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Boston Cougar Bars

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Looking for the best Boston cougar bars? Where the hot spots to pick up older women are? LonelyWifeHookups.com has you covered with this free directory. Boston's Cougar Bar Scene is one of the best out there, so we want to make sure you're prepared, and aren't just diving into cougar infested waters without a little knowledge of the scene and its history.

A little history of the Cougar Bar scene in the Boston

Boston is perhaps best known for its food (especially its seafood), so don't be too shocked when a lot of the MILF bars that we suggest here aren't just wine bars, but also have full food service. What we're saying, is that you're going to have to bring your appetite in more ways than one.

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This is a nice little primer on the realities of what it's like to be both a cougar as well as a cougar hunter in Boston Cougar Bars. If you don't see yourself in either character, we suggest that you brush up on that, and make sure that before you leave your hotel room, you somewhat resemble one of the two parties. It's a little easier for cougars to go out without much of a plan because they're the beautiful woman in every situation, but if you're a guy and think that you're going to just wing it, you'll most likely end up coming home alone and disappointed. The Boston area is one of highly educated people, and the cougars there know what they're looking for. If you don't at least somewhat resemble their desires, you're going to be out of luck.

Another thing that a lot of people have trouble with is not mimicking the Boston accent after speaking with someone for a few minutes. It's a very thick accent, and one that we've all probably heard lampooned in the media before, on shows like The Simpsons's mayor, Mayor Quimby. Try to stay mindful that you don't take on a Ben Affleck and Matt Damon in "Good Will Hunting" accent midway through a conversation. You might find yourself there to see about a girl, but instead being rejected, and simply seeing about ordering another drink for yourself before the bar kicks you out.

Best Time To Go Out And Days To Go Out

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Like most cities, Boston's hookup spots are at their best on Thursday, Friday, and Saturday nights. But LonelyWifeHookups.com knows that not every schedule allows for those evenings to be your main nights to go out on the prowl, so we've made sure to find lots of different options for those of you you might have to go out on a Monday afternoon, or Tuesday evening instead. No matter what your schedule limitations are, you'll still have plenty of hot Boston cougar bars to go to.

There are plenty of great cougar spots that happen to also be seafood restaurants or steakhouses, so while dinner is the preferred meal for people who're eating at fancier establishments, there are plenty of opportunities to hit them up mid-day, and perhaps strike up a wonderful conversation with a stylish older woman over a bowl of New England Clam Chowder with fresh oven-baked biscuits, and a nice cocktail.

Boston's Cougar Bar & Club Directory

Enough of the history lesson though. You're not going Boston to go to get an education, and you're here to find out where the best Boston Cougar Bars are, so let's get down to brass tacks, and find out where those beautiful older women can be found.

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The Bond Restaurant and Lounge

Space
Upscale restaurant, bar, and lounge
Crowd
A well-off crowd, with most of them being older
Address
The Langham Hotel, 250 Franklin St, Boston, MA 02110, USA
Website
Any Notes
All major credit cards accepted, paid parking available nearby, "Dress to Impress" dress code
Brief Description
The Bond is the restaurant in the Langham Boston (one of the city's most expensive and upscale hotels), so you're not going to get any cougar action if you show up in your letterman jacket and cargo shorts. Dress up, and make sure you look like you belong there. You're probably best off starting at the bar, since if you sit down for a meal, you're restricting your ability to go around the restaurant to talk to hot cougars that you might want to hit on. It's also much cheaper to buy a couple Old Fashioned than it is to buy a surf and turf dinner. This place is overflowing with well-off single older women (or sometimes not so single, but still looking for a young companion anyway).
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Howl at the Moon Boston

Type
Piano Bar and Lounge
Space
Exposed brick bar with live performance area and a large well-stocked bar
Crowd
Mostly older women out to have a fun night dancing to live music
Address
184 High Street Boston, MA 02110
Website
Any Notes
All major credit cards accepted, paid parking nearby, 21+ establishment
Brief Description
Howl at the Moon is a chain experience, but one that seems to have figured out the perfect recipe for cougar bait. There's always a live band playing covers of party anthems and pop hits from current day, all the way back to where the nostalgia sensors of the women you're here to hookup with get set off full blast.
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City Bar

Type
Hotel Bar and Lounge
Space
Upscale hotel bar and lounge with two different locations
Crowd
Mostly older men and women who're in Boston on business (both straight and LGBT)
Address
65 Exeter Street, Boston, MA 02116, USA
Website
Any Notes
All major credit cards accepted, free parking for hotel customers, paid street parking nearby at both locations
Brief Description
There are two locations in Boston. One in the Lenox Hotel, and one at the Westin Waterfront by the Seaport. Both locations offer very similar atmosphere and cocktail selections, but we think that if you're looking for the one that's the best Boston Cougar Bar, you'll want to hit up the one at the Lenox.
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The Capital Grille

Type
Upscale restaurant/steakhouse and bar
Space
Well designed fine dining with wood walls and chandeliers and a great layout
Crowd
A mixed crowd, from families to business people, to a well-off older crowd enjoying each other's company
Address
900 Boylston Street, Boston, MA 02115 USA
Website
Any Notes
All major credit cards accepted, paid street parking nearby,
Brief Description
If you're looking for a fine meal, you'll definitely have a great time here. With multiple locations all across the USA, you know that they know how to give people a great fine dining experience.
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Phoenix Landing

Type
"Alternative" Irish Bar
Space
Fairly basic Irish pub with elements of sports bar and night club
Crowd
A both young and old crowd (straight and LGBT friendly) who're out to have a rowdy time
Address
512 Mass Ave, Central Sq, Cambridge MA, USA
Website
Any Notes
All major credit cards accepted, 21 plus establishment, casual dress code
Brief Description
If you don't feel like getting dressed up, and really want to tie one on, the Phoenix Landing is where you're going to want to go right away. There are a lot of college students who spend their evenings here, drinking too much, and being louder than they'd be able to be at most of the other Boston Cougar Clubs on this list. The young and out for a good time crowd, of course brings out numerous cougars like moths to a flame.
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Alibi

Type
Old-timey style hotel cocktail bar
Space
A former jailhouse converted into a hip cocktail bar and lounge
Crowd
Well-off mixture of men and women of all ages
Address
215 Charles St, Boston, MA 02114, USA
Website
Any Notes
All major credit cards accepted, paid parking nearby, 21 plus establishment
Brief Description
It may seem a little ironic, but this bar isn't just a former jailhouse, but it's actually a former drunk tank. You know... the jail cells that they used to put people who'd had a little bit too much to drink in to sober up. Don't think that the fine staff at Alibi are going to let you sleep on any of the comfortable couches in their lounge if you have a few too many martinis, but there are thankfully enough cougars at Alibi on any given night that if you're just looking for a warm bed to spend the night, you're going to be in luck more times than not. Of course you're better off if you don't overdo it, because then you'll still be able to... do it.
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Sligo Pub

Type
Dive Bar and Pub
Space
Incredibly relaxed bar without many frills that you might expect to find at a cougar bar
Crowd
Largely an older crowd (both men and women)
Address
237 Elm St, Somerville, MA 02144, USA
Website
N/A
Any Notes
Cash only, 21+ establishment
Brief Description
When you're just looking for a down and dirty, simple dive bar to go, grab a cheap pint, and then hopefully find a hot older woman to go home with, there's nowhere in Boston that we'd recommend more strongly than Sligo Pub. This is the most simple and straight forward joint you're going to find on this list, and its that simplicity that we love. If you don't know anything about wine, or fancy cocktails, that's fine. Sligo's is a spot where you can go in and say, "Give me a pint. Whatever's cheapest," and the bartender won't bat an eye. They know what you're there for, and they know what their clientele is.
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Croke Park

Type
Irish Dive Bar and Pub
Space
Very typical dive bar with Irish decor
Crowd
A mixture of men and women of all ages
Address
268 W Broadway, Boston, MA 02127
Website
Any Notes
Cash only, paid parking nearby, 21 plus establishment, within walking distance of the subway
Brief Description
While Sligo's may be our favorite dive bar that doubles as a Boston cougar bar, it's by no means the only one. Croke Park (aka "Whitey's") prides itself on being the city's "#1 dive bar", so we figure you know from that exactly what you're in for if you choose to spend an evening at "Whitey's". A boisterous (but kind of fun once you get used to them/have a few drinks yourself) crowd that doesn't mind that it's hard to hear people when they're talking to you, because yelling at each other is their preferred method of conversation to begin with.

Don't Forget Yer Red Sox!

We hope that you had a great time visiting all of the Boston cougar bars that we recommended. Where to next though? There are so many options in these beautiful U.S.A.. You've perhaps enjoyed some of the live music in Boston, and are looking for more good times of a similar nature. If you're looking for MILF clubs and Cougar bars that know how to turn the good times up loud (but still keep things real respectable-like, we think you'll have a fantastic time enjoying the cougar bars of Nashville. If you don't have anything country and western style to wear, don't sweat it. They have a spot IN THE AIRPORT where you can find a wide selection of Nashville panty droppers (that's not a real thing, but we bet if you tell a cougar you fancy that that's what you call your new cowboy boots, they'll be tickled pink). You'll definitely want to buy at least a couple cowboy shirts and a hat at the very minimum though, lest you look like a complete tourist who loves Kenny Rogers more than they should.

The Best Boston Cougar Bars - LonelyWifeHookups

Looking for the best Boston cougar bars? Where the hot spots to pick up older women are? LonelyWifeHookups.com has you covered with this free directory

The Best Boston Cougar Bars - LonelyWifeHookups