With the Holiday season vastly approaching it’s easy to become flustered when trying to figure out where you’re going to do your gift shopping, and especially where to take your kid to see Santa. Which is why you’re going to go ahead and bookmark this post to save for later! This Holiday Market & Event guide tells you (with links to the events – Facebook links mainly) exactly where you should stop, shop, and have tons of jolly good fun here in the Central Kentucky area! Below is a compiled list of all the holly jolly markets and events that will be offering products and fun by our very own small and local Kentucky businesses. This blog post will be updated on a daily basis up until the week of Christmas, so be sure to click save and come back later!.

Nicholasville/Wilmore
- November 2nd 10 am to 4 pm – Cedarhurst Holiday Market – 1600 Nicholasville Byp, Nicholasville, KY 40356
- November 9th 9 am to 3 pm – 2024 Holiday Marketplace – 101 Providence Way, Nicholasville, KY 40356
- November 16th 10 am to 6:30 pm – Homestead Holiday Open House and Sale Event – 920 US-27-BR, Nicholasville, KY 40356
- November 30th 10 am to 3 pm – 12th Annual Christmas in the Country Craft Fair by First Vineyard – 5800 Sugar Creek Pike, Nicholasville, KY 40356
- December 14th 9 am to 6 pm – St Nich Christmas Fest – Downtown Nicholasville (LIST OF FEATURED EVENTS BELOW IN AN IMAGE)
- December 14th 10 am to 1 pm – Christmas Open House at the Jessamine County Animal Shelter (PET PHOTOS WITH SANTA) – 120 Fairground Way, Nicholasville, KY 40356
- December 14th at 5:30 pm – St. Nich Parade – Nicholasville, KY (DETAILS IN BELOW IMAGE)
- December 15th 1 pm to 4 pm – Photos With Santa at Craft-Tucky – 218 W Edgewood Dr, Nicholasville, KY 40356

Lexington
- November 9th & 10th 10 am to 5 pm – Bluegrass Creative Market Holiday Edition – 258 Lexington Green Cir, Lexington, KY 40503
- November 9th 11 am to 4 pm – Hamburg Holiday Market – 1949 Starshoot Road, Lexington, KY 40509
- November 13th at 5:30 pm – Wake Up Santa at Fayette Mall – Fayette Mall, 141 Rojay Dr, Lexington, KY 40503
- November 22nd 5 pm to 10 pm – The November Night Market – 819 National Ave, Lexington, KY 40502
- November 23rd 10 am to 4 pm – Saturday Mixmas Market – 899 Manchester St, Lexington, KY 40508
- December 1st 11 am to 6 pm – Holidays With the Makers – 439 Southland Dr, Lexington, KY 40503
- December 1st 12 pm to 5 pm – Feral Folk Holiday Market at West Sixth Brewing – West Sixth Street Brewery, W 6th St, Lexington, KY 40508
- December 6th at 6 pm – Jingle & Mingle by Joseph-Beth Booksellers – 161 Lexington Green Cir, Lexington, KY 40503
- December 7th at 11 am – Lexington Holiday Parade by Commonwealth Credit Union – Main St. Lexington KY
- December 7th 11 am to 4 pm – Christmas Market at the Fayette Mall – Fayette Mall, 3401 Nicholasville Rd, Lexington, KY 40503
- December 8th 9 am – Breakfast with the Grinch – 161 Lexington Green Circle, Lexington, KY 40503
Versailles
- November 9th 9 am to 4 pm – Christmas Bazaar – 295 Huntertown Rd, Versailles, KY 40383
- Starting November 9th – A Wonderful Woodford Christmas – Woodford County High School, 180 Frankfort St, Versailles, KY 40383 (ongoing click link for more dates)
- November 16th 11 am to 6 pm – Christmas Open House by The Cookie Cart – 441 Lexington Rd, Versailles, KY 40383
- November 16th & 17th 10 am to 4 pm – Holiday Market at The Kentucky Castle – 230 Pisgah Pike, Versailles, KY 40383
- November 30th 7 am to 7 pm – An Amsden Old Fashioned Christmas: Celebrating 7 Years of The Amsden – 102 Court St, Versailles, KY 40383
- Starting November 30th – Santa Trains – 175 Beasley Rd, Versailles, KY 40383 (ongoing event, click link for more dates)
- December 6th 5:30 pm to 8 pm – Christmas Tree Lighting – 131 Court St, Versailles, KY 40383
- December 7th at 5 pm – Versailles Christmas Parade – N. Main St
- December 7th & 8th at 12 pm to 5 pm – Christmas Market at Wildside Winery – 3091 Troy Pike, Versailles, KY 40383
Richmond
- November 16th at 11 am – Christmas Shoppe Open House – 311 W Main St, Richmond, KY 40475
- December 6th at 7 pm – Richmond Christmas Parade – Richmond, Ky
Lancaster/Stanford
- November 2nd 10 am to 3 pm – Holly Jolly Market – 324 W Maple Ave, Lancaster, KY 40444
- November 2nd 10 am to 3 pm – Junkers for Missions Annual Christmas Open House – 1150 Burdette Knob Rd, Lancaster, KY 40444
- November 2nd 11 am to 1 pm – Llamas in Pajamas – 101 Lexington St, Lancaster, KY 40444
- November 2nd 10 am to 5 pm – Christmas Open House – 32 Tuggle Rd, Lancaster, KY 40444
Surrounding Areas
- November 16th at 10 am to 5 pm – Christmas Market at Shaker Village – 3501 Lexington Rd, Harrodsburg, KY 40330
- November 30th 10 am to 3 pm – Santa Arrives By Train – 121 E Main St, Midway, KY 40347
- November 30th 10 am to 4 pm – Christmas Vendor Market – 4776 Old Boonesboro Rd, Winchester, KY 40391
- December 7th 10 am to 12 pm – Pictures With Santa at Boyle Co. Public Library – 307 W Broadway St, Danville, KY 40422
- December 7th 10 am to 3 pm – Holiday Vendor Market – 500 Northside Drive, Midway, KY
- December 21st & 22nd at 12 pm to 6 pm – Christmas at the Farm – 1807 KY-32, Cynthiana, KY 41031
Don’t see your event? Email me at caitie@lifewithcaitie.com with event details and a link and we can get your event added today!

Be sure to come back and see if any more events or info gets added! Be sure you’re subscribed to my blog so you can get all the updates on local events and businesses here in Central Kentucky! I’m just a fellow Kentuckian sharing her Kentucky life and helping those in Kentucky explore and live local! I hope this guide helps you. Be sure to also follow me on Instagram and Facebook for more Kentucky & mom-related content!
