Upcoming Winchester Events

Check out what's happening all around Winchester, KY

Ale-8-One Day

 Sat, 01 Aug at 05:00 pm S Main St, Winchester, KY 40391, United States

10th Annual Alexis Thompson Memorial 5k/10K

 Sat, 06 Jun at 08:00 am Winchester, Kentucky

Tragedy at the Trailer Park - A Summer Mystery Dinner!

 Fri, 12 Jun at 05:30 pm Whiskey and Wiles Photography

Market to Main

 Sat, 23 May at 08:00 am 32 Wall Street, 40391-1900

Harvest Moon Party

 Fri, 25 Sep at 05:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

KOI Drag Racing at The Clark County Fair on Thursday June the 18th

 Thu, 18 Jun at 07:00 pm 4980 Ironworks Rd, Winchester, KY 40391-9177, United States

Fatal Passion @ The Past Time

 Sat, 13 Jun at 09:00 pm The Past Time

Free Outdoor Yoga at the High Side Commons

Sat, 23 May at 11:30 am 63 South Main St Winchester KY

Mac-A-Tude at Lights Over Lykins 2026!

 Fri, 03 Jul at 05:00 pm Lykins Park

Survive or Thrive 26 - KENTUCKY

 Fri, 09 Oct at 08:30 am 2661 Clintonville Rd, Winchester, KY 40391-8980, United States

Ride to the Trail Ride with DJ Reek and Smilez P

 Sat, 05 Sep at 05:00 pm 35 7th St USD 145

The Mahjong Social

 Thu, 18 Jun at 05:30 pm The Hall on Main Coffee and Cafe

Community Unity Fair

 Sun, 31 May at 12:00 pm College Park Gym

Branches & Books Tour 2026

 Sat, 23 May at 11:00 am Ft. Boonesborough St. Park

Fountain Circle Cruise In

 Fri, 29 May at 06:00 pm Fountain Circle Care & Rehabilitation Center

Inversion Clinic with Dr. Shira Lewis

 Fri, 29 May at 06:00 pm 2 S Main Street #302, Winchester, KY, United States, Kentucky 40391

Next Stop Comedy at Waterfront Grill & Gathering! - Winchester, KY

 Fri, 13 Feb at 07:00 pm Waterfront Grill and Gathering USD 28

Love Louder: A Pride Month Drag Celebration!

 Sun, 14 Jun at 06:00 pm Emmanuel Episcopal Church

Ephesus VBS 2026

 Sun, 07 Jun at 06:00 pm 500 Stoner-Ephesus Rd, Winchester, KY

Aerial Yoga Teacher Training

 Fri, 25 Sep at 05:30 pm The Fly Witches

Local Author Signing

 Sat, 13 Jun at 02:00 pm 2 S Main St, Suite 200, Winchester, KY

Anna's Closet sale

Sat, 06 Jun at 08:00 am 11400 Irvine Rd, Winchester, KY

Book Signing with John K. Bryant – Walking the King’s Way & Flickers of Light

 Sat, 06 Jun at 11:00 am The Hall on Main Coffee and Cafe

Meet the Author: John K. Bryant Book Signing at Clark County Public Library

 Sat, 20 Jun at 01:00 pm Clark County Public Library

Creative Writing Collective

 Sat, 30 May at 11:00 am 5 Cleveland Avenue, Ste 201 Winchester, KY 40391

Clark County Trail Ride

 Sun, 31 May at 02:30 pm Winchester KY

VBS 2026 : KEEPERS OF THE KINGDOM

 Sat, 27 Jun at 09:30 am 4733 Old Boonesboro Rd, Winchester, KY

Sheldon Road @ The Past Time (Winchester, Ky)

 Fri, 11 Sep at 09:00 pm The Past Time