You may not find him in your average bar or club, and sometimes you have to get creative.
The good news is that we’ve hand-picked 8 locations popular with generous Kentucky gentlemen.
All you have to do is dress up, show up, and make some charming conversation.
So where should you go to meet the sugar daddy you’ve been seeking?
Our Favorite Places to Meet a Single Sugar Daddy in Kentucky
Check out these promising locations to meet the type of man you prefer.
Find a sophisticated Southern gentleman at The Miller House
Older men flock to this upscale Southern restaurant, located in a gorgeously restored historic home.
Deliciously creative twists on Southern classics are served here, like the popular roasted red pepper cheese grits.
Not only does the Miller House have 4 dining rooms, but it also features a spirits lounge.
We recommend spending time in the spirits lounge for your best chance at meeting a Kentucky sugar daddy.
Sophisticated men appreciate the bourbon focused bar, offering over 400 types of bourbon, including rare finds.
Martinis, cocktails, beer, wine, and live entertainment can also be found in the lounge.
Settle into a plush armchair and make flirty eye contact with an appealing older man.
Or ask for a drink recommendation to really get a bourbon connoisseur talking.
An evening at The Miller House could lead to a connection with someone new.
Seeking Arrangement is the fastest, easiest way to meet a sugar daddy in Kentucky
Hard-working older men aren’t always easy to find, mostly because of their busy schedules.
For that reason, more and more older men are turning to the convenience of online dating.
So if you want to know where to find your ideal sugar daddy, the Internet may be the place to look.
We are such big fans of this that we have rated and compared every top sugar daddy dating site.
We recommend a specialized site like Seeking Arrangement, which you can try for free with this trial offer.
When meeting older men is as easy as a few clicks on the computer, you’ll save yourself tons of time and money.
Best of all, you don’t have to wonder which men might be interested in a sugar daddy arrangement.
Everyone on Seeking Arrangement is actively seeking the same type of situation.
Finding a sugar daddy doesn’t get any faster or more convenient than on Established Men.
Buy groceries at Whole Foods to meet a health-conscious older man
The grocery store can be a great place to encounter a single older man.
Since you want a man who can afford the finer things, try a more upscale store like Whole Foods.
Locations in both Lexington and Louisville specialize in natural and organic foods and products.
That means the men you meet here are also likely to be healthy, fit, and attractive.
If you play your cards right, Whole Foods can benefit your health and your love life!
Find a handsome businessman hard at work at Quills Coffee
Hard-working older men can often be found conducting meetings or catching up on work at a coffee shop.
Check out Quills Coffee, a spacious, bright shop with free WiFi, plus plenty of seating and outlets.
This relaxing, quiet space is typically filled with people typing away on laptops.
Go for the great coffee and atmosphere and stay for the attractive men in suits and ties.
Community tables make it even easier to mingle and meet someone new.
Bring a book or your laptop, and try asking a handsome Kentucky sugar daddy for a coffee recommendation.
Who knows where a quiet conversation and a cup of coffee might lead?
Enjoy hand-crafted drinks with a refined gentleman at The Old Seelbach Bar
The Seelbach is an elegant, classic bourbon bar located in the Seelbach Hilton.
You’ll find plenty of stylish and refined older men relaxing at this glamorous spot.
The 1920s style bar features hand-crafted cocktails, plus Kentucky inspired foods and desserts.
It’s a bit on the pricey side, but it’ll be well worth it if you score a generous Kentucky sugar daddy.
Dress to impress and grab a seat at the beautiful mahogany bar.
A confident older man may approach you, or you can strike up a conversation yourself.
Either way, the Seelbach is one of the best spots to meet a sugar daddy in Kentucky.
Walk your dog at Masterson Station Dog Park to connect with a fellow dog lover
They say a dog is a man’s best friend, and this can be especially true of single older men.
That’s why a dog park is a creative and effective place to meet an appealing older man.
Try Masterson Station Dog Park, located on 13.5 acres.
Dogs can roam unleashed in one of two paddocks, each equipped with a water hydrant.
For humans, there are plenty of shady areas and comfortable benches.
It’s easy to connect with a fellow dog lover over your shared interest.
Start talking about your dogs and gradually move the conversation to other topics.
You just might find yourself making a promising connection with a Kentucky sugar daddy.
Meet an elegant older man at Equus & Jack’s Lounge
Equus & Jack’s is one of those rare places that manages to be both elegantly upscale and cozy.
It’s a favorite for older men who enjoy “refined American cuisine,” incredible service, and stiff drinks.
Equus, the restaurant, features white tablecloths, detailed woodwork, and plush banquettes.
Jack’s, the lounge side, boasts specialty cocktails, a broad range of domestic and imported beers, and an award-winning selection of wine.
Dim lighting creates a classy, romantic ambiance perfect for making intimate conversation.
Settle into the comfortable lounge furniture and flash your most charming smile at an attractive older man.
You never know what might happen on a night at Equus & Jack’s.
Work out at Baptist Health/Milestone Wellness Center to meet an athletic older man
If you want a man who’s both wealthy and athletic, check out Baptist Health.
It’s a high-end gym and health club offering plenty of luxurious amenities.
These include two salt-water pools, a cafe and deli, a spa, and several cardio and weight areas.
There’s also an indoor track and a wide variety of skilled personal trainers.
Clientele at Baptist Health is typically older, so it’s the perfect place to meet the mature man you want.
Put on your best gym outfit and ask a fit, athletic older man how to use one of the machines.
Like the other promising locations on our list, Baptist Health is a great place to meet a sugar daddy in Kentucky.