The 14 Solid Hangouts to Find Single Cougars in Delaware In 2023

Beautiful cougars in Delaware enjoy the beach

Delaware is a lovely seaside state with lots of romantic spots. And if you look hard enough, you’ll see the hidden gems that the Diamond State is hiding. Now if you’re a fan of older women, there are so many cougars in Delaware to choose from. But as a fellow local, I understand why you’re finding it hard to find them.

If things are always looking down on your cougar hunt, worry not because now we’re here to help you. You don’t have to try too hard, all you need is to work smart when you’re out to meet a sexy older woman.

For starters, try checking on a new neighborhood. If you love the suburbs, try Pike Creek or Hockessin. People are friendlier in this area, and it’s easier to start up a conversation with Delaware cougars here. Plus, many bars and restaurants are near this area, so it’s more convenient when you go for a date. In Newark, you can try their organic stores and shopping malls like Christiana Mall for some daylight cougar hunting. But if you’re more of a buff guy who likes getting fit, visit yoga studios and gyms like Anytime Fitness.

Stop wasting a lot of time hanging out at bars that only cater to the college crowd. There are so many places in Delaware to find just the kind of woman you’re looking for. But with all these options to find cougars in Delaware, how do you know which is best? We’ve put together a list of the ideal places. Check them out below.

Where to Meet Cougars in Delaware

Here are some of the best hangouts the great state of Delaware has to offer. Check them out and meet the older woman who’s right for you.

Chill and feel the heat Mango’s

Cougars in Delaware enjooying margaritas at Mango


Welcome to the home of the “No Shower Happy Hour.” At Mango’s, they celebrate this beach tradition by offering the best food and drink specials at a great price! Cougars in Delaware go here for their famous Mango Margarita, which is only $4!

If you’re in for some sexy older ladies in bikinis, you’ve come to the right place. You can escape the heat and feel the heat at the same time at this Carribean-themed bar and resto. Plus, you’ll enjoy the magnificent view of Bethany beach as you’re drinking or having your meal.

Happy hour runs from 1 p.m. to 6 p.m. So skip the shower, order your favorite drink and become part of their beach tradition. They also host the best live music lineup in Delaware on most weekends from Friday to Sunday, starting at 10 p.m. At Mango’s, you’ll surely enjoy the vibrant and lively atmosphere in the company of hot Delaware cougars.

AFF is the best way to find cougars for something physical or casual (try it free)

Homepage for AFF

Sex isn’t a bad word, you guys. A lot of people are confusing “politically correct” with “non-straightforward” these days, which doesn’t make a ton of sense considering how sex-positive society has become! That’s right. There are cougars in Delaware out there who are also looking for physicality before emotionality!

When it comes down to apps and sites that can actually help you meet a woman, we have not found a better option for the vast majority of guys. If you are super good looking, you can be successful anywhere, but for most guys, we recommend AFF (which has a great free trial). The women on this site are by far the most likely to actually meet up quickly and are less likely to jerk you around. Our time is valuable, and this is the place where we have seen the best results, especially compared to the investment on our end.

If you’re primarily looking for sex, not a long-term dating situation or relationship (or even worse, the dreaded nebulous “situationship”), then AFF is totally for you. It’s the leading source for Delaware cougars who are as invested in getting physical as you are! With over 50 million users who don’t have time to waste on the standard dating apps (because this isn’t a dating app), you’re bound to find the perfect local match who shares your interest in the physical aspects of a personal connection!

Don’t believe us? Just take the free trial for a test run to scope out the scene in your area. We’re sure you won’t be disappointed! So what’re you waiting for? Check out your options now and start getting in on the action you’ve been missing elsewhere!

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.


Hit one bird with Two Stones Pub

Soft tacos and a beer from Two Stones Pub


If you’re in Newark, try Two Stones Pub. People are older and friendly here, so you don’t have to bother with a “rough crowd” full of noisy college girls. It’s also easier to socialize here since everyone is just cool and unpretentious. You won’t have a hard time chatting and meeting cougars of all kinds.

Finding cougars near where you live without a lot of effort isn't too tough once you have a few places like this in your pocket.

If you’re unsure about what to order, trying samples of beer will help you out with your choice. Try their red ale if you’re not a heavy drinker. Delaware cougars also enjoy their “gourmet version” of bar food. They have foie gras burgers, which taste good and are relatively inexpensive. Plus, they have gluten-free options that are perfect for the older ladies who are maintaining their bodies. If you’re looking for a place with a down-to-earth ambiance for your cougar hunt, Two Stones is the place to be.

If you want to make it easy to meet cougars in Delaware using eHarmony is your best bet (try it now) homepage

Across the state, meeting cougars isn’t as easy as it once was. But lots of women now turn to online dating sites to meet guys, and you need to do the same. They just don’t have the time to spend in a bar hoping that you come along to meet them. Instead, they want to be able to meet men 24/7 from the comfort of their couch.

We have tried hundreds of legit dating apps and sites for meeting cougars, spending countless hours figuring out which one would give us the best results. From our experience, the best option for meeting cougars is eHarmony. It's a dating game-changer that you can try out here.

Like us, you probably found a lot of young women looking for attention on other sites. This obviously isn't ideal if you want a relationship with an older woman. They can be hard to find, but eHarmony’s reputation and success rate have done a fantastic job of attracting them to the site. With over 33 million active users and the best ratio of women to men out there, you’ll have plenty of options.

eHarmony uses an algorithm that takes people’s in-depth answers and matches them up with similar people. After they send you a few matches each day, they help you keep the conversation going. So, even if you are not the smoothest guy, you can really succeed in eHarmony.

They’re so good at this that 75% of all marriages that start online have started on eHarmony!

With everything they have going for them, it is no surprise that they make over 15 million matches each day. It sounds too good to be true. But we tried it ourselves, so we know it’s legit. Switch up your dating life a bit and give their proven trial a try. We're positive you won’t be disappointed.

eHarmony trial

Meet hot cougars in Delaware at Anthony’s Coal Fire Pizza

A pizza, casserole and salad from Anthony's Coal Fired Pizza


Walk in and fall in love with the cool sports bar feel of this place. They have some of the best pizzas in Delaware. Sit outside on the patio and strike up a conversation with an attractive older lady. Cougars in Delaware go here to have their fill of Italian food. Try their Square Margherita pizza. It’s made with mozzarella and plum tomato sauce topped with grated Romano cheese and basil. Yum! There’s a lot of fresh flavors and a little char on the crust to make it so perfect.

You’ll also enjoy live music here. Word of warning, though: it can get pretty loud here. So if you’re having a conversation, prepare to speak up a bit to charm your way to a cougar’s heart.

Try the cocktails at Hummingbird To Mars

Women having a fun night out at Hummingbird to Mars


If you’re in Wilmington and looking for a great cocktail, head to Hummingbird To Mars. This bar/lounge is one of our favorites in the city. It has great drinks, a classy ambiance, exquisite décor and plenty of Delaware cougars to chase.

Cougars in Delaware love this place for its great atmosphere and upscale vibe. Plus, there are tons of sexy older women looking for younger guys here. The best nights to visit are Thursday, Friday and Saturday. Make sure to check this place out on nights when they have live music as well. It adds to the whole experience and creates the perfect vibe for socializing with the older ladies.

Cougar dating promo

Check out Tyler’s for great beer and even better Delaware cougars

Two beautiful women sharing a cocktail at Tyler's Restaurant


Looking for a place to find sexy older ladies while enjoying some craft beer? Head to Tyler’s. It’s got plenty of both. Delaware cougars love this place because of its laid-back atmosphere. And you’ll enjoy it because it’s packed with cougars on the prowl.

The food is also outstanding here, so feel free to grab a bite to eat while you’re visiting. Just make sure you get there early. The bar can fill up pretty quickly, and you might not be able to hunt hot cougars in such a packed place.

Apps Dating Coaches Actually Recommend To Meet Cougars in Delaware

Don’t you just love the convenience of dating apps? Older women do too, and that’s why so many of them use dating apps to meet lots of younger men they can date. Whether you want a long-term relationship or something more casual, these are the dating apps you should be using:

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

Find all the Delaware cougars you want at McGlynns

A pretty woman with cocktails from McGlynn's Pub


If you want to visit a bar that’s almost exclusively filled with Delaware cougars, head to McGlynns. This Newark pub is a favorite destination for older ladies. When you’re here, you’ll have your pick of all the sexy cougars. Best of all, it’s kind of a hidden gem: not that many guys know about it. So you’ll have a lot less competition than you would at other bars. The best night to visit is Friday. This is when all the Delaware cougars come out to play.

Head to Six Paupers for a solid night out

Exterior of Six Paupers Tavern


While going to themed bars can be fun, it’s not always what you’re in the mood for. Sometimes you just want to have some drinks without things getting too complicated. Luckily, Six Paupers in Hockessin is a perfect place to do just that. It’s a pretty straightforward bar with no gimmicks. Well, except for one: it’s an ideal place to meet cougars in Delaware.

We don’t know what it is, but this place is a magnet for local older ladies. The best nights to go are Thursday, Friday and Saturday. And on a beautiful night, you can head to the patio and do some cougar watching. If you want to be more active, strike up a conversation with one who’s your type. You’ll surely enjoy your night here.

Course promo

Swing by the Rusty Rudder for some beachfront action

The sunset at the patio of Rusty Rudder


There’s only one thing better than being surrounded by Delaware cougars—being surrounded by Delaware cougars in bikinis. You’ll be able to find both at Rusty Rudder in Dewey Beach.

This waterfront bar is a well-known party spot. But what you may not know is that it’s a great place to meet sexy older ladies. They have live music, so if you’re in the mood to bust a move, do it here. But it can get a little loud at this spot, so be prepared to speak up. The best nights to visit are Thursday, Friday and Saturday.

Stop in at The Pond, the top Delaware cougar bar for dancing

The Pond Bar and Grill on a busy night


Sometimes you want to show off your moves while you’re out hunting for cougars in Delaware. A great place to do both is The Pond in Rehoboth Beach. This bar is well-known for its lively atmosphere and fun crowd. That includes tons of sexy Delaware cougars. The best nights to visit are Tuesday, Friday and Saturday. Just make sure you get here early enough to get a seat at the bar. Otherwise, you might have to risk standing up the entire night just to meet some lovely ladies.

Swing by The Starboard for a boozy brunch

Two couples enjoying a summer event at The Starboard

Looking for cougars in Delaware doesn’t only have to take place at night. Sometimes, a great alternative is to try and catch local ladies at brunch. The Starboard in Dewey Beach is the place to do that.

This place is popular for the bevy of Delaware cougars having their brunch here. You’re sure to enjoy not only the sights of beautiful older ladies but the food itself when you swing by. Grab some brunch, order up a mimosa and offer to buy a round of them for the ladies in the table next to yours.

Single woman

Head to your nearest Whole Foods

Various fresh food from Whole Foods


While an organic grocery store might not be your idea of a cougar hunting ground, Whole Foods will surprise you. Visit any aisle and you’ll spot older women looking for organic snacks and ingredients. If you’re a fan of healthy food as well, you’ll find it so easy to strike up a conversation with Delaware cougars here.

Ask her what she’s looking for or suggest your favorite granola brand. The ladies who shop here all the time will enjoy the unexpected conversation. Charm her well enough and you could grab some coffee nearby for your first impromptu date.


For more guides to meeting single cougars check these out:

Meet cougars in Connecticut - Meet cougars in Florida

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