16 Top-Notch Places To Meet Cougars In Lexington Fayette This 2023

Where to find beautiful single cougars in Lexington Fayette Knetucky

We understand that it can be hard to meet cougars in Lexington-Fayette. Our city is big, and there are just too many places you can visit. It’s easy to lose track of the places you’ve been to. So if you want to meet older women but don’t know where to find them, we’re here to guide you.

From yoga studios to organic stores like Good Foods Co-op, you’ll spot older ladies maintaining their bodies. Visit a shopping mall or one of our neighborhoods like Brookhaven-Lansdowne or Garden Springs, and you’ll spot a well-dressed cougar. Better yet, if you’re in town, book an Airbnb in the area and do some cougar sightseeing. We guarantee that those areas are lush with luscious locals.

But if you want sure spots where you’ll meet a cougar, we’ve put together a list of popular spots and cougar bars in Lexington-Fayette. These places will help you pick up some ladies and enjoy your time in town. Check out these places and meet some beautiful Lexington-Fayette cougars.

Meet Cougars in Lexington-Fayette in These Areas

Enjoy these hot spots we recommend for all of you cougar lovers out there!

Join the mission at DV8 Kitchen

A party at the DV8 Kitchen


DV8 Kitchen was developed and operated as a second chance employment opportunity for people who are trying to redirect their lives. They take in people who’ve just got out of jail as well as people who are recovering addicts. So if you go here, you’ll not only enjoy a great meal and service, you’ll also support a great cause.

Aside from this, cougars in Lexington-Fayette go here for the delicious pastries and vegetarian, vegan and gluten-free options. They can enjoy good food without worrying about their figure and health. Try their Orange Marmalade Chicken Sandwich. It’s one of their bestsellers.

They also have slice-it-yourself free bread which you can pair with different spreads. They have apple butter, honey butter, regular butter, marmalade and strawberry jam.

You just have to go here early if you want to check this place out. They close at 2:30 p.m., so it’s an excellent spot for some cougar hunting during the day.

AFF is the best opportunity to get lucky with a cougar for most guys (try it free)

Homepage for AFFLet’s not beat around the bush, shall we? If you’re a guy who wants to meet cougars to hop into bed with you, you might not have an easy time. For starters, many cougars might go on a few dates with you, but you’re never really sure if you’ll ever get lucky. You might end up going on dozens of dates without ever getting laid. We know we have.

If there’s one site that practically guarantees that you’ll get laid, it’s AFF. People don’t make AFF accounts to go on dates or “find love.” They go here because they want to bang. Every single person you’ll meet on AFF is out to get lucky. So if you’ve had zero luck in finding a Lexington cougar who wants to get naked, she’s probably here.

You won't find a more legit way to meet cougars to take home than AFF!

From our experience, we’ve met hundreds of cougars here because AFF is popular among the over-30 crowd. So you can expect to meet lots of mature older women. Whether you want a relatively younger cougar in her 30s, a frisky lady in her 40s or the sexy Mrs. Robinson in her 50s, she’s on AFF.

Find the feisty cougar you can take to bed on AFF today!

Try AFF For Free!
If you actually want to meet single cougars who are more interested in fun in the bedroom than a long-term relationship you need to check out AFF's free trial with this link. We've spent many months testing out 100+ different sites and apps to meet cougars and AFF has consistently been the easiest way for most men.


Lexington-Fayette cougars join the fun at Parlay Social

A gorgeous older woman at Parlay Social


If you’re looking to get social with an older crowd and actually find cougars that are near where you live, this is just the place for that. Parlay Social is a speakeasy-style lounge that offers music and theater performances aside from their creative cocktails.

If you’re not in the mood for some loud music, don’t worry because they don’t have live bands every night. Maybe you just want to relax, and that’s fine. But if you’re all in for a wild kind of fun, then join in! There’s some dancing involved here. This is a really cool place in Lexington. You may have to pay a cover charge when there’s a live performance, though.

If you happen to visit this place, don’t forget to try their bourbon. Parlay Social is one of America’s 55 best bourbon bars. So be sure not to miss out on that. Offer a glass of their famous bourbon to a hot cougar at the bar and see how it goes.

Cougars in Lexington are loving eHarmony when they want long-term relationships (try it now)

eharmony.com homepageLooking around Lexington you always seem to see the attractive cougars constantly on the move. It can be really hard to meet them when they aren't rushing from place to place and are actually open to talking to a guy. Plus, a lot of them have pretty much given up on the usual singles spots and are only looking online for guys.

Adding online dating to your dating strategy is a great way to maximize your chances of meeting lots and lots of Lexington cougars. We’ve tried plenty of sites and the best we’ve found for finding single women ages 35+, especially those looking for something a little longer-term eHarmony, hands down. Sure, there’s always Tinder, but most Tinder users tend to be under 30 and they’re not looking for anything serious.

eHarmony’s matching process is more sophisticated than other dating sites because members are required to fill out longer profiles. This is a good thing! It means they can match you up with women who share common interests with you, so right off the bat, you know your dates will be a lot more compatible with you. It’s also a great way for them to weed out the users who don’t really know what they’re looking for because these people are way less likely to finish their questionnaire.

eHarmony’s proven trial lets you check them out right away to make sure you like the site. Even though we've had the best success using it, this is a great way to get started in case you’re not totally convinced before you first log on. Their combination of over 30 million active members and the largest number of cougars in Lexington is pretty much impossible to beat.

eHarmony is the best option online for most guys who ONLY want long-term relationships. Especially if you're not the best with women!

Because you’re matching with women who share the same criteria as you, the response rates on eHarmony are going to be much, much higher than they are on typical dating sites. You’ll send fewer messages and get more responses, often with women messaging you first! It’s a win-win. Even if you didn't have much success on other sites eHarmony is a totally different ballgame.

Go ahead and see for yourself, though. You can sign up for their proven trial here and get started meeting attractive older women. You won’t be disappointed. Changing up your approach is the first step to getting the results you want!

eHarmony trial

Good Foods Co-op for health-conscious cougars in Lexington

A jalapeno dish made with ingredients from Good Foods Co-op


Support local at Good Foods Co-op. The food may be a bit more expensive than the competitors around, but they’re of higher quality. Plus, you’re supporting the local workers and farmers. And you’re getting the view of some of the finest cougars in Lexington-Fayette. Win-win!

Good Foods always has fresh organic products and a nice vibe. The staff is also friendly and helpful. They carefully select their products, so you know you can trust what you’re buying. Try their prepared and baked goods as well. They’re delicious.

Drop by when the whole store has quarterly deals. This is when lots of cougars also drop by to stock up on some fresh organic goods. You’ll not only have the opportunity to snag fantastic deals. You’ll also have a chance to pick up some sexy older ladies.

Cougar dating promo

Bella Notte for a taste of blissful Italian ambiance

A cozy seat by the fireplace at Bella Notte


Bella Notte is an Italian trattoria that prepares its dishes with fresh and local ingredients. It opened its doors more than two decades ago and is still going strong. It’s the perfect place for singles or groups to meet, eat, drink and be merry.

Bella Notte attracts classy patrons. In fact, it was featured on Sophisticated Living Magazine. The magazine noted that Bella Notte is a “purveyor of fine, seasonal Italian-style cuisine infused with fresh, local ingredients.” Their chef, Chef Kevin, has worked and practiced the art of cooking at some of the top restaurants worldwide, including Italy. And his seasonal Smashing Tomatoes pizza definitely comes recommended.

The culinary experience alone is enough to impress any high-class cougar. So if you want to meet or win over an older woman, go here. From fresh bread and wood-fired grilled meat to seafood and great wine, you’re bound to experience bliss at Bella Notte.

The Apps Dating Coaches Recommend Most To Meet Cougars in Lexington-Fayette

More and more older women are only using apps and sites to meet guys, especially younger guys. You need to be on at least one or two apps now if you want to get the best results you can. These are the apps that give normal guys the best success meeting cougars:

SiteOur ExperienceOur RatingFree Trial Link
Best Hookup Site Cougars
Experience Highlights
Experience Highlights
  • The best way to meet cougars for hookups by far
  • Best results for regular guys
  • Over 60 million active members
  • Not good for long-term relationships
Try AFF For Free
Best For Relationships
Experience Highlights
Experience Highlights
  • Easily the best option for long-term relationships
  • 75% of all online marriages start here
  • 70% of users meet their spouse within a year
  • In-depth signup and matching process
Try eHarmony
2nd Best For Hookups
Experience Highlights
Experience Highlights
  • 2nd best option to find hookups
  • Attracts an older crowd than most hookup apps
  • Pretty popular
  • Great free trial
Try Passion

Dine with the finest Lexington cougars at Tony’s

The dining area of Tony’s


A high-end restaurant decorated with style and class, Tony’s is one of the best places to meet cougars in Lexington. It simply exudes confidence and poise.

Tasting Table has described this restaurant as “one of the best in the nation.” They serve big portions of hand-cut steaks as well as seafood. They use local and organic ingredients to create deep flavors, and once you taste their cuisines, you’ll surely agree.

Tony’s may be considered fine dining, but they’re warm and inviting. Their decor is artistic with an edge, and they’re welcoming to all. Visiting Tony’s means eating a great meal, enjoying a drink, listening to live music and meeting cosmopolitan Lexington cougars.

Impress a Lexington cougar at The Merrick Inn

Cougars in Lexington Fayette having drinks at The Merrick Inn


The Merrick Inn places importance on food, friends and good times. Go here, and you’ll quickly meet smiling faces of all ages. Plus, there’s this amazing ambience you’ll surely love.

It’s one of the 50 Best Southern Restaurants in America in 2018. So, to spend some time at The Merrick Inn is definitely time well-spent. Interestingly, this restaurant was built before the Civil War and used to be a manor house for a horse farm. Today, you can enjoy a selection of fine wines and other drinks, if that’s what you fancy. Or you can try their contemporary Southern cuisine with ingredients sourced from their herb garden and local farmer's markets.

Whether you’re bringing a date or hoping to meet someone at the bar, you’ll certainly impress an older woman here.

Witness pristine landscapes at Keeneland

Friends having drinks at Keeneland


This horse racing track boasts neat and exceptionally pristine views. It’s also a favorite among locals and tourists. Here, you can watch the races, attend a horse sale or simply wander the natural and beautiful location.

Keeneland is open 365 days a year and is quite the spot to meet cougars in Lexington-Fayette. When the sun is shining, you can expect to find a slew of women dressed to the nines. The local older ladies enjoy what this excellent race track has to offer. So make sure you bring a great conversation starter to pair with the great atmosphere.

Experience the warm community at The Red Mile

Exterior of The Red Mile at night


Another great horse racing track in Lexington, The Red Mile offers a little more when it comes to entertainment. It’s a spot for gaming, racing, food and drinks. Women of all ages come here for a good time and to meet fun people. This venue also has different events every night of the week to keep you on your toes. Do you enjoy live music? Great! Because at The Red Mile, you can grab a bite and enjoy the sounds of various DJs and bands every Thursday and Saturday.

Course promo

Come here during the racing season, which runs from July to October. You’ll surely be blown away by the warm community and the beautiful Lexington-Fayette cougars. Place a bet or watch the game as you charm your way into the heart of some of the most beautiful older women in Lexington-Fayette!

LexArts Hop for some creative cougars in Lexington-Fayette

A sizable crowd at LexArts Gallery


For art lovers, LexArts Hop is the perfect directory to consult if you enjoy indulging in a bit of culture. The chances of accidentally (or purposely) bumping into a beautiful older lady are exceedingly high too.

They are a collective with over 40 venues that showcase art galleries and creative spaces. This non-profit initiative is for those who appreciate art on a budget. They encourage you to fill your home with unique art pieces.

LexArts Hop is the place to be every third Friday of every other month. Admission is free and these spaces are open to the public. You can visit one or more, depending on your taste, and walk away with some interesting art. And who knows? Maybe you’ll also walk away with the digits of a cultured older woman who can teach you a thing or two about art.

Visit the Top Cougar Bars in Lexington-Fayette

If you’re more of a party person and enjoy the nightlife, here are our top picks for Lexington cougar bars.

Drake’s to meet classy older women

Nachos from Drake's


Drake’s is a restaurant during the day and a bar at night with a nice happy hour to bridge the gap. Sure, lots of families like to eat here when the sun is up. But at night, this place draws in a mixed crowd, including sexy single cougars in Lexington. The beer selection is very impressive. Plus, their variety of event nights like Whiskey and Trivia Nights bring out the crowds looking for fun.

On a warm evening, head outside and enjoy their fire pit while watching TV. Strike up a conversation with a local cougar. Drake’s is simply perfect for meeting a classy older lady who likes the finer things life has to offer.

Harry’s Hamburg is one of the best cougar bars in Lexington-Fayette

Burgers and fries from Harry's


Harry’s Hamburg has a vibe of its own when it comes to bars. This is a popular after-work hangout for many cougars in Lexington-Fayette.

The inviting atmosphere at Harry’s outdoor covered patio is unbeatable. It’s almost always crowded and buzzing with energy. At Harry’s, you can order more casual pub grub and watch sports on several TVs. The spot also boasts an excellent beer selection. This is definitely one of the cougar bars in Lexington you don’t want to miss!

The Beer Trappe is not a trap but a catch

Exterior of The Beer Trappe


The Beer Trappe is a fantastic cougar bar in Lexington-Fayette with one of the most diverse beer selections in the country. Rated “world-class,” they offer over 500 specialty bottles from around the world. There are only eight taps, but they feature rare craft beers that rotate on a regular basis. They even teach “beer school,” a weekly tasting of beers organized by theme. It’s an event that draws in a fun crowd.

Single woman

The Beer Trappe has several TVs, but the only food is beer cheese and pretzels. For that reason, this is a great spot to meet friendly, laid-back Lexington cougars. You’ll usually find the older ladies gathered in groups sampling various beers. Try asking for a recommendation from one of them and see where it leads!

Get high with crack fries at HopCat

The beautiful bar of HopCat


HopCat is a pub with a full bar, excellent food and an impressive selection of beers. They have a wide variety of craft beers, including local brews. They’re beginning to brew their own creations too. Try their “crack fries.” Just the name itself sounds like you’ll get high on deliciousness. It’s beer-battered fries topped with HopCat’s signature cracked black pepper seasoning.

You can find older women here gathered for the happy hour specials just about every night. Friday and Saturday nights are also an excellent choice to have fun. Starting at 10 p.m., HopCat hosts a retro dance night on the second floor. Music is from the 70s, 80s and 90s, and ladies of all ages get out on the dance floor. So dust off your dancing shoes and impress cougars in Lexington with your moves here.

The Bigg Blue Martini in the evening


Located in the Hilton Hotel, Bigg Blue Martini is an upscale lounge, popular with professional older women. Seating is cushy and cozy, perfect for settling in for a pleasant conversation and some drinks. The atmosphere is upscale and trendy, and there’s an excellent view of downtown here.

The drink prices can be a bit steep. Be sure to say “Hello, how are you?” to your wallet first before going here. Hopefully, you can come because Bigg Blue Martini is definitely worth a visit. They feature a lovely outdoor patio and their own signature martinis. You’ll surely meet attractive cougars in Lexington-Fayette here.

For more recommendations check out more great guides to meet cougars:

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