17 Great Spots To Find Single Cougars in Boston in 2021 (Including Cougar Bars)

Woman looking at the skyline

Anyone who has spent time around town knows that finding attractive single cougars in Boston on a regular basis can be tough. You see cougars walking on the street or heading into yoga class but where you can you meet them consistently?

We have put together a solid list of our favorite cougar bars as well as other places where we have had a lot of luck meeting. We wanted to make this useful for guys of all ages so we have recommendations for younger guys as well as guys who are cougar age themselves.

The dating scene in our city can be a lot of fun with the right guidance so check out our recommendations below and meet the cougar you are looking for tonight.

Best cougar bar in Boston for guys

The easiest way to meet cougars while you're on a night out is at a bar, and this one's our favorite.

Howl At The Moon is a great Boston cougar bar to start with

Howl At The Moon is always full of beautiful cougars in Boston


If you have been going after cougars in Boston for any period of time you know that they LOVE dueling piano bars. It is something about the competition, nostalgia, and fun atmosphere that just attracts them like a magnet.

Howl At The Moon is a great place to kick off your search. The drinks are decent and the cover is fairly reasonable most nights so you won't break the bank.

There are a lot of birthday parties and bachelorette parties that come through Howl. So don't be surprised if you find that there are often a lot more women than guys here. There is a pretty good mix of women that come through but there are definitely a lot more Boston cougars than other bars.

Where to meet cougars in Boston online

Women over 35 led busy lives, so they usually don't have time to go out. Instead, they go online and use these sites.

Adult FriendFinder is the easiest Boston cougar dating site for getting laid (try it free)

Homepage for Adult Friend Finder

If you just want to find a more mature lady for a roll in the hay Adult FriendFinder is going to be your best bet. You might think to try Tinder but the odds are really stacked against you there. There really aren't a lot of cougars in Boston who use Tinder. It tends to be almost exclusively women under 30.

It’s hard NOT to recommend that guys at least check out Adult FriendFinder (you can try them for free with the links above after all). We have seen a lot of guys find success using it and most of those guys have been pretty average in the looks department. With that kind of success and how little time it takes to use there really isn’t a downside.

AFF is the only legit option out there to meet a lot of single cougars who just want to take you home!

In contrast, Adult FriendFinder has been around since 2006 and has a LOT more older women using their app (they have 50,000,000+ active members). Tinder has also kind of evolved into a more general dating app. Yet AFF is still very much about skipping the 3 dates and jumping into bed fast.

Cougar Life is great if you want more than just a short-term thing but Adult FriendFinder (which you can try for free) is a better option for more physical relationships. Check them out and see the type of women looking for fun nearby.

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 the simplest way to meet older women who want more of a relationship (try it free)

Homepage for Cougar LifeWhen it comes to meeting a lot of cougars quickly, especially those interested in dating younger guys, there isn't a better option than Cougar Life (which just so happens to have a free trial). Older women are often just too busy to spend a lot of time in bars and clubs. So many of them have been looking online to meet guys. In fact, a lot of them are ONLY looking online these days.

If you're not spending at least a little time on Cougar Life you're going to miss out on a lot of opportunities!

There are a lot of dating sites and apps out there (and we've tried just about all of them in our cougar dating site review) but none of them really deliver as well as Cougar Life does. There are a few reasons why we think it works so well:

Lots of Boston cougars use it all the time

There are more popular apps and sites out there but they just don't have the cougars. Cougar Life has over 7 million active members and EVERY SINGLE WOMAN on this site is a cougar. There is no reason for a non-cougar to even consider signing up!

Instead of scrolling through hundreds of profiles hoping to find an attractive single cougar, especially one interested in dating both younger and older guys, they are all right here. It saves so much time and frustration!

These cougars actually want to meet up

If you've spent any time on other apps you know that a lot of the women that use them are really just looking for attention. They don't want to really meet a guy in person but they're happy to collect compliments and stroke their ego.

When you use a more specific option like Cougar Life you avoid a LOT of those time-wasting women. You only use a site like this if you're serious about meeting guys and not just leading people one.

It makes a huge difference in the response rate from your messages and the number of dates you can actually setup.

A really good mix of cougars who want short and long-term

Cougar Life does a great job of attracting women interested in both short-term fun and a real relationship. The other top sites out there can be great but tend to attract a very specific type of woman.

If you haven't tried it out yet give Cougar Life's free trial a shot. You have nothing to lose and you can't expect to get new results without changing up your approach. Guys who really want to find a cougar aren't going to be able to do better elsewhere (in our experience).

Try Cougar Life For Free


Top Boston cougar bars you have to try

Go from one bar to another in our city and you might miss all the hot cougars. You have to check out bars that they actually frequent.

The best downtown bars to find cougars in Boston

Our downtown nightlife scene is like no other, especially for older women. So go to these bars and meet some sexy single cougars!

The bar at Bar10 is a cougar oasis

The classy bar at Bar10


Inside the Westin Bar10 is one of the higher class bars in the city. The Westin is a pretty nice hotel and Bar10 tends to attract a mix of guests looking to cut loose and relax as well as locals looking for fun. If you are looking for a cougar on a business trip for some short-term fun this is the place to be. When you want to find a single cougar, especially a classy lady it's a great place to look.

The drinks here are pretty strong and the food is decent if you stick to the appetizers. Compared to a lot of places in the area this spot is more subdued so talking is pretty easy. Not to mention, if things go REALLY well you are just a few steps away from a hotel room.

The Patios is an underrated spot

Overhead view of The Patio


The Patios is a laidback beer garden that we often frequent. This is a great place to grab a beer and relax. Unlike many of the bars or clubs, the women that come here to grab a drink are far more friendly and down to earth. That means that they’re also way more approachable.

The beer garden is one of nine custom patios in the main pavilion structure. There’s also a pop-up snack shop and mini-golf stations. So grab a beer and introduce yourself to one of the lovely ladies drinking by the sofas. Challenge her to a game of mini-golf and place a bet that you’re willing to wager on. You could wind up winning a bet that leaves you two taking an Uber back to her place.

City Bar keeps it upscale with martinis and mature women

Lots of singles mingling at City Bar


When looking for that classy lady, one of the best Boston cougar bars to visit is City Bar. This casual chic cocktail establishment has two locations to choose from. The first is in the city's historic Back Bay, while the other is in  vibrant Waterfront.

City Bar often attracts older women looking to unwind after work, grab a drink or stop off for a nightcap. This spot has the perfect ambiance to socialize in stylish comfort and draw in that cutie at the end of the bar.

Whether it’s a unique martini, classic cocktail or a single malt, cognac, beer and wine – City Bar’s got it all! So put on your classiest outfit and head on over tonight!

Bar Boulud is your French-inspired bar

Older women enjoying French desserts from Bar Boulud


If you are looking to enjoy some French culinary feasts while searching for cougars, Bar Boulud is the place to be. Located in the heart of Back Bay on Boylston Street, this bar offers wonderful seasonal dishes to entice an attractive lady.

For those of you who enjoy a great wine list while conversing, try out Boulud’s wine cellar that puts a focus on wines from Burgundy and the Rhóne Valley. This bar’s décor will also help set the mood for your spontaneous date as well.

The interiors include dramatic vaulted wood ceilings and walls made from French wine crates. For that comfortable and intimate experience while searching for your lady love, try out Bar Boulud for a unique dining experience.

RumBa is your hotel bar full of Boston cougars

The retro-inspired bar at RumBa


Located at the Intercontinental hotel, Rumba Hotel Bar is a real winner among cougar bars in Boston. This sophisticated rum-themed cocktail bar is definitely a cougar pleasing venue.

Women love its distilled rums, deliciously bold appetizers, and hip-moving mixes of Latin and Caribbean music. If you’re looking to romance an attractive older woman, you’re likely to find her in RumBa’s private Champagne Lounge.

This gem is located behind sliding mahogany doors and serves the bubbly in an atmosphere inspired by the Moulin Rouge. With its inviting colors, glass fireplaces and two bars, you’re sure to get lucky while celebrating our city's rich rum history.

Abe and Louie's is a historic bar full of cougars

Plenty of people crowded outside Abe and Louie's


This is another fantastic bar in the heart of the city. It's famed for being a place to meet cougars. This historic Boston cougar bar was founded in 1965. With its classy decor and lively atmosphere, it's a top spot for Cougars to hang out in.

Here you can enjoy a meal of fresh seafood, or a great steak and wash it down with a cocktail or wine. After the dinner service as the drinks flow the place tends to get a little rowdier and that is where the Cougar crowd starts to settle in.

The best Boston bars for meeting cougars in the suburbs

Venture just a few miles away from Downtown and you'll find a variety of fun cougars bars!

Backbar is the perfect cocktail bar to meet tons of Boston cougars

Women in Boston at Barback


Backbar is one of the best-kept secrets for finding cougars in Boston . . . well, actually nearby Somerville. This hidden gem is perfect if you’re looking to meet some gorgeous cougars. The bar offers up some pretty amazing craft cocktails that keep the ladies coming in.

The aesthetic of the bar is pretty eclectic, which attracts a cool crowd. Everyone is hip and ready to have a good time. Add to that the bar’s intimate feel, which helps with mingling. This is a great bar to kickstart your night.

Phoenix Landing reigns among bars with great nightlife 

Friends getting drinks at The Phoenix Landing


Are you a lover of older women and 80s, 90s and early 2000's top 40s hits? Look no further! Phoenix Landing is where you need to be on a Friday or Saturday night to find that attractive woman. While the crowd is known to be in its early to mid-twenties, there are many cougars who enjoy the attention they get from those younger guys.

Patrons love this Boston cougar bar for its efficient service, chill atmosphere and vibrant dance floor crowd. Just be forewarned that the lines for entry may be long.

Where to pick up Boston cougars at night

Want great music, lots of drinks and more cougars than you can count? These spots have dance floors full of them!

Lots of mature women head out to Royale

Lots of single women seeking men in Boston head out to Royale


Royale is one of the hottest nightclubs in the city. The club has several levels to it, all playing fun dance music and it's easily responsible for a ton of cougars are dancing the night away. Everyone in the club is always dancing and having a good time. In fact, some of the hottest DJs around often come to Royale to host. You can expect a mixed age group filled with both women who just graduated from college along with some young professionals.

We highly recommend grabbing a drink and then making your way to the dance floor. You don’t have to be a professional dancer to make it work here either. Just sway along to the music and ask someone gorgeous to join you. We guarantee you won’t spend the night alone here, cause we never have. So quit sulking in the corner and get to dancing on the dancefloor!

Venu Nightclub has been the easiest way to find cougars lately

Two single women at a club


Venu Nightclub is where we love to go for late-night dancing and may just be the best Boston cougar bars. The nightclub specializes in both hip-hop and Latin house music. It attracts a pretty attractive crowd as well. Cougars in town love coming here to bust a move on the dance floor.

Between the music, the atmosphere and the hot singles, it’s easy to have a great time here. So come here on a Saturday night when the club is at its prime. Check out what events are happening each weekend and pick the one that suits you best. You’ll be sure to leave lucky with the number of hot women that come here. So put on your dancing shoes and get ready to sway to some Latin beats.

Where to meet older women in Boston during the day

Our city's daytime hangouts also have their fair share of cougars. Here are some places we know you'll like.

Render Coffee is an awesome spot to grab a coffee and mingle with singles

Render Coffee sign outside


Render Coffee is a lovely place to grab some coffee and meet some new people. Coffee shops are the perfect environment for meeting someone new. After all, unlike bars and nightclubs, women’s guards aren’t up as much. That means you’ll have much better luck striking up a conversation at Render Coffee.

This small local spot has a great outdoor patio that we love to take advantage of on warmer days. You’ll notice that the women who frequent this place are from all different ages. You’ll meet college girls studying for exams and older women on break from their high-powered jobs. No matter what you’re into, you’ll meet her here. So order a coffee and one of their breakfast dishes and introduce yourself to someone new.

Urbanity Dance is perfect if you’re looking to meet single women from different backgrounds

Urbanity Dance class full of single girls


There’s no better place to meet women than at your local dance studio. Dance classes are a great way to get to know new people in a short span of time. Everyone in the class is learning a new skill while mingling and having small talk.

Urbanity Dance features adult dance classes for all levels. So if you’ve never danced before, or have a set foundation, you’ll find a group to join. Swapping partners during dance classes means that you’ll be meeting a ton of single older women. So don’t overlook Urbanity Dance as a great option.

Other great options for meeting mature women in Boston 

If you want a few more places that are always full of cougars, here you go!

The Living Room for a caffeinated cougar

Women partying at the Living Room


A great bar in the city, and one of the well-known spots to pick up cougars in Boston is The Living Room. Many older women often frequent this busy sports bar. They're here to unwind with a drink after a long day at the office. And they also want to check out the younger men often vying for their attention!

They are easy to spot, usually with a group of friends and circling the bar to find men they like! Be bold but sophisticated in your approach. Also make an effort with what you wear and soak up the lively atmosphere here.

eHarmony is a useful Boston cougar dating app for finding a relationship (try it now)

Homepage for EH

You are probably reading this article because you have been having a little more trouble finding single Boston cougars than you have in the past. You are definitely not alone in this.

We've noticed that a lot more women have been avoiding bars and clubs. They're only looking online to meet men (especially if they are interested in dating younger guys). This can make it tough to maximize your chances if you aren't spending a little time online as well.

When you think about it, it makes a lot of sense. Being able to meet other singles 24/7 while only spending a few minutes a day is pretty great. So where should you go? By far our favorite site for meeting cougars in Boston has been eHarmony (which you can try right now) for a few years now.

eHarmony does an amazing job of attracting single women over 35 to their platform. They have the combination being established and trusted that more mature women find very appealing. With over 30 million ACTIVE members (not just people who have signed up, people who are regularly using the site) you are going to have a lot of options.

Plus, because of how they structure their signup process, only women who actually want to meet up with guys are here. All the time wasters and attention seekers go elsewhere for their ego boosts. That means the wasted time and frustration you might have had with other sites and apps is gone.

Being able to message women you're confident are looking for guys just like you and getting a lot of responses is an amazing feeling!

They are really the best option out there when it comes to meeting single older women in the city. We have spent a lot of time testing and reviewing all the best cougar dating apps and can confidently say they are the first one you should try. Spending a few minutes a day can yield WAY more dates than hours in a bar if you have a little practice.

Try eHarmony here and see what we mean.

Try eHarmony Free

The Lenox Hotel has a legit cougar bar

Exterior of Lenox Hotel


The Lenox Hotel actually has two bars which are perfect spots for meeting older women. Here classy, sophisticated ladies and professionals come here to unwind with a drink or two. They're also the most receptive to flirtations with guys generations younger. They look for sharp-looking business guys in their twenties. So make sure you look smart, and be charing and it is sure to pay off.

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

Previous Guide - Next Guide

Join Our Newsletter For Exclusive Dating Tips & Advice
No Spam.
Just Higher Dating Success.

Leave a Comment