22 Nov

  Christmas Vendor Market

  7789 Old Boonesboro Road, Winchester, KY, United States, Kentucky 40391
• Fri, 05 Dec

  Cancer Survivor's Seminar

  175 Hospital Dr, Winchester, KY 40391-2410, United States
• Fri, 14 Nov

  Finding Nemo kids the musical school show

  Robert D. Campbell Junior High
• Wed, 15 Oct

  S.A.P.A

  6543 Old Boonesboro Road, Winchester, KY
• Sun, 19 Oct

  In memory of Terry King

  Golden Corral Restaurants
• Sat, 29 Nov

  Annual Christmas Market

  31 E Broadway Street, Suite B , Winchester, KY, United States, Kentucky 40391
• Sat, 15 Nov

  Cornbread Opera Live at DJs

  DJ's Steakhouse Bar and Grill
• Tue, 28 Oct

  2025 KY Grazing Conference - East

  Clark County Extension Office
• 14-15 Nov

  Finding Nemo kids the musical

  Robert D. Campbell Junior High