Lucky you. You just found LEXtoday’s Plan Ahead, a list of some of the biggest events to plan for that are taking place throughout the Horse Capital of the World each month.
Take out your calendar, grab your day planner, or text all your friends — these are the top events we recommend heading to this month. Psst: Don’t forget to bookmark this page and come back; we update our guide monthly.
(Don’t see anything you like? Check out our full events calendar.)
For the fam
Kids Hike: Winter Birds | Friday, Jan. 2 | 10 a.m.-12 p.m. | Floracliff Nature Sanctuary | $7.18 | Bundle up and explore Floracliff while learning which birds stick around for winter — binoculars encouraged.
Book Swap | Saturday, Jan. 3 | 12-4 p.m. | Blue Stallion Brewing Company | Free+ | Clear your shelves and discover new reads while sipping from a selection of brews at this laid-back, family-friendly book exchange.
Hot Wheels Monster Trucks Live | Saturday, Jan-Sunday, Jan. 18 | Times vary | Central Bank Center | $44+ | Big trucks, bigger stunts and glow-in-the-dark thrills roll into Rupp for high-energy family fun.
“The Princess Who Lost Her Hair” | Saturday, Jan. 24-Sunday, Feb. 1 | Times vary | Lexington Children’s Theater | $17+ | This heartfelt children’s play tackles empathy and selflessness in a way that resonates with kids and adults alike.
Active
Beginner’s Pilates Class | Saturday, Jan. 3 | 11 a.m. | Reform Pilates | $25 | Ease into the new year with a low-impact Pilates class designed for first-timers and curious movers.
New Years Hike | Saturday, Jan. 3 | 9:30 a.m. | Hisle Farm Park – Main Gate | Free | Start 2026 on the right foot with a refreshing group hike through Hisle Farm Park.
Community 5K | Saturday, Jan. 10 | 7:30-8:30 a.m. | John’s Run/Walk Shop | Free | Lace up those sneaks for a casual community run on the second Saturday of each month, with all paces welcome.
Bird Walk |Friday, Jan. 16 | 9 a.m. | Kelley’s Landing | Free | Slow things down with a guided bird walk along the Kentucky River, perfect for nature lovers and casual walkers.
After hours
Old Time Jam at West Sixth | Thursday, Jan. 8 | 7 p.m. | West Sixth Brewing | Price of purchase | Grab a drink and settle in as local musicians bring Appalachian tunes to life in this weekly jam session.
BourbonCon | Friday, Jan. 16-Saturday, Jan. 17 | 10 a.m.-10 p.m. | Marriott Lexington Griffin Gate Golf Resort & Spa | $159+ | Sample, sip and learn your way through Kentucky’s signature spirit at this immersive bourbon weekend.
Karaoke Night | Friday, Jan. 16 | 4-7 p.m. | Kenwick Community Center | Free | Warm up your vocal cords and take the mic for a low-stakes, high-fun karaoke evening.
Lexington Philharmonic - Twist & Shout: The Music of The Beatles - A Symphonic Experience | Friday, Jan. 23 | 7:30 p.m. | Singletary Concert Hall | $28+ | The Philharmonic puts a symphonic spin on The Beatles’ greatest hits for a nostalgic night out.
Jokers of Magic | Friday, Jan. 23 | 7:30 p.m. | Lexington Opera House | $42+ | A fast-paced mix of comedy and mind-bending magic from nationally touring illusionists.
The Office Trivia with ‘Todd Packer’ | Thursday, Jan. 29 | 7 p.m. | Comedy Off Broadway | $40 | Test your Dunder Mifflin knowledge with a special appearance from one of the show’s most infamous characters.
Classes
Women of Woodford with Chef Ouita Michel | Wednesday, Jan. 14 | 8:30-9:30 a.m. | Holly Hill & Co, Versailles | Free | Hear from one of Kentucky’s most celebrated chefs during this inspiring morning conversation.
Urban Tree Care | Monday, Jan. 19 | 8 p.m. | The Arboretum State Botanical Garden of Kentucky | Free | Learn how to keep city trees healthy and thriving during this informative Arboretum talk.
Bath Bomb Making Class | Sunday, Jan. 11 | 3:30-5 p.m. | Harkness Edwards Vineyards, Winchester | $48 | Get hands-on and crafty while creating custom bath bombs in a relaxed vineyard setting.
Galentine’s Wreath Making Class | Saturday, Jan. 31 | 3:30-5 p.m. | Harkness Edwards Vineyards, Winchester | $65 | Grab your friends and craft a festive wreath while sipping wine and celebrating Galentine’s Day early.
Have an event of your own you want to share with us? Follow these easy steps to add your events to our calendar:
- Go to our Events page.
- Click “Add Event” in the top right-hand corner.
- Make sure to include a link and fill out important information like the date, time, location, and price of your event.
- Click “Submit,” and you’ve just added an event to our website calendar.