Oh yes, there’s plenty going on at Lexington Opera House. | Photo by Lexington Opera House
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.
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.)
Seasonal events
Kentucky Horse Park Flea Market | Saturday, Sept. 20 | 9:30 a.m.-4 p.m. | Kentucky Horse Park | $10 | Come treasure hunting at the scenic Kentucky Horse Park — browse a variety of unique finds, antiques, crafts, collectibles, and more.
Parktoberfest | Saturday, Sept. 6 | 3-9 p.m. | Ashland - The Henry Clay Estate | Price of purchase | Toast the season with traditional steins, authentic German beers, and live tunes in a vibrant community gathering.
For the fam
Doggie Paddle 2025 | Saturday, Sept. 6 | 9 a.m.-12 p.m. | Southland Aquatic Center | $10+ | Bring your furry friend for a day of splashing, shopping local vendors, exclusive LHS merchandise, and exciting raffles.
Swiftie Sing-Along and Dance Party | Saturday, Sept. 6 | 6-9 p.m. | MoonDance Amphitheater | Price of purchase | Sing and dance your heart out to the full Eras Tour setlist, complete with themed outfits, food trucks, and Swiftie community fun.
Festivals
Apple Festival | Saturday, Sept. 6-Sunday, Sept. 7 | Times vary | Evan’s Orchard, Georgetown | $12+ | Celebrate apple season with fun for all ages — hayrides, corn maze, paintball, slides, apple cannons, music, and more.
Festival Latino de Lexington | Friday, Sept. 19-Saturday, Sept. 20 | 5-11 p.m. | Downtown Lexington | Price of purchase | Celebrate Latin American art and culture with live music, dance, visual arts and tasty food vendors. Have an event of your own you want to share with us? Follow these easy steps to add your events to our calendar:
Outdoor Yoga | Thursday, Aug. 28, Sunday, Aug. 31 | 9-10 a.m. | Grounded All Day Cafe | Free | Join this donation-based outdoor yoga class to learn from the best instructors in the city.
Brother’s Bond Uncorked | 6-7 p.m. | Liquor Barn Beaumont Centre | $10 | Bourbon lovers and “Vampire Diaries” fans won’t want to miss this exclusive tasting and virtual Q&A with Ian Somerhalder.
Friday, Aug. 29
ScareFam Movie Outing | Times vary | LexLive | $10+ | Celebrate the release of The Toxic Avenger at ScareFest fan night — perfect for all horror enthusiasts.
Saturday, Aug. 30
Art on the Town | 8 a.m.-2 p.m. | Downtown Farmers’ Market | Price of purchase | Shop with artists, craftspeople, and authors for one-of-a-kind paintings, drawings, jewelry, books, sculptures, and more.
Cigar + Knob Creek Tasting | 6:30-9:30 p.m. | Goodfellas Pizzeria - Distillery | $41.54 | Indulge in bourbon and cigars with hand-picked flights, craft cocktails, and premium cigars — sip, savor, and enjoy a personalized experience.
Sunday, Aug. 31
Margaritas on the River | 5-8 p.m. | Proud Mary BBQ | Price of purchase | Enjoy the cooler evenings with music, drinks, and BBQ at Proud Mary’s featuring Conch Republic.
Saturday, Sept. 20
Harvest Fest | Saturday, Sept. 20-Sunday, Sept. 21 | 10 a.m.-4 p.m. | Shaker Village, Harrodsburg | $10+ | Celebrate all things fall and kick off the harvest season with a down-home celebration for the entire family.*
No more early morning wake-up crows. Lexington city officials have introduced new policies surrounding rooster ownership, including one rooster per household within city neighborhoods and increased fines. The council’s first reading of the new regulation is scheduled for today, with a final vote on Thursday, Sept. 11. (Lexington Herald-Leader)
Edu
Berea College, a tuition-free school near Lexington, has been named the nation’s top college by Washington Monthly. The magazine evaluated more than 1,400 schools and ranked Berea first for its value in helping students earn degrees without incurring heavy debt. (Lexington Herald-Leader)
Announced
The Lexington Fire Department has officially placed Emergency Care 13 (EC13) into service. The ambulance will be housed at Fire Station 16, also known as “the Cave,” and is the first new addition to the LFD fleet since 2018.
Health
The University of Kentucky and the Kentucky Primary Care Association have teamed up to expand healthcare access, fight workforce shortages, and improve health outcomes statewide. Joining UK’s Advancing Kentucky Together Network, the partnership combines local care experience with UK’s research and innovation to benefit the state. (UKNOW)
Trending
Have you heard of chair yoga? The mind-body practice, which swaps a mat for a chair, has risen in popularity thanks to its easily accessible and inclusive nature. Try a few poses at home, or roll out your mat at one of Lexington’s yoga studios.
Tech
Google has launched Preferred Sources in the US, a feature that allows your favorite sources to appear more frequently in search results. This is great news if you love LEXtoday — you can follow Google’s instructions to see even more of our hyperlocal content.
The institutional firms that backed Uber and Venmo also invested in Pacaso, whose co-ownership tech revolutionizes the $1.3 trillion vacation home market. Pacaso has earned $110 million+ in gross profit to date. They even reserved the Nasdaq ticker PCSO. Invest for $2.90/share before the opportunity ends Sept. 18.†‡*
Cause
Just because National Nonprofit Day is over doesn’t mean Field & Main Bank’s commitment to support local nonprofits is over. Whether you’re a grassroots changemaker or part of a larger mission, Field & Main can help bring your organization’s vision to life. See how they’re helping Lexington nonprofits thrive.†‡*
Ready to launch ads in your pajamas? Our Self-Service Ad Portal gives you instant access to thousands of engaged readers — click, create, conquer. Got a real estate listing or a local event? Get it seen, stress-free.
Jobs of the Week
Today we’re highlighting current job postings in healthcare
Kentucky men’s basketball team spent #NationalDogDay with Lexington Humane Society and some of their adoptable dogs.
Unless Coach Pope recruited these cuties, you can visit them and the other adoptable animals at the Susan M. Malcomb Humane Campus (1600 Old Frankfort Pike), or the Everyday Adoption Center at PetSmart in Hamburg.
The fun doesn’t have to end here. After reading the newsletter, head over to our games page. Games refresh with new challenges every day at 6 a.m. from crossword puzzle to Sudoku to themed word search.
Not ready to adopt one of those cuties? No problem. You can volunteer your time or just hang out with some furry friends through Lexington Humane Society’s Check Me Out Program. At the Susan M. Malcomb Humane Campus (1600 Old Frankfort Pike), dogs are available for checkout Tuesday–Friday, 2–4 p.m. Hours are even more flexible at the PetSmart location.
This is how I met Jojo, and I hope you give it a try too.
‡Member FDIC
‡‡Finance “investment method” disclaimer: This is a paid advertisement for Pacaso’s Regulation A offering. Please read the offering circular at invest.pacaso.com. Reserving a ticker symbol is not a guarantee that the company will go public. Listing on the Nasdaq is subject to approvals. Comparisons to other companies are for informational purposes only and should not imply similar success. Under Regulation A+, a company has the ability to change its share price by up to 20%, without requalifying the offering with the SEC.