16 Locations and Bars To Find Single Cougars In Virginia Beach in 2021

A gorgeous woman in a sexy swimsuit

Many tourists come to Virginia Beach especially during summer to bask in the sun, enjoy the party scene and sometimes, to get lucky with a date. With that said, even some of our long-time residents were once tourists who decided to stay. So if you’re looking for cougars in Virginia Beach, you’ll meet plenty who want to enjoy the sea and nightlife with a hot date. That could be you!

Did you know that our city has the longest pleasure beach in the world? That means you’ll find all sorts of Virginia Beach cougars enjoying the sun and sand--from locals just looking to unwind to those on holiday. Day or night, you may bump into bikini-clad ladies that litter the area. You might even run into them in Lyndhaven Mall, the popular Virginia Beach cougar bars or downtown. Go anywhere from the crossroads at Pungo to Chic beach and you’re bound to spot a sexy single older woman.

Of course, we’re here to steer you in the right direction. We wouldn’t want you to spend all your time trying out every single venue! So slap on some sunscreen, muster up some confidence and get ready to meet some of the hottest cougars in our beachy city!

Best cougar bar in Virginia Beach for guys

Got time for just one bar tonight? If you're a busy guy, you can make the most of your evening here:

Skybar is your hotel cougar bar in Virginia Beach

Women on a night at out SkyBar


Skybar is one of the most exclusive Virginia Beach cougar bars. This prime entertainment spot sits atop the Hilton Virginia Beach Oceanfront. It’s a classy place, but it’s always buzzing with energy thanks to the live music, friendly crowd and strong drinks. It’s such a popular cougar hangout that you need to make reservations before all the other cougar hunters take the seats.

To add to the exclusivity, you’ll also need a membership to enter. But once you’re a member, you can drop by whenever you want. Just make sure to dress up nice because this place has a pretty strict dress code.

Where to meet cougars in Virginia Beach online

One way you can maximize your cougar search is by using dating sites that older women like. Here are a few that we like.

Want a fling? Adult FriendFinder is the Virginia Beach cougar dating site for you (try it free)

Homepage for Adult FriendFinderOn a scale of one to ten, how often have you fantasized about a sexy older woman who can teach you new things in bed? We’re betting on ten. Lots of cougars know exactly what they want in bed and they’re patient enough to teach the men they sleep with. Now you’re probably asking where you can meet all these frisky cougars. They’re on Adult FriendFinder.

Adult FriendFinder is a site where everyone wants to get laid. Virtually none of the users want to be in a relationship with the people they meet online. So if you want to make sure you’ll meet someone who’s up for a bit of naughty fun, you’ll find her on Adult FriendFinder.

In our experience, most guys are going to get the best options meeting single cougars who aren't looking for a commitment using AFF.

If you only want to meet cougars, don’t fret. The majority of Adult FriendFinder users are over 30, which means a huge percentage of the women you’ll meet here are cougars. Combine that with the fact that they all want some fun between the sheets and you’ve got the app that’s sure to get you laid!

Try out Adult FriendFinder and you’ll find some truly friendly Virginia Beach cougars!

Try Adult FriendFinder 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 Adult FriendFinder'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.


Cougar Life is our favorite way to meet cougars in Virginia Beach who have a relationship on the brain (try it free)

Homepage for Cougar LifeWe 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 Virginia Beach 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:

They just have the most Virginia Beach cougars using it

While their 7,000,000 plus membership doesn't make it 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.

The women are REALLY open to dating younger guys (and older guys)

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.

It saves a ton of time and money

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!

Top Virginia Beach cougar bars you have to try

Want bars where you can continue your search for Virginia Beach cougars? Here are some spots that hot older women enjoy.

Downtown bars where you'll meet Virginia Beach cougars

Whether you're in the Central Business District or by the beach, these are bars you'll enjoy.

Unwind with some good food and a few drinks at South Beach Grill

A creative maki roll from South Beach Grill


South Beach Grill is a local favorite for great times and good food. Cougars love this bar and restaurant for its varied menu and regular live music performances. From burgers to flavorful fish dishes, this grill does it all impeccably. It’s also perfect for attracting a beautiful woman and enjoying the relaxing atmosphere together.

So grab a seat at the bar and survey the area. You might just catch the eye of a hot cougar who’s on the prowl.

Vegetarian cougars and older women who like to eat healthy go to Yard House

Are you looking for an older woman who shares your vegetarian inclinations? Then you might want to try Yard House, a local eatery that caters to those who prefer to exclude meats from their diet. Once you’re done with dinner, you can share a beer as you talk about your favorite vegetarian tips and tricks.

Located in Town Center, this restaurant is loved for its innovative cuisine and Chalkboard Beer Series. Young guys can attract a cougar over a rotating selection of draft beers selected monthly. Patrons particularly love how this venue offers unique and complex beers from local, domestic and imported brewers.

Tempt Restaurant Lounge has a wine list that cougars can’t resist

There’s a reason wine bars have lots of cougars: they absolutely love wine! Sure, you might meet a few cougars who prefer beers and cocktails. But lots of classy cougars prefer to sip on a glass of red because it’s healthier and more forgiving on the figure.

If there’s one wine spot where you’ll meet a lot of cougars, it’s Tempt Restaurant Lounge. This bar has an extensive wine list that you can explore with your cougar date. Get to know the basics of wine and pair your chosen vintage with some appetizers. It’s the best way to impress a wine-loving lady!

Whiskey Kitchen is your frisky whiskey choice for Virginia Beach cougar bars

This whiskey bar is a prime venue for sexy ladies in search of younger guys. This bar offers dishes made with locally sourced produce, so you’re also supporting the local community each time you dine here.

Take a look at Whiskey Kitchen’s extensive list of wines, craft cocktails, bourbon, scotch and whiskey. Get to know some of the regulars who hang out here. Grab a seat by the bar and check out all the cougars who come in. Offer her your favorite whiskey to show her that you’ve got great taste!

Red Dog Saloon is your dive bar with football and fine ladies

If you’re looking for a place to check out sports and cougars at the same time, this saloon is for you. Considered the best happy hour in town, patrons drop by for 50% off all drinks from Monday to Friday 3 to 7 p.m. and Saturday to Sunday from 12 to 7 p.m. Now that’s the perfect promo if you want to flirt with an older woman without spending a ton of cash.

Saloon favorites include specialty burgers, sandwiches, pizza, and salads. Order a burger, get yourself a beer and watch some sports on TV as you casually flirt with the cougars nearby.

The best Virginia Beach cougar bars in the suburbs

If you want to get a little further away from the crowds, these suburban bars are right up your alley.

Park Lane Tavern is for cougars who love to brunch

Cougars in Virginia beach at Park Lane Tavern


If you love good food and beautiful cougars, then you can have the best of both worlds here. Park Lane Tavern is a popular brunch spot in Virginia Beach that many mature ladies frequent. When you have a place that is one of the great spots for finding and meeting cougars and fun to hang out at you have a winner.

Stop by to take a bite of their famous cheesy hash browns and the succulent London broil. You can also hang out at the bar to introduce yourself to a cougar flying solo while buying her a mimosa. It’s one of Park Lane’s specialties that’s hard to say no to.

Move the conversation to the outdoor patio to breathe in the fresh air and enjoy the view--your new cougar date and the Virginia Beach scenery. Watch as sparks fly when you immerse yourself in the romantic ambiance and a deep conversation over drinks.

Poppa’s Pub & Restaurant is a smoking bar with smoking hot chicks

A live performance at Poppa’s Pub & Restaurant


If you dig places with a badass vibe that ensures you’ll have a rocking night, head over to Poppa’s Pub & Restaurant. Here you can enjoy a smoke with a hot cougar as you jam to some live music. You can also challenge her to a game of pool and buy her beer during happy hour.

It may have a rough atmosphere as a lot of bikers frequent the place, but you’ll see that the people who hang out here are very friendly. Not to mention, food and drinks are very affordable too. You can't go wrong with their Poppa's wings paired with the Devil's Backbone beer. That combo will get you feeling rowdy!

Word of advice: Drop by on a Tuesday for some dollar tacos or on weekends, so you can enjoy live music with some cougars!

Where to pick up Virginia Beach cougars at night

The club scene is popular among cougars in Virginia Beach. Here are the nightclubs you need to check out.

Go to Peabody’s for a night of drinks and dancing

A gorgeous mature woman at Peabody’s


Want to show off your dance moves and attract all the Virginia Beach cougars? Peabody’s dance floor welcomes party-loving people who know how to groove to the music. This fantastic bar hosts events weekly, and it attracts its fair share of cougars. Dress up nice, wear your best perfume and get ready to mingle! Drop by on Thursdays for ladies night to meet all sorts of single older women who know how to have a great time!

Mingle with a sexy crowd at the Upscale Restaurant & Lounge

The bar area at Upscale Restaurant & Lounge


Sure, there are a lot of touristy bars in Virginia Beach, but they mostly attract younger people. If you want to go where the older yet sexier crowd goes,  pay Upscale a visit.

This restaurant, lounge and nightclub offers a great buffet with an outstanding dessert selection. Their drinks, however, are a bit overpriced, so prepare to shell out some more cash to get tipsy. Despite the upscale prices, this bar can get packed easily, so make sure to come early. After all, many cougars prefer to pay extra to ensure they’ll have a great time.

Expect to see a crowd of Virginia Beach cougars booty popping to some old school beats by Upscale’s house DJ. Albeit small, the dance floor is always full, so take this chance to get grinding with a hot cougar.

Where to meet older women in Virginia Beach during the day

Naturally, cougars in Virginia Beach also hang out in the daytime. Here's where you can find them.

Beaches for sun, sea and the hottest cougars

Biking towards one of the many Virginia beaches


These ladies love to head down to the seaside and soak up the sun. Which beach, specifically? All of them!

Take a stroll along the Virginia Beach Boardwalk, which is perfect for a bit of cougar spotting. Start off with Sandbridge Beach, a semi-isolated paradise that’s just minutes away from the shopping district. You can also try out Chic’s Beach, which can get a little more crowded, but you’ll have great odds of meeting a Virginia Beach cougar here. Croatan Beach’s calm waves, on the other hand, makes for the perfect swim spot for those who prefer a more relaxed beach experience.

Cougars love to take in the fresh air at local parks

One of the many beautiful views at the parks in Virginia Beach

Wikimedia Commons

Everyone knows that picking up cougars in parks can be easy if you play your cards right. Cougars love to keep active and take good care of themselves, so you will often find them strolling around the park in the local area. Red Wing Park and First State Landing Park attract their fair share of cougars, so you better check them out.

Pro tip: bring your dog with you when you head to these parks. Lots of cougars can’t resist admiring a cute dog. She might just look your way too and strike up a conversation.

Other great options for meeting older women in Virginia Beach

We know a few more spots where you might meet mature women.

eHarmony is the top Virginia Beach cougar dating app for finding relationships (try it now)

eharmony.com homepageThere are a lot of different spots to check out to meet cougars inVirginia Beach, maybe too many. When you're looking to meet a lot of single women you need to be smart about how you're using your time. A lot of cougars don't have time to go out much and have been spending most of their time meeting guys online.

If you're not spending at least some time meeting women online you're never going to get your best results. In our experience, the easiest way to meet single cougars has been eHarmony (by far). We've tried out all the legit cougar dating sites out there and are confident guys are going to have the best success here, especially if they want more of a relationship.

Like we said, we tried pretty much every dating site so we really know what we’re talking about. While a lot of apps like Tinder rely mainly on looks to match people, eHarmony goes beyond that. They ask everyone in-depth questions and make matches based on compatible answers.

They're so good at matching up people that click that 75% of all marriages that start online have started on eHarmony!

That’s an insane number that you just can’t ignore. You get sent a bunch of matches a day which saves you the time of sifting through them or sending a bunch of messages that will go unanswered. Once you get the conversation started, eHarmony helps guide the communication to get you comfortable with each other.

It’s things like these that make it easy to believe that they are the most successful online dating site by a longshot. They also have over 30 million active members (with a lot more cougars than anywhere else) which means you're going to have a lot of options.

If you’re ready to amp up your dating life give their proven trial a shot. It's where you will find the lots of cougars in Virginia Beach. They make it really easy even for guys who aren't great at dating or attracting women.

Stay in shape at the gym as you keep your eyes open for cougars

Cougars like to keep in shape. That’s why if you want to find cougars in Virginia Beach, you should head to the gym. One Life Fitness and Planet Fitness are good bets. The crowd in these gyms are friendly enough. And you won’t run into annoying meatheads who are just there to flex.

Once you meet a cougar at the gym, offer to spot her as you help her with her set. Make sure to have a few compliments ready, too!

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

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