The 17 Best Places and Bars To Find And Meet Cougars in Boston in 2018

Find cougars in boston like this oneWith a fascinating arts and cultural scene, a rich history, a vibrant nightlife and great online dating scene, there are plenty of spots where you have the opportunity to find cougars in Boston.

In fact, there might be too many different places to try and you can waste a lot of time looking around.

The dating scene in Boston is really fun and getting to know the favored haunts of cougars easy with this handy guide which provides all the tips you need to continue your search and visit the same places that they do.

The Top Spots To Pick Up Cougars In Boston

There are many places that you are likely to meet Cougars, some obvious and maybe some not quite as much, and as well as being well-known bars and clubs where Boston Cougars are rife, there are also plenty of other spots in the city if you are looking to meet a Cougar elsewhere. Read on to find some of the best spots to meet Cougars in Boston.

 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 to unwind with a drink after a long day at the office and to check out the younger men often vying for their attention!

They are easy to spot, usually with a group of 2 or three friends and circling the bar picking out the men that they like! Be bold but sophisticated in your approach, make an effort with what you wear, and soak up the lively atmosphere here.

Cougar Life was the easiest way we found to meet cougars in Boston

You have probably noticed how much harder it is becoming to meet single older women in Boston.

A big number of these women are only looking for men online these days because they just don’t have the time to hit the bars and clubs.

Your safest bet to meet up with a Cougar in Boston is to join Cougar Life (you can try them for free with this special offer)

We looked at every cougar dating site with a member base in Boston for our highest rating cougar dating sites review and Cougar Life was by far the best for Boston.

With all the advice and tips on how to meet and greet a Cougar you are sure to find what you are looking for.

Try them for free and see what we mean.

Abe and Louies 

This is another fantastic bar in the heart of the city that is famed for being a place to meet Cougars in Boston. This historic bar was founded in 1965 and with its classy decor and lively atmosphere is 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 decent glass of wine. After the dinner service as the drinks flow the place tends to get a little more rowdy and that is where the Cougar crowd starts to settle in.

The Lenox Hotel 

The Lenox Hotel actually has two bars which are perfect spots for meeting Cougars in Boston. Here classy, sophisticated ladies who are usually hard working professionals come here to unwind with a drink or two and are 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.


Bar 10 can be found in the lobby of The Westin Copley Place Hotel. Another classy bar, here you can sip on cocktails and enjoy scintillating conversation with attractive older women. The dark bar and low lighting all adds to the seductive yet sophisticated atmosphere which is favored by Boston Cougars.

City Bar 

This cool, trendy bar has a distinctly industrial feel. Loud music, a colorful back lit bar and a huge range of drinks means this place gets lively after dark. Known for its range of liquors (particularly scotch and bourbon) this is a great bar to come to for a nightcap, and to meet attractive, single Cougars too.

The Capital Grille 

For fine dining and the chance to meet some classy older women head to The Capital Grille

which can be found in the Hynes Convention Center in the Back Bay. Excellent food accompanied by fine wines is what you can expect here, making it popular with successful more mature women.

Bond Restaurant Lounge 

The Bond Bond Restaurant Lounge is a grand and historic bar with impressive architecture and modern interior design. Come here for mouthwatering cocktails and modern American dishes.

The vaulted ceilings and crystal chandeliers all add to the elegance and opulence of this bar and the plush seating is perfect for whispered conversations with your older lady.

The gym is also a great place to meet cougars in Boston

Rather than waiting until darkness falls and hanging out in bars and restaurants to find your perfect older woman, why not head down to the gym where you may be surprised at the number of older single women looking for younger men who come here to work out and have a look at the eye candy!

Many Cougars pride themselves on staying in great shape, and want a younger man to appreciate their bodies and the handwork they put into looking fantastic. The gym is a great place to start, and you will easily be able to spot a Cougar. Make sure if you do approach her you are polite and complimentary and you are sure to win her favor.

Martial arts class

Many older ladies have tried and tested different types of exercise of the years and may be on the lookout for something fun and interesting that also develops into a new skill. Martial arts classes are very popular among 40+ women who want to keep fit, be sociable and learn how to protect themselves and feel strong, confident and secure.

Often martial arts classes are all about teaming up with a partner to practice your exercises on, so if you spot a Cougar you would like to date, why not offer to be her martial arts partner and if there is any chemistry there, you will soon know about it!

If you are tired of going out on the time to meet attractive older women don’t forget to check out our highest rating cougar dating sites review so that you can find beautiful women to date 24/7.

Check Out These Exceptional Cougar Bars in Boston

Cougar Bars in Boston With LadiesHere are some more great cougar bars in Boston to find a classy older woman.

City Bar keeps it upscale with martinis and mature women

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 Boston’s historic Back Bay, while the other is in Boston’s historic Back Bay and vibrant Waterfront.

City Bar often attracts older women who are looking for the perfect place to wind down after work, grab a drink before dinner 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!

Abe & Louie’s Steakhouse is your classy establishment with sexy cougars

Established in 1965, Abe & Louie’s Steakhouse has long been a Boston staple.

As one of the most popular cougar bars in Boston, this steakhouse impresses with quality cuisine.

Older ladies flock to Abe & Louie’s for its signature menu items such as prime aged Midwestern steaks and fresh seafood.

Patrons also enjoy partnering its high-ranking meals with an award-winning wine list.

This steakhouse boasts a wine list of more than 200 globally sourced palates.

So if you’re a wine lover, and you’re looking to meet your older female match, you definitely have to check out this bar.

Bar Boulud – Boston is your French inspired cougar bar in Boston

If you are looking to enjoy some French culinary feasts while searching for a fine woman, 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 dinning experience.

RumBa is your hotel bar for tasty cocktails and beautiful older women

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 Boston’s rich rum history.


Croke Park/Whitey’s is a popular dive bar among fun mature ladies

Located within walking distance of Broadway MBTA Station, Croke Park Whiteys is reputed to be the greatest dive bar in Boston.

It is also one of top spots in the city to find attractive older women.

This dive bar is quite popular for its sightings in the short film “Dive” and the reality show “Savage Family Digger.”

Even their bartender was featured in the Oscar-winning film “Mystic River!”

So if you’re looking for an older woman be sure to drop in for a game of pool and a drink for two!

Howl At The Moon Boston is your nightlife spot for feisty females

With $10 cover charge and a quick moving line, Howl at the Moon is a top-notch experience within your choices of Boston cougar bars.

Patrons love visiting for its affordable, strong drinks and free pool!

With live music in the style of everything from Classic Rock to Hip Hop to Pop, this bar is sure to entertain.

This neighborhood spot is located in the Financial District, so you’re likely to meet a passionate businesswoman here.

So if a non-stop party is what you live for, and older women are whom you are seeking, be sure to drop by.

Phoenix Landing reigns among cougar bars in Boston with great nightlife 

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 bar for its efficient service, chill atmosphere and vibrant dance floor crowd.

Just be forewarned that the lines for entry may be long.

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