Farmers Market
2025-10-18 08:00 - 12:00, 2025-10-25 08:00 - 12:00 (America/Kentucky/Louisville) | Downtown Wilmore
The Wilmore Farmers Market opens its season on the first Saturday of May and continues every Saturday – rain or shine – through the last Saturday in October. The market is located on E. Main St. adjacent to the railroad tracks, and is open 8 a.m. to 12 noon. Expect to find locally grown produce and locally hand crafted items such as eggs, local honey, baked goods, ornamental trees, pottery, artwork, fabric crafts, lettuce, other greens, chicken, cut flowers, herbs, bedding plants. New items are added throughout the growing season. Also, there will be special one-time guest vendors promoting events and organizations or providing entertainment!

Caboose Museum Open
2025-10-18 10:00 - 12:00, 2025-10-25 10:00 - 12:00 | Downtown Wilmore
Caboose is generally open every Saturday, 10-12, through October

JESSAMINE COUNTY HISTORICAL SOCIETY CHILI COOKOFF
2025-10-18 12:00 - 14:00 | Keene Springs Lodge, 114 Keene-Troy Rd, Keene, 40339, United States
Who has the best chili: Nicholasville, Jessamine County, High Bridge, Keene, Wilmore? Cast your vote by joining us for the annual chili-cookoff on Saturday, October 18, 12 noon, at the historic village of Keene, KY. We will meet at the Keene Springs Lodge, 113 Keene-Troy Rd in Keene. Cost is $10 per person (children 12 and under are free). The guest speaker will be life-long Keener Bob Wilson who will speak on the Keene history. He has a wealth of information about the once destination spot of Keene Springs.

Asbury Women's Soccer vs. Belhaven University
2025-10-18 13:00 - 15:00 | Asbury University, 1 Macklem Drive, Wilmore, 40390, United States

Asbury Men's Soccer vs. LaGrange College
2025-10-18 15:30 - 17:30 | Asbury University, 1 Macklem Drive, Wilmore, 40390, United States
SENIOR DAY

Asbury Men's Soccer vs. Midway University
2025-10-22 17:00 - 19:00 | Asbury University, 1 Macklem Drive, Wilmore, 40390, United States

Asbury Women's Volleyball vs. Covenant College
2025-10-22 17:30 - 19:30 | Asbury University Luce Center, W Main St, Wilmore, 40390, United States
SENIOR NIGHT

Asbury Women's Soccer vs. Midway University
2025-10-22 19:00 - 21:00 | Asbury University, 1 Macklem Drive, Wilmore, 40390, United States

Block Party
2025-10-25 10:00 - 13:00 | YMCA Program Center, 220 E Maple St, Nicholasville, 40356, United States

Tree Planting Celebration
2025-10-25 11:00 - 12:00 | Wilmore Municipal Center, 210 S. Lexington Ave, Wilmore, 40390, United States
This will be the public launch of our yearslong Trees for Wilmore project, which will really take off during Arbor Day week next April — coinciding with Wilmore’s 150th anniversary celebration. We should be able to plant at least 1,000 trees in 2026 — maybe 1,500, toward our larger goal of 6,000+.

Halloween for Dogs
2025-10-25 11:00 - 13:00 | Nicholasville City Park, 402 Park Dr, Nicholasville, 40356, United States

Asbury Men's Soccer vs. Covenant College
2025-10-25 14:00 - 16:00 | Asbury University, 1 Macklem Drive, Wilmore, 40390, United States

Halloween at High Bridge
2025-10-25 18:00 - 21:00 | High Bridge Park, Old Park Rd, Wilmore, 40390, United States

Treats on Main
2025-10-31 18:00 - 19:30 | Downtown Wilmore
Wilmore’s Treats on Main will be held on Friday, October 31st from 6:00-7:30pm!! Main Street is blocked and there is CANDY, games and fun! If your business, church or organization would like to participate, please email Amy Fitch at wilmoreparks@gmail.com.

Operation Freedom Run: Wilmore 5K
2025-11-01 10:00 - 11:00 | Thomson-Hood Veterans Center, 100 Veterans Drive, Wilmore, 40390, United States
Great new event being organized in Wilmore! Sign up today!

https://runsignup.com/…/OperationFreedomRunWilmore5k

The Great Pumpkin Fest
2025-11-01 10:00 - 17:00 | Downtown Nicholasville, 101 North Main St., Nicholasville, 40356, United States

AU Play: 40 Acres
2025-11-06 19:30 - 21:30, 2025-11-13 19:30 - 21:30, 2025-11-14 19:30 - 21:30, 2025-11-15 14:30 - 16:30 | Greathouse Theatre Asbury University, E Main St, Wilmore, KY, 40390
About 40 Acres
40 ACRES A World Premiere Written by Jim Shores (Asbury Faculty Member) & Directed By Harvey Johnson
Winner of a Calvin Institute Worship Grant and a Creo Arts grant to help launch its first production here at Asbury.
When the MacIntosh family joins Cornerstone Church in their new Dallas suburb, they discover an unexpected connection to the church’s history that challenges everyone’s understanding of faith, community, and what it means to truly live as Christians.
This thought-provoking drama follows two families—one Black, one white—as they navigate questions of belonging, justice, and reconciliation within their church community. As uncomfortable truths emerge and tensions rise, both families must examine whether their faith calls them to something deeper than Sunday morning politeness. A powerful heartfelt exploration of how authentic Christian living requires courage, honesty, and the willingness to act on our beliefs even when it’s difficult.
This production contains mature themes and frank discussions about race and faith. The play includes one scene involving a firearm.** Recommended for ages 14 and up. Running time: Approximately 2 hours including intermission
While “40 Acres” contains humor and heart, we want to make sure you are informed that this production also deals with mature content,themes of prejudice, and a scene of gun violence. * Recommended for ages 14 and up. * Discretion is strongly advised. Please be aware this performance includes:
Instances of racially charged language
Stage combat and simulated blood
A prop firearm utilized visibly on stage
Simulated gunfire and sudden, loud sound effects

Wilmore's Veterans Day Parade
2025-11-08 10:00 - 11:00 | Downtown Wilmore
Wilmore’s Veterans Day Parade
Saturday, November 8th at 10:00am

Watching area – E. Main St & Lexington Ave.

Register to be in the parade: https://forms.gle/8psKDPMQh32Sxots8

Lexington Rowing Club Bonfire
2025-11-14 18:00 - 20:00 | Devon’s House, 103 N Lexington Ave, Wilmore, 40390, United States
This Friday, November 14, 6pm. BYOB bonfire gathering in Devin’s back yard (103 N. Lexington Ave). Friends and family are welcome! Text Devin (202-870-6625) to RSVP headcount. Bring the tall ones… ;7

Lexington Rowing Club Paddle
2025-11-15 09:00 - 12:00 | Granery, 408 E. Main Street, Wilmore, 40390, United States
This Saturday, Nov. 15, **9:00** AM. Meet at the “boathouse.” That’s the OLD MILL FEEDS bldg across the train tracks from Drinklings Coffee. And also across from The Pack Training Basketball facility. 408 E. Main Street, Wilmore. We’ll load the boat and head down to the river!
NOTE: We should be done by about noon. Please send along your RSVP plans to our Facebook Group or 202-870-6625.​ ​Here’s a Packing List reminder: To get into the boat means stepping down the cement ramp into water. Please bring shoes or sandals you can get WET — that’ll help focus your attention on stepping in the right place on the boat versus worrying about wet socks. A Ziplock for your phone and keys isn’t a bad idea either. Same for cold drinks and a power bar. ;7
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Wholeness in Christ Conference
2025-11-15 09:00 - 12:00 | Asbury University Luce Center, W Main St, Wilmore, 40390, United States

Artist Presentation
2025-11-20 18:30 - 20:00 | The Sanctuary, 330 E Main St., Wilmore, 40390, United States
Third Thursday Artist Talk: Poetry & Photography with Br. Paul, a monk from The Abbey of Gethsemani

Holiday Gift Fair
2025-11-22 11:00 - 14:00 | Wesley Village, 1125 Lexington Rd, Wilmore, 40390, United States

Shop Small Business Week
2025-11-29 - 2025-12-06 | Downtown Wilmore
nce again, the Wilmore Business Association and the Community Development Board will partner with American Express to promote their annual “Shop Small Business Saturday.” While the official date is November 29, Wilmore will be celebrating for a full week: November 29- December 6! Retail shops will be featuring holiday inventory, sales, gifts with purchase, refreshments and more! Shoppers can register at participating shops for one of four $30 gift certificates to be given away at the close of the event.
Why shop locally? Our small businesses create jobs and pay local taxes which keeps money circulating within Wilmore, strengthening the local economy. Unique products often made by local artisans and personalized service by the business owners return the pleasure of shopping. Other benefits are savings on travel, gas, and time. They sponsor local events, support charities, donate to silent auctions, and more.
Local shops add charm and character to Wilmore. They draw locals and visitors who are weary of big box shopping and want to “drive to downtown Wilmore to see what they have.” Shop local small businesses in Wilmore!

Country Christmas Craft Fair
2025-11-29 10:00 - 15:00 | First Vineyard, 5800 Sugar Creek Pike, Nicholasville, Kentucky, 40356
