Philadelphia—or Philly, as we like to call it—has many claims to fame. The Constitution and cheesesteak both started here. The cultural scene is booming too, from street art to restaurants that serve every kind of cuisine you might want. It makes sense that tourists and travelers flock here, on top of the city’s population of more than 1.5 million. That means attractive cougars in Philadelphia everywhere! You can’t miss them while you’re out and about.
With so much to do, cougars always seem to have a destination in mind. They might be preparing for a sale at the Old City Shopping District or even coming from a class at Wake Up Yoga Studio. East Passyunk is another favorite destination!
To catch their attention, though, it’s best to be strategic. There are certain cougar bars in Philadelphia where you can get to know mature women in a relaxed setting. Here, Philadelphia cougars unwind while looking for cute guys.
Check out this list to get a head start on your cougar hunt. We know these places in and out, so let us know how it goes in the comment section below!
Philadelphia’s dating scene is chill and laidback, and it helps that the city has tons of bars with affordable drinks. Here are the best locations where you should go to find a classy older lady.
Raven Lounge is your classic dive bar with the best music in town. Because this place is so popular, you’re bound to meet an alluring older woman whatever day of the week you drop by. Everyone’s friendly too. Even if you go solo, you’ll end the evening with a bunch of new friends—and maybe even a cougar who’s excited for your next date.
At four floors, this place is big, so you’ll never be bored. You enter through the basement, but most of the action happens on the first and second floors. On the first floor, you’ll find the main area along with a couple of bars. The second floor is usually reserved for dancing, and the top floor is more like a lounge where you can chill with your lady.
Hip-hop, the latest pop songs or 90s music could be playing here at any time. There’s always something fun going on too, like karaoke and comedy shows. To cap off the underground vibe, drinks are strong and cheap.
Sometimes a Philly guy just wants to find a cougar for a little fun without any complications. If that sounds like you, Adult FriendFinder is what you are looking for. We don’t recommend many sites or apps for guys who are just looking for sex, but when we do it’s usually Adult FriendFinder.
Granted, all the women you’ll meet here will also know what’s up. No one uses AFF hoping to find a boyfriend. Everyone is here to get lucky... anything more than a one-night-stand is a bonus! On top of that, most AFF users are aged 30 and above. So you can be sure you’ll meet lots of Philadelphia cougars here.
When you want to get the best results and meet the most cougars for bedroom fun AFF is going to deliver for most guys.
If you just want a fun time with some older women, Adult FriendFinder is where you’ll find it!
Square 1682 is located in Philadelphia’s Kimpton Hotel Palomar. This bar will give you a relaxed feel while you’re savoring tasty drinks and nibbles. It has a comfortable atmosphere with an upscale vibe and interesting people. When you're learning how to meet cougars finding an atmosphere you feel relaxed in helps a ton.
As for the women, they’re a diverse bunch. You can meet local cougars looking to gussy up for the evening. On the other hand, you might also encounter ladies who are just passing through town here for the week.
Approach one of the many cougars at the bar. Once you have some chemistry going, ask if she's up for taking a stroll to look at the stars. Or maybe you can buy her a drink. This way, you can have a beautiful evening where you get to know each other. You just might end up with her number for your next date.
We love a good cougar bar as much as the next guy. But there are times when you just want to hang out at home while meeting hot older women. There are also a lot of Philadelphia cougars who just don't spend any time in bars and clubs any longer. Cougar Life (which has a great free trial) really helped us out.
While there may be a ton of apps out there, none of them are as good as Cougar Life when it comes to helping you meet single cougars. We've spent a lot of time rating and ranking over 100 different cougar dating sites and apps and this is what we really like about it:
While their 7,000,000 plus membership doesn't make Cougar Life the biggest site around, in our experience they have BY FAR the most real cougars using it. We're talking about attractive, single women over 35 who are interested in dating both younger and older men.
Every single woman who uses Cougar Life is an ACTUAL COUGAR. You won't find that anywhere else!
If you've tried to use more general dating sites in the past you know how hard it can be to find a real cougar. You have to sift through hundreds of profiles and MAYBE get lucky and find one.
A lot of women out there feel like there's a social stigma against dating younger guys. It's totally fine if a guy dates a younger woman but when a woman dates a younger guy it's different.
Because of this, a lot of women who are interested in dating younger guys don't advertise it, even on dating websites or when talking to younger guys in public.
With Cougar Life, every woman is interested in guys of various ages. You 100% know that every woman you message wants to meet up with guys in your age range. It makes the process so much easier and more enjoyable.
Spending any amount of time in a bar is expensive and you never know if any attractive cougars will even show up. If you want to make the most of your time and money a quality dating site or app is the best way to go.
You have to change your approach to change your results!
You shouldn't completely stop going out but being able to meet women 24/7 regardless of where you are is extremely powerful!
Do yourself a favor and give Cougar Life's free trial a shot here. It's easy to get set up and it is the best option for making a big improvement in your dating life that we've found. Try it!
Willing to spend so you can dine on high-quality food and meet sophisticated cougars? Del Frisco’s Double Eagle Steakhouse is among the best steakhouses in the city.
In between bites of steak, you won’t be able to take your eyes off the attractive cougars all around. Cougars know their Philly restaurants well, and they’ll also be on the prowl here for young men with equally good taste. After all, the food here is outstanding. Their steak simply melts in your mouth, with excellent seasoning, and their seafood and appetizers are excellent too.
To complement the food, choose from their extensive wine list. Better yet, you can impress your cougar by knowing your wines—or ask her for her recommendations.
Be sure to dress well and look sharp, since the interior of this place is wow-worthy. The floor is carpeted, there’s large red drapery all around, and the ceilings are impressively high. This place used to be a bank, so it oozes elegance. When you spot a lovely cougar dining on her own or walking around, be ready to approach her and strike up a casual conversation.
Meeting single cougars in Philly isn't easy when you don't have a lot of free time. If you’re only looking around town and not online, you’re missing out on a lot of opportunities. We’ve had a lot of success meeting cougars on eHarmony, so you should definitely give it a shot if you are more of a long-term dater.
eHarmony is the largest and best site out there we have tried if you are specifically looking for a more mature lady. It is probably the most well-known site among cougars and is extremely popular with over 30 million active members (that's a lot of options for you). They are actually responsible for about 75% of all marriages that start online which is pretty incredible (and gives you some great odds).
There isn't a site or app out there that will give you a better chance of meeting cougars looking for something long-term!
What really sets them apart though is that the women that are using this site seem much more likely to respond to messages, send the first message themselves, and actually get together in person than any site we have tried. It seems that their more involved signup process does a really good job of eliminating all the women who just want attention or an ego boost. That leaves women who are motivated to take action which is exactly what you want. This makes for a REALLY fun experience.
We rank and review all the top sites for meeting cougars every year in our extensive cougar dating site review and we have yet to find a site that’s better than eHarmony, especially if you want a real relationship.
Try eHarmony today and meet a Philadelphia cougar who’s exactly your type!
Parc is perfect for meeting Philadelphia cougars. In fact, it’s a well-known meet-up spot for sophisticated ladies who can relax and chat over a pleasant meal here. The French-themed menu offers an array of exquisite dishes for you to enjoy, along with an extensive wine list. Try the Grenache to go with your Salmon Provencale. It’s sure to titillate your senses.
Because of its fabulous location in upmarket Rittenhouse Square, it is fast becoming one of the most popular places for classy cougars to come to. So dress sharp, wear your best perfume and drop by.
This restaurant enjoys a prime location on the elegant Rittenhouse Square, right at 205 S. 18th St. Glamour. From the exteriors to the interiors, you’ll find sophistication at every corner. Prepare to dig deep in your pockets to pay for the drinks, though!
However, if enjoy meeting older ladies with true sophistication, this high-brow bar is where you should head for the evening. Just remember to dress smartly and look confident!
This is where you can expect to dine on some of the best seafood in Philadelphia. Also in the bustling Rittenhouse area, and this is an absolute go-to for anyone interested in meeting Philadelphia cougars. You won’t have a problem finding them here. They often come here in groups, so you’re spoilt for choice.
Younger, sharply-dressed single guys are also likely to be around them. The competition in this bar is pretty fierce, so do your best to be charming and assertive. Putting on a blazer can up your attractiveness too.
Rittenhouse Square is a popular haunt for cougars in Philadelphia. This unique venue often has trendy art sales and outdoor festivals going on. The vibe is fun and sociable, and it’s great for chatting with a mature lady. Come evening time, the upmarket bars around the area offer top-quality liquor amidst a seductive, dimly lit space.
On the other hand, you can meet cougars too during the day. Well-dressed women walking their dogs and taking an afternoon stroll are just as likely to flirt with you if you play your cards right.
Not a lot of people know it, but this organic supermarket is perfect for meeting Philadelphia cougars. While Trader Joe’s might not be the first destination that springs to mind when trying to date a cougar, plenty of its clientele are older ladies.
Because of the healthy organic products, well-off professionals do their weekly shopping here. If you’re looking for a cougar who likes wellness and knows how to cook, then this might be the right place to find her!
Beautiful interior design will always attract cougars, who have discerning taste in restaurants. You’d never realize Union Trust is a chain restaurant based on its all-out stylish decor. Vaulted ceilings and opulent furnishings show that no expense has been spared here.
The steak is pretty good too! But before you can indulge in it, head to the bar and pull up a chair. You’re likely to be in the company of a mature lady nursing a nightcap or two.
Here are few of our favorite bars to meet a cougar in Philly:
McGlinchey's Bar is one of those Philadelphia cougar bars that you can’t help but fall in love with. Given the fun atmosphere and cheap drinks, how can you go wrong?
We’ve already mentioned a bunch of cougar bars that will bore a hole through your savings, so we had to add in this bar. McGlinchey's is for the chill crowd. It’s where you can take off your blazer land just relax with a pint of beer. Cougars who want a relaxed night with pretensions go here, so it’s a great place to meet older women!
This 19th-floor bar attracts a fancy crowd. With stunning views of the night skyline, high-brow people from all Philly flock to this bar to sip on cocktails and champagne. You can have cozy conversations in any of its intimate booths amidst romantic candlelight.
All in all, this is a fantastic spot for meeting cougars and rubbing shoulders with the rich and beautiful people of Philadelphia. If you are looking for a mature, professional lady who knows what she wants, this is definitely the right destination for you.
Village Whiskey is a trendy hangout where you can meet your next mature girlfriend. Even amidst all of the cougar bars in Philadelphia, this bar stands out for having one of the best and biggest whiskey selections. Why not walk up to the woman who’s caught your eye and ask her what her favorite type of whiskey is?
Some cougars like wine, but others go crazy for whiskey. Once get a conversation started about your favorite single malts, who knows where the night will lead?
Those who are on the hunt for savvy, sophisticated cougars in Philadelphia should head to the R2L Liberty Bar and Lounge. This bar is situated up high on the 37th floor of Two Liberty Place. It’s at the heart of the Daniel Stern Restaurant, which serves top-class food throughout the day and night.
Expect music, drinks and intelligent conversation from a well-educated crowd. Walk up to a cougar at the bar and chat about the art deco-themed interiors. Admire the Philly skyline as you finish off a bottle of zinfandel. This romantic lounge will be your ultimate wingman in your hunt for cougars.
Creperie Beau Monde is great for grabbing some amazing food. With its extensive French menu, this place offers you a glimpse into the Parisian culinary scene. It’s also ideal for meeting beautiful cougars, some of whom might even be French. Creperie gets the best of both worlds, after all. It’ll have you excited about both the food and the women!
If you see a woman sitting at the bar, ask her what she’s planning to order tonight. It’s an easy, casual way to start a conversation. Once you’ve gotten friendly enough, order a French 75 cocktail and you’re off to a great start!
Bars and restaurants come and go, but you know a place is special when it’s been around for 40 years. The Happy Rooster continues to thrive today, even though it’s gone from a high-end all-boys’ club to an upscale dive bar.
Inside, it’s cozy and dimly lit, and the wall-to-wall rooster decorations add a whimsical touch. Young men on the search for attractive cougars don’t have to look far.
You’ll walk into the main bar area right away, with a Rosewood bar as long as the entire room. With quiet music in the background and additional old-fashioned leather booths, the ambience is perfect for flirting. Once you’ve met a prospective date, you can proceed to the more spacious back hall for dinner. On most evenings, the bar is comfortably busy. Chatting up the hot cougar next to you will feel natural.
Her company may be the main highlight of your stay, but the food is also absolutely delicious, from the buffalo shrimp to eggplant fries. They have an impressive wine collection that goes beyond typical bars, so you can drink the night away with your cougar.
For more recommendations check out more great guides to meet cougars: