Our diverse, exciting and bustling city may seem like the best place to date lots of people. Whether you’re newly single or just entering the dating scene, choices are everywhere. But with so many places to visit, you never really know where to start. It’s even harder when you want to date cougars in Toronto! Luckily, we’re here to help.
If you’re looking to date an older lady in Toronto, you’re in luck because there are lots of cougars who will catch your eye. Even better, with all the action going on throughout the city, you’ll have tons of fun searching for her! Lounge around swanky Yorkville, and you’ll have a great time. We’ve also spotted plenty of women shopping at Eaton Centre and geeking out on health food at Big Carrot.
But even though there are so many older women around, it’s not guaranteed that you’ll quickly find one to date beyond the first conversation. What will up your chances is going to the cougar bars in Toronto. These are the places where older women actively search for their next date. They might even initiate flirting with you.
Scroll down to read all about the favorite hangouts of Toronto cougars. We’re excited to hear all about your experience in the comments section!
If you haven't been spending part of your time online meeting women you're going to miss out on a lot of opportunities. These are the best apps that you have to try:
Looking around it seems like there are attractive cougars in Toronto just about everywhere you look. The trouble is it can be really hard to actually strike up a conversation or find out what they’re looking for in a man. You don't want to spend all your time on women who are only interested in sex after marriage if you just want some fun tonight.
Adult FriendFinder has solved both of those problems for us. This is a site that is solely focused on helping people connect for no-strings sex. It’s the go-to site for lots of older women who want intimacy with none of the commitment. This is the site you need to try if you want to get in bed with a hot older women.
We have tried a lot of different options and have yet to find a faster or easier way to meet a lot of single cougars who just want a physical relationship!
In case you’re wondering if this is just another site that focuses on looks or caters to younger singles, don’t worry. Lots of Adult FriendFinder users are at least in their 30s and 40s. On top of that, we’ve found that lots of women aren’t too concerned about photos. They know that filters exist and that guys can look hotter in person than in a selfie.
Give Adult FriendFinder a shot, and you might just snag a single woman tonight!
You have probably noticed how much harder it is becoming to meet single older women in the bars and clubs. A huge reason for this is that more and more often these busy ladies are skipping the nightlife. They want to look for guys online, especially if they are interested in younger guys.
If you don't have an online profile, you are missing out big time. eHarmony has both the most women 35+ looking for a relationship of any legit site out there as well as the women who are most willing to take action. They don't just look at profiles and log off like a lot of sites, they actually respond to messages or send first messages themselves. This is pretty rare in an age where women use online dating sites just for validation.
eHarmony does a fantastic job of filtering out all the women who are just fishing for compliments and attention!
Of all the sites and apps out there eHarmony has consistently delivered the best results for us. We’ve met a lot of women on the site who prefer to go online instead of party at yet another bar. Because eHarmony takes the hassle out of meeting cougars online, it’s always in our list of the best apps and sites for meeting older women.
Guys who haven't had a lot of success online tend to do much better on eHarmony. They have the best matching system out there by far and their guided communication really makes the process easier. They have a proven way that helps people get to know each other a little before taking off the training wheels. This helps create deeper connections and is a big reason why nearly 75% of all marriages that started online were on eHarmony (that's pretty insane).
Even if you’d prefer to hit the streets for real-life experience, having a solid eHarmony profile will broaden your options. The more options you have the better your odds of success. Take a little time to signup for the proven trial above and see what you have been missing. You won't regret it!
These are the best cougar bars, clubs, and lounges that every guy needs to try:
The Toronto cougars at Pravda Vodka Bar are usually sophisticated older women who love and know their drinks. You’ll find them in classy outfits, sitting at the bar and sipping vodka martinis. One of them might become your impromptu date if you catch her eye. Classy bars like this are some of the best options when it comes to finding cougars that are looking to meet guys.
In a single word, Pravda Vodka Bar is eclectic. It’s a Russian-themed vodka bar that’s draped all in red. There are chandeliers everywhere, and the ambiance is out of this world. The first floor has a Communist-themed bar with plenty of couches. On the second floor, there’s a spacious lounge where you can have a breather.
What’s exceptional is that they have a vodka cellar stocked with more than 100 of the best vodkas around the world. Their martinis list is also extensive. Happy hour is from 4 to 7 p.m. on weekdays, with martinis for $7 and appetizers.
For a smooth ice-breaker, you can ask her if she has a favorite vodka or martini. Maybe you’ll even end up treating her to a new type of drink that both of you have never tried before! At Pravda Vodka Bar, the two of you can indulge in high-quality drinks and each other’s company.
Baby Huey, which reopened in 2016, is a great place for meeting singles from all walks of life. This bar always attracts a loud and cheerful group for its regular DJ sets and drink specials.
Hip hop and top 40s are the music of choice here and, along with the cheap drinks, it draws a large crowd. From 20- and 30-something singles to more mature party-seekers, the vibe is usually friendly whether you’re sitting at the bar drinking and chatting or hitting the dance floor at the back of the club.
If you’re not in the mood to dance, you may find some ladies hanging around the bar watching Dirty Dancing, the movie which is on a constant loop on the TV there. Between the loud music and the crowd, you can also expect to do a lot of mouth-to-ear conversations—something that can really work in your favour if you’re trying to cozy up to a cutie.
Out of the cougar bars in Toronto, this one has actually been around for eighty years. Yes, you read that right: 80. Imperial Pub is a bar that’s older than pretty much all of the patrons. But it’s still going strong because of its solid reputation and chill vibe. Aside from the retro vibe, women love going here to indulge in comfort food and have some fun with young men.
Although the décor hasn’t changed in 30 years, Imperial Pub is a three-in-one because its three floors all have different layouts. The ground level is a dive bar with dated furniture and occasional performances. Head here first and get comfortable.
On the other hand, the second floor is more like a library lounge with TVs, bookcases, free popcorn and lots of couches. The younger crowd mostly stays here, but you can go up here with your lady if you need some quiet time together. Finally, there’s a spacious rooftop patio with a romantic view of the night sky. Singles of all ages go here to take advantage of the ambiance.
Their menu is heavy on well-cooked food that’s quickly served. They also have a good beer selection on tap, so the two of you can drink the night away.
There are a lot of cougars in Toronto that love a good pub. The Queen and Beaver has been described as “the city’s best sophisticated pub experience.” Given its relaxed décor of dark wood, warm fireplaces, lush carpets and Queen Elizabeth portraits, we wholeheartedly agree.
Hidden behind the walls of a Victorian home in the depths of the Yorkville neighborhood, it’s a favorite eatery among Toronto cougars. The menu of quality British cuisine prepared from scratch never fails to get their appetites going.
Mingle with single ladies on one of the two patios or under a flat-screen TV featuring sports. Choices are far from slim, so the possibilities are endless.
Based on the name, you probably picture this pub to be full of retro memorabilia and rockin’ tunes of decades past. And you’re absolutely right! Crocodile Rock is a popular place for cougars in Toronto to head to after work, especially cougars. The retro theme draws them in, while the pub grub and drinks give them a reason to stay.
Nostalgic moods provoked by the theme make women want to take a young man home with them. Insiders claim the singles here are fierce, often also making the first move by buying men drinks. If you’re looking to be treated for a change, then Crocodile Rock is worth the visit.
If you’re a beer drinker, this is a place you won’t want to miss. Part beer garden, part pub and part restaurant, your taste buds will love you no matter what you order at Craft Beer Market. Located in downtown, the two-storey, 500-seat building was made with beer and food lovers in mind.
Try out their fried pickles or grab a burger and chat with other singles at the island bar. The bar boasts 160 taps and is surrounded by ample seating. The 250-seat outdoor beer garden, meanwhile, is the ideal place to enjoy a few cold ones on a hot day. Located in a secluded but quaint courtyard behind the bustling Yonge corridor, this beer garden is a great place to kick back and relax while meeting other singles.
Whether you drop in on a lazy Saturday or hit this bar at night, you’re sure to meet some Toronto single women enjoying a bite and a pint.
If you want to party, this is the place to be on the weekend. Split into two party levels, the Cake Bar & Nightclub offers general seating, bottle service and VIP booths. With its modern sound and lighting systems and Toronto’s top DJs pumping out a mixture of top 40, hip hop, pop and R&B, this is a great place to dance the night away while enjoying cheap drinks.
Dive Bar Fridays or Bar Star Saturdays are the perfect nights to meet a lot of single ladies. With drinks priced at $3 and beer at $4, you can buy a cutie a few drinks without breaking the bank. Just be sure to arrive before 11 p.m. if you want to get in for free.
When it's dark and you're looking to meet some older single women these are the best options:
A restaurant by day and a club by night, Supermarket hosts a variety of events from live indie bands and comedy acts to open mics and songwriting evenings. Friday and Saturday nights are all about cutting loose, though, and that is when the dance party begins.
Known as a prime pickup scene on the weekend, the dance floor is always crowded with single women seeking men in Toronto. And with a capacity of 400, finding a sexy, single lady isn’t hard.
Supermarket attracts a variety of people. Although the average age at this club is around 30, there are a lot of 20-somethings in the crowd too, so you should have your pick when it comes to age preference.
Open Thursday through Saturday from 7 p.m. to 3 a.m., your best bet is to hit this club around 10 p.m. That way you’ll be early enough to avoid a big line up without having to wait around forever for the party to start.
If you want to meet single women and not have a lot of competition for their attention, Latin dance classes are a must. And there’s no better place to learn some slick moves or meet sexy women than at Toronto Salsa Bachata.
The studio offers a variety of expert Latin dancing classes for everyone from beginners to advanced dancers. While couples do take classes here, there are also a lot of single ladies learning how to Salsa.
A 90-minute class, which consists of 45 minutes of Salsa and 45 minutes of Bachata, is only $15, while a four-class package is $50. That’s a pretty cheap night out. Plus, it’s practically guaranteed you’ll get to meet a lot of single women.
Aside from dance classes, the studio also holds dance parties. These allow you to show off your skills while meeting new people who also enjoy dancing. This is another great chance to meet women.
There are plenty of spots to meet women during the day if you know where to look:
Known for its welcoming vibe and fun classes, this award-winning studio is an ideal place to meet single women. Drawn by the variety of classes offered—from yoga and pilates to meditation—there are always plenty of ladies at the studio.
Signing up for a beginner’s class is a great way to meet women in a casual, low-key way. Although there are other men who take classes here, the female-to-male ratio is pretty good, giving you a great chance to connect with a single woman in Toronto.
Students usually arrive 15 minutes prior to class to use this time to relax or meditate. Given this expectation, it’s best to wait until class is over to chat. Make sure you keep your voice low so as not to disturb other classes.
Even if you’ve never considered yoga before, it really is worth your time. You’re likely to have multiple opportunities to strike up friendships with single women. And ladies always appreciate a fit and flexible man, so really, what do you have to lose?
LA Fitness is the epitome of upscale gyms, which means it’s full of classy cougars. With three locations across Toronto, there are plenty of opportunities to find a fit, fun and experienced woman. Start a conversation by complimenting her on her workout routine. You can then ask her how to use a piece of equipment. She’ll be flattered and taken in by your young, innocent charm.
This bright and spacious organic grocer does a great job of attracting healthy, fit women in Toronto. A hefty price tag on produce means that only older women who are wealthy and sophisticated shop here.
There is plenty of room to start a conversation as well. Simply inquire about a product they pick up: “Is that any good?” Or if you really want to woo them: “Do you know if that’s locally grown?” Lots of cougars would love the chance to meet a hot guy at a grocery store!
Close to some of the city’s finest designer stores, Blu Ristorante offers cougars in Toronto the perfect place to unwind after a day of shopping. The ambiance is dark and romantic, yet open and inviting. It’s perfect for impressing a woman with an elaborate date. You can also mingle and meet new women here.
Italian cuisine is accompanied by an extensive wine menu. The live music creates a sociable yet intimate setting. As a side note, this place is super elegant, so make sure you come wearing a suit and tie. Classy ladies can have high standards!
Located in the St. Lawrence Market, Wine Country Merchants is the ideal spot for seeking out elegant women with a side of urban ruggedness. Thanks to the extensive collection of wine and a generous helping of free samples, the conversation is easy to come by.
You can catch the attention of wine-loving ladies by asking the salesperson expert questions: “Where is the vineyard of this wine located?” Alternatively, “What kind of grapes were used to make this wine?” will make you look like a seasoned wine connoisseur. The cougars might even want to bring you home for a tasting too!
Marni Wasserman is also quite attractive herself, and her shop attracts mature women who are just like her. At Marni’s Food Studio and Lifestyle Shop, you can roam through aisles of organic products, which appeal to women.
Better yet, take a cooking class to up your chances of meeting a mature lady. The fun, fresh and healthy environment is perfect for sparking new flames. You also get to pick up home cooking tips for impressing future cougar friends! It’s two for the price of one and a real win-win situation.
No list would be complete without these as well:
This great little coffee shop in the heart of Leslieville is always bustling with activity. The cozy ambiance, New Zealand-style coffee and delicious baked goods means you’ll never leave this shop disappointed. During the summer, you can catch some rays while enjoying an iced drink on the patio.
Its delicious treats are not the only sweets that will make you want to come here, however. Te Aro is also a hangout for singles. From students using the free Wi-Fi to professionals grabbing a bite while working on their laptops, there are always plenty of attractive women here.
The Abbot Pub is one of the few cougar bars in Toronto that are kid-friendly. Whether you’re dropping by for brunch or for evening drinks, it’s a welcoming place that serves pub grub that’s way above average.
Women know that comfort food here is exceptional, so it’s one of their favorite hangouts. Some of them have been going for years because The Abbot was already around in the early 2000s!
It’s hard for us to pick recommendations from their menu because we love practically all of the food here. Still, we swear by the shepherd’s pie, fish and chips and buffalo shrimp. You’ll notice the huge portions and the fresh quality of the ingredients! They also have a good selection of drinks, including craft beer, beer on tap and wine. Try the local beer with your older hottie if you’re feeling adventurous.
All in all, it’s a lovely spot to relax in. The Abbot Pub resembles a classic British pub, with dark wood tables, chalkboard menus and somewhat dim lighting. If you want privacy, then you can take your female hottie to a booth and get to know her there.
Here’s the thing with sites that have a huge userbase: there are way too many profiles to go through before you meet someone you like. On the other hand, a niche app like Cougar Life has exactly what you need.
On Cougar Life, you won’t meet a single woman under 35. All the ladies here have to be older to even create their profile. That bodes well for guys like you who like mature women with a little more life experience. One thing we love about this site is that it gives women a platform where they go on the prowl. Bars are great and all, but older women in Toronto still face some stigma when they go out to meet men.
Give Cougar Life a shot and meet some sexy women tonight!