Trunk or Treats and Halloween Events in Jessamine County and Surrounding Areas
Below are events I have managed to find and will update as many more get posted and brought to my attention. Be sure you bookmark this page, so you can come back and check to see what else has popped up in your area – I will be linking the event links for each event so you can read more about the event – links are Facebook Event links, these make it easier to add to your “interested list” over on Facebook. This blog post is not sponsored by any business, city, or individual. If you don’t see your event listed below, leave a comment and let others know about it – I’ll add it to the list once I see your comment. Hope you have a ghoulorious time at whatever events you and your little boo’s or boo-thing decide to attend! Most events listed, are free – Happy Halloween!
Saturday Oct 18th 2025:
- 11-3 pm – 224 Gold Rush Rd, Lexington – Trick or Treat for Dogs
- 5-8 pm – 160 Burt Rd, Lexington – BFS Fall Festival FREE
Sunday Oct 19th 2025:
- 3-7 pm – The Episcopal Church of Resurrection, Nicholasville – Fall Festival Market
Friday Oct 24th 2025:
- 4:30-7 pm – Shaker Village, Harrodsburg – Trick or Treat Festival (2 and under free)
- 5-8 pm – Lexington Peddler’s Mall, Lexington – Halloween Party
- 6:30-8 pm – North Lexington Church of Christ, Lexington – Trunk or Treat FREE
Saturday Oct 25th 2025:
- 11-1 pm – City Co. Park, Nicholasville – Howloween Trick or Treat for Dogs
- 3-4:30 pm – Madison County Public Library, Richmond – Halloween Boo Bash FREE
- 4 pm – City Co Baseball Fields, Nicholasville – Hocus Pocus Drive-In (3 and under free, movie starts at 8 pm)
- 4:30-7 pm – Shaker Village, Harrodsburg – Trick or Treat Festival (2 and under free)
- 9-5pm – Kentucky Horse Park, Lexington – Hallowhinny: Celebrate Halloween with Horses (4 and under free)
- 2-4 pm – Boyle Co. Public Library, Danville – Library Trick or Treat w/Dinosaur Encounter FREE
- 2-6 pm – 2100 Lexington Rd, Nicholasville – Trunk or Treat at Toyota on Nicholasville FREE
- 4-8 pm – 104 Mint Lane, Nicholasville – Trunk or Treat/Fall Festival FREE
- 4-8 pm – 1800 Danville Loop 1 Rd, Nicholasville – KY Cannabis Freedom Coalition Halloween Costume Bash
- 5 pm – Public Well, Nicholasville – Halloween Pajama Party
- 5:30-7:30 pm – 131 Meadowlark Dr, Richmond – Halloween Bash FREE
- 6-9 pm – 310 Southview Dr, Nicholasville – First Responders 5th Annual Tow or Treat ($2 entry inside)
- 6-9 pm – High Bridge Park, Wilmore – Old Fashion Halloween Fest FREE
Sunday Oct 26th 2025:
- 3:30-6 pm – Buena Vista Baptist Church, Lancaster- BVBC Fall Festival FREE
- 4:45-6 pm – Robert F. Stephens Courthouse Plaza, Lexington – Halloween Variety Show & Festival
- 5-7 pm – 125 E. Green Street, Versailles – Trunk or Treat at Versailles Baptist Church FREE
- 6-7:30 pm – 450 W. Reynolds Rd, Lexington – Trunk or Treat at Elevate Christian Church FREE
- 6-8 pm – Holiday Inn Express (Imperial Way), Nicholasville – Trunk or Treat FREE
- 6:30-9 pm – Downtown, Lexington – Halloween & Thriller Parade FREE
Friday Oct 31st 2025:
- 6-8 pm – Main St, Nicholasville – Spooky Time on Main FREE
Saturday Nov 1st 2025:
- 10-5 pm – Downtown, Nicholasville – The Great Jessamine Pumpkin Fest FREE
Fliers + More Events
If you don’t see a hyperlink (blue text for the link for more details) then below you will be able to find the flier for that event. Click the image to enlarge if needed.
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