Upcoming Holidays & Highlights in Central Kentucky
This page will be dedicated to a rolling list of upcoming holidays and highlight days. Hoping that keeping it all on one page will make it easier to find & bookmark. For certain larger holidays, I’ll still make a big list post like I typically do, and I’ll link to that here when I do!
September 11 (9/11)
Toast to the First Responders, Military, & Veterans | Belle’s Cocktail House | 9/11, 9:11P
Honoring Dolly
Discover Dance with Dolly | Gatton Park | 9/11, 7P
Sing Your Brunch Off: Dolly Edition | The Cellar B&G | 9/19
Dolly Par-Tea | Olive’s Apron | 9/19
Lussi Brown Coffee Bar: Specialty Drinks, donating $1 to the Imagination Library | All September
Harvest Moon (9/26)
Harvest Moon Party | Harkness Edwards Vineyard (Winchester) | 9/25, 5P-8P
Harvest Moon Hike | Shaker Village of Pleasant Hill (Harrodsburg) | 9/26, 7:30P
Bourbon Heritage Month (September)
Bourbon by the Signs | Holly Hill Cooking Studio (Versailles) | 9/3 & 9, 6:30P
Kentucky Bourbon Festival | Bardstown, KY | 9/11-9/13
Bourbon & Beyond | Louisville, KY | 9/24-9/27
Fall Events
Versailles Twilight Festival | Downtown Versailles | 9/12, 12P-9P
Apple Festival | Evans Orchard | 9/12-9/13
AutumnFest | Bi-Water Farm (Georgetown) | 9/12-11/1
Fall Kick Off Festival | East Lexington Peddlers Mall | 9/13, 11A-5P
Paris Pumpkin Festival | Paris | 9/19, 9A-8P
Midway Fall Festival | Downtown Midway | 9/19-9/20
Fall for Fritz Farm | Fritz Farm | 9/20, 1P-6P
Pumpkin Roll Making Class | Harkness Edwards Vineyard (Winchester) | 9/20, 3:30P
Decorative Pumpkin Making Class | Harkness Edwards Vineyard (Winchester) | 9/25, 5P
Decorative Pumpkin Making Class | Harkness Edwards Vineyard (Winchester) | 9/26, 2:30P
Bluegrass Creative Fall Market | Lexington Green | 9/26-9/27
Harvest Fest | Shaker Village of Pleasant Hill (Harrodsburg) | 9/26-9/27
Happy Fall Y’all Festival | Middle Springs Farm (Paris) | 10/3, 10A-6P
South Elkhorn CC Fall Festival | South Elkhorn Christian Church | 10/10, 9A-4P
Turning of the Leaves Festival | Augusta | 10/10, 10A-5P
Pumpkin Festival | Wildside Winery (Versailles) | 10/10-10/11
Pumpkin Patch Classic | Tates Creek Golf Course | 10/11, 8:30A & 2P
MQotHR Fall Festival | Mary Queen of the Holy Rosary | 10/16-10/17
Halloween Cookie Decorating | Shaker Village of Pleasant Hill (Harrodsburg) | 10/17, 3P-5P
KY Guild of Artists & Craftsmen Fall Art Market | Kentucky Artisan Center (Berea) | 10/17-10/18
Dunbar Fall Festival | Dunbar Community Center | 10/23, 6P-8P
Ginkgo Galore Festival | Wilmore | 10/24
Pumpkin Carving | Raven Run Nature Sanctuary | 10/24, 1P
Vintage Market Days Fall Market | Alltech Arena | 11/6-11/8
Twilight Critters Hike: Fall Critters | Shaker Village of Pleasant Hill (Harrodsburg) | 11/14, 5:30P-7P
Oktoberfest
Oktoberfest | Chinkapin Brewing (Georgetown) | 9/18, 4P-11P
CTK Oktoberfest | Christ the King Cathedral | 9/18-9/19
Kentucky Oktoberfest | Downtown Harrodsburg | 9/18-9/19
Oktoberfest | Ethereal | 9/26, 12P-Cl
Parktoberfest | Ashland Henry Clay Estate | 10/3
Spooky Events
Hocus Pocus Cookie Class | Harkness Edwards Vineyard (Winchester) | 9/26, 12P
Haunted Hayrides & Bonfires | Eckert’s Orchard (Versailles) | 10/2-10/31, Fridays + Saturdays
Freaky Flicks: Hocus Pocus (1993) | Masterson Station Park | 10/2, 6:30P
Adventure Theatre: Wicked Witches Brew | Shaker Village of Pleasant Hill (Harrodsburg) | 10/2-10/4
Spirit Strolls | Shaker Village of Pleasant Hill (Harrodsburg) | 10/2-10/31, Fridays + Saturdays
Obscurious Market: Trick or Treat | The Showroom (Danville) | 10/3, 12P
Freaky Flicks: Beetlejuice, Beetlejuice | Cardinal Run Park North | 10/9, 6:30P
Pumpkin Carving | Hisle Farm Park | 10/10, 10A-11:30P
3rd Annual Woodland Triangle Witchfest | Woodland Triangle Shops | 10/17
Wicked Wines & High Spirits Festival | Logan Vineyards Winery (Harrodsburg) | 10/17
Halloween Art Market | Villainous | 10/17, 5P-9P
Carv’n Chip’n | McConnell Springs Park | 10/18, 1P
Shaker Trick or Treat | Shaker Village of Pleasant Hill (Harrodsburg) | 10/23-10/24, 4:30-7P
Scarefest | Central Bank Center | 10/23-10/25
Pumpkin Carving | Raven Run Nature Sanctuary | 10/24, 1P-2:30P
Witches & Wine Festival| Wildside Winery (Versailles) | 10/24-10/25
‘Mister E of Imagination: Tales of Edgar Allen Poe’ by the Lexington Children’s Theatre | Lexington Children’s Theatre | 10/24-25, 10/31
Halloween Variety Show & Festival | Downtown Lexington | 10/25, 4:30P
Lexington Thriller Parade | Downtown Lexington | 10/25, 6:30P
Jack-o-Lantern Trail | McConnell Springs Park | 10/27-10/30
Yappy Hour: Howl-O-Ween | Masterson Station Park | 10/28, 5:30P-7:30P
Samhain | Wildside Winery (Versailles) | 10/31, 12P-6P
Lexington Trick or Treat | City-Wide | 10/31, 6P-8P
Going Batty | Shaker Village of Pleasant Hill (Harrodsburg) | 10/31, 6:30P-8P
Pleasant Hill After Dark | Shaker Village of Pleasant Hill (Harrodsburg) | 11/6-11/14