Upcoming Winchester Events

Check out what's happening all around Winchester, KY

Tragedy at the Trailer Park - A Summer Mystery Dinner!

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

Winchester Recovery Prom a Second Chance Formal

Sat, 18 Apr at 06:00 pm 37 S Main Street Winchester ky 40391

10th Annual Alexis Thompson Memorial 5k/10K

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

Harvest Moon Party

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

Exotics, Oddities and Ink Showcase

 Sat, 04 Apr at 11:00 am 66 S Main St, Winchester, KY 40391-2619, United States

Painting with goats

 Sat, 11 Apr at 06:30 pm 36 N Highland St., Winchester, KY

Mother's Day at The Vineyard

 Sun, 10 May at 01:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Truth Matters 2026

 Sun, 03 May at 06:00 pm 2500 Colby Rd., Winchester, KY, United States, Kentucky 40391

Winchester Main Street Clean Sweep

 Wed, 22 Apr at 11:00 am Winchester City Hall

2026 Run for the Paws 5K

 Sat, 16 May at 08:30 am Lykins Park

An Evening at Hollyrood: The Story of Judge William Beckner

 Mon, 04 May at 06:30 pm 28 Beckner Street, Winchester, KY

Egg My Yard

 Sat, 04 Apr at 05:00 pm 6049 Lexington Rd, Winchester, KY

Live Music with Hannah Mae

 Sun, 03 May at 03:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Community Unity Fair

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

The Past Time Theatre Comedy Night With J.P. McAllister

 Sat, 11 Apr at 08:00 pm The Past Time USD 19 to 30

Square Dance Night at The Winchester Opera House

 Sat, 25 Apr at 06:00 pm 10 E Lexington Ave USD 30

Trimble Creek Hike

 Sat, 25 Apr at 09:00 am 1925 Athens-Boonesboro Rd. Winchester KY 40391 Free

2016 Dance Party!

Sat, 25 Apr at 08:00 pm 15 Wheeler Ave , Winchester, KY, United States, Kentucky 40391

2nd Hand Clothing Sale

Sat, 11 Apr at 12:00 pm Hannah Mcclure Elementary

AVRR Presents: Byron Parker Art

 Sat, 18 Apr at 12:00 pm 5 Cleveland Ave., Ste. 301, Winchester, KY

Spring Ephemerals Hike

 Sat, 28 Mar 1925 Athens-Boonesboro Rd. Winchester KY 40391 Free

6th Annual Earth Day Celebration

 Sat, 18 Apr at 10:00 am 1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391

Junk Journal

Fri, 10 Apr at 06:00 pm 36 N Highland St., Winchester, KY

GRC Boys Golf fundraiser

Sat, 09 May at 12:00 pm Winchester Country Club

Aerial Yoga Teacher Training

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

Moving/Estate Sale Friday April 3rd & Saturday April 4th

 Fri, 03 Apr at 08:00 am 222 Ashton Oak Way, Winchester Ky

Spring Break Camp

 Mon, 30 Mar at 09:00 am 4860 Schollsville Road, Winchester, KY

Tru Challenge

Sat, 18 Apr at 07:00 am 4793 Suite A Rockwell Rd, Winchester, KY

Clark County Trail Ride

 Sun, 31 May at 02:30 pm Winchester KY

Much Ado About Nothing Auditions

Fri, 17 Apr at 06:00 pm Hannah Mcclure Elementary

2026 “You Are” Ladies Conference

Fri, 17 Apr at 06:00 pm Trinity Church of God

Clark County ATC Car Show

 Sat, 11 Apr at 09:00 am George Rogers Clark High School

Sip & Socialize - Stay Sharp, Stay Social, Support Brain Health

 Thu, 23 Apr at 09:00 am 2560 Bypass Road Suite A, Winchester, KY, United States, Kentucky 40391

VBS 2026 : KEEPERS OF THE KINGDOM

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

Tighten, Brighten, & Transform

 Thu, 30 Apr at 04:00 pm LunaLuxe Free

Meet and Greet NOTE this is on Tuesday

 Tue, 21 Apr at 05:30 pm Hall's On The River

Sheldon Road @ The Past Time (Winchester, Ky)

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