Upcoming Winchester Events

Check out what's happening all around Winchester, KY

Winchester Pride + Inclusion Festival 2025

 Sat, 18 Oct at 11:00 am Depot Street Winchester Ky

Harvest Moon Party

 Fri, 03 Oct at 05:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Boo and Booze

Sat, 18 Oct at 08:00 pm 68 S Main St, Winchester, KY

Howl-O-Ween Dog Costume Contest!

 Sat, 18 Oct at 09:00 am 1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391

Dry Stone Conservancy Afternoon Hike

 Fri, 03 Oct at 01:15 pm 1925 Athens Boonesboro Rd Free

Jon Curtis and Brian Moore at DJ's Steakhouse and Bar

 Fri, 03 Oct at 07:00 pm DJs Bar and Grill

WCCPR Halloween Festival & Haunted House

 Fri, 17 Oct at 06:30 pm 15 Wheeler Ave , Winchester, KY, United States, Kentucky 40391

Live Music with Lauren Mink and Dale Adams

 Fri, 03 Oct at 05:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Brian Glover live at DJ's Steakhouse

 Sat, 08 Nov at 07:00 pm DJ's Steakhouse Bar and Grill

GBA FCA Paint Wars

 Fri, 03 Oct at 05:00 pm Lykins Park

Tree Week Hike

 Sat, 11 Oct at 10:00 am 1925 Athens Boonesboro Rd Free

Witches and Queens of Halloween Charity Event

 Sat, 01 Nov at 07:00 pm 103 S Main St USD 39 to 109

Wine Pairing Course - Sweet Wine & Chocolate

Sat, 04 Oct at 02:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Wine Pairing Course - Dry Wine & Cheese

 Sat, 04 Oct at 12:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Vineyard Tour and Tasting

 Sat, 04 Oct at 03:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Beetlejuice JR

 Fri, 03 Oct at 07:30 pm 37 N Main St, Winchester, KY, United States, Kentucky 40391

Legacy Grove at the Winchester Pride + Inclusion Festival

 Sat, 18 Oct at 11:00 am Depot St, Winchester, KY 40391, United States

Chubby Oak BBQ POP-UP

 Sat, 11 Oct at 10:00 am 27 W Broadway Street Winchester, KY 40391

Feast Over Fire: Farm to Table Dinner x Wine Pairing

 Sun, 05 Oct at 05:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Build Your Stack with Bluegrass Silver Co!

 Sat, 04 Oct at 10:00 am Hamilton Brooks Design

Stronger Than Cancer Walk

 Fri, 03 Oct at 01:45 pm 30 Wheeler Ave, Winchester, KY 40391-1804, United States

Factory Bottom Hike

 Sat, 25 Oct at 10:00 am 1925 Athens Boonesboro Rd Free

Clay Tree Class

 Sat, 11 Oct at 10:00 am 36 N Highland St., Winchester, KY

Boo and Booze

Sat, 11 Oct at 08:00 pm 68 S Main St, Winchester, KY

Ladies of Light Harvest Bowl Dessert Auction

 Sun, 05 Oct at 12:30 pm Mt. Zion Community Church - A Global Methodist Congregation

Shearer Elementary Fall Festival

Fri, 03 Oct at 05:30 pm 244 E Broadway St, Winchester, KY

Fantasy & FairyTails Event

 Sun, 19 Oct at 02:00 pm Createdbyyou Ceramic-Studio

Beer Battered Fish Fry @ Bessie’s on the River

Sat, 25 Oct at 03:30 pm 1260 Ferry Rd, Winchester, KY

BUFFET STYLE BREAKFAST

 Sat, 04 Oct at 07:00 am 255 Shoppers Drive, Winchester, KY, United States, Kentucky 40391

Trunk or Treat Free Event

Sat, 25 Oct at 05:00 pm 1260 Ferry Rd, Winchester, KY

Stand Open

 Sat, 04 Oct at 10:00 am 131 French ave Winchester ky

Golden Hour: $5 Friday

 Fri, 03 Oct at 05:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Nocticadia by Keri Lake - 10/5 @5pm

 Sun, 05 Oct at 05:00 pm Abettor Brewing Company

2nd Annual Black Azz Camping Trip

Fri, 10 Oct at 01:00 pm Black Roots Farm

Needle in a Haystack Pop-Up at Hamilton Brooks Design

 Sat, 15 Nov at 10:00 am 21 S Main St, Winchester, KY, United States, Kentucky 40391

Yard Sale - Hosted by Ladies of Light

 Sat, 18 Oct at 08:00 am 6155 Mount Sterling Rd, Winchester, KY, United States, Kentucky 40391

Depot Street - LUNCH

 Fri, 03 Oct at 11:00 am Depot Street Winchester Ky

HBD hosts J Martin Hat Co

 Thu, 09 Oct at 03:00 pm 21 S Main St, Winchester, KY, United States, Kentucky 40391

TRU Challenge @ S3 Strength & Fitness

 Sat, 25 Oct at 07:00 am 4793 Suite A Rockwell Rd, Winchester, KY

Holiday Market at The Well at Cherry Well Farm

 Sat, 06 Dec at 10:00 am 2990 Colby Road, Winchester, KY, United States, Kentucky 40391

Grace Bible Academy Fall Festival

 Fri, 24 Oct at 05:30 pm 250 N Main St, Winchester, KY

Drum Circle at Legacy Grove Park!

 Wed, 29 Oct at 06:00 pm 1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391

2nd Annual Bib Overall Night

 Tue, 07 Oct at 06:30 pm 35 NORTH BLOOMFIELD RD, Winchester, KY, United States, Kentucky 40391

Field Trip to Lower Howard’s Creek Nature Preserve

 Sat, 04 Oct at 09:30 am 1225 Athens Boonesboro Rd, Winchester, KY 40391-9285, United States

Winter Rhinestone Spectacular Pageant

Fri, 05 Dec at 09:00 am Clark County Fair Grounds

Live Music with Casey Hensley

 Sun, 05 Oct at 05:00 pm 5199 Combs Ferry Rd, Winchester, KY, United States, Kentucky 40391

Tourism Community Drop-In

Thu, 09 Oct at 09:00 am Clark County Public Library

Vintage Sale

 Fri, 10 Oct at 09:00 am Waterfront Grille and Gathering

Jason Kyle Smith Live at Beech Springs Table

 Fri, 03 Oct at 05:00 pm Beech Springs Table, LLC

Book Signing for Whispers of Kith and Kin

 Sat, 01 Nov at 11:00 am 17 S Main St, Winchester, KY 40391-2601, United States

2025 4th Annual Legacy Nights Concert Series

 Tue, 14 Oct at 05:00 pm 1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391

Sip & Paint with Lady Veterans Connect

Sun, 05 Oct at 01:00 pm 11400 Irvine Rd, Winchester, KY

Jason Kyle Smith Live at Beech Springs Table

 Fri, 17 Oct at 05:00 pm Beech Springs Table, LLC

Mamm's Night Out

 Mon, 13 Oct at 03:30 pm 225 Hospital Drive, Winchester, KY 40324

Outside the Walls

 Sun, 05 Oct at 02:00 pm 22 Franklin Ave, Winchester, KY, US

Fairy Houses for the Trees! for Tree Week Clark County

 Tue, 14 Oct at 10:00 am 1107 W. Lexington Ave., Winchester, KY, United States, Kentucky 40391

Revved up for Lungs at the Brent Crump Memorial Car Show

 Sat, 01 Nov at 03:00 pm Depot Street Winchester Ky

Mamm's Night Out

 Mon, 06 Oct at 03:30 pm 225 Hospital Drive, Winchester, KY 40324

Knickerbocker's Fall/Christmas Photos

 Fri, 17 Oct at 01:00 pm Goff's Corner First Church of God 115 Kiddville Rd, Winchester KY 40391

S.A.P.A

 Wed, 15 Oct at 11:30 am 6543 Old Boonesboro Road, Winchester, KY

Winchester Community Church Fall Revival

 Sun, 12 Oct at 10:30 am Winchester Community Church

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

 Sun, 12 Oct at 03:00 pm 1919 Rolling Hills Ln, Winchester, KY 40391-6092, United States

Happy Hearing Clinic Ribbon Cutting

 Thu, 09 Oct at 12:00 pm 2560 Bypass Road Suite A, Winchester, KY, United States, Kentucky 40391

Stronger Than Cancer Walk

 Fri, 07 Nov at 01:45 pm 30 Wheeler Ave, Winchester, KY 40391-1804, United States

In memory of Terry King

Sun, 19 Oct at 01:30 pm Golden Corral Restaurants

Stronger Than Cancer Walk

 Fri, 05 Dec at 01:45 pm 30 Wheeler Ave, Winchester, KY 40391-1804, United States

Cancer Survivor's Seminar

 Fri, 05 Dec at 03:00 pm 175 Hospital Dr, Winchester, KY 40391-2410, United States

Christmas Market Vendor Fair at GBA

 Sat, 13 Dec at 09:00 am 250 N Main St, Winchester, KY

Finding Nemo kids the musical school show

Fri, 14 Nov at 09:00 am Robert D. Campbell Junior High

Monthly meeting

 Wed, 08 Oct at 06:00 pm Clark County Public Library

Annual Christmas Market

 Sat, 29 Nov at 10:00 am 31 E Broadway Street, Suite B , Winchester, KY, United States, Kentucky 40391

Cornbread Opera Live at DJs

Sat, 15 Nov at 07:00 pm DJ's Steakhouse Bar and Grill

2025 KY Grazing Conference - East

 Tue, 28 Oct at 07:30 am Clark County Extension Office

Finding Nemo kids the musical

Fri, 14 Nov at 07:00 pm Robert D. Campbell Junior High

Awesome Scavenger Hunt! - Winchester Wonders Wild Hunt

 Tue, 10 Dec at 08:00 am 21 N Main St USD 15
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