Best Places in Kansas City: Gentlemen’s Edition

We’ll show you where to go for a well-cut suit, a clean shave, a guys’ night out and a romantic evening with that special someone.

Aristotle Onassis once said, “The secret to business is to know something that nobody else knows.” While that can be a winning strategy when it comes to making an impact at the office, we don’t like keeping secrets. Check out our picks for the best places for guys to enjoy a night out on the night, woo a date and look their best (and feel free to spread the word).


Trying to get a promotion or close a big deal? Make sure you look the part. For grooming that’s a cut above, it doesn’t get better than The Gents Place in Leawood, where you’ll find an attentive staff and a long menu of services that includes simple haircuts, which all come with a steamed towel and neck shave, to a straight razor shave and shoe shine.

Photo courtesy of The Gent’s Place – Leawood Facebook page.

The grooming destination also offers spa treatments such as facials and massages in a space that retains its masculine edge, thanks to its rustic interior dominated by warm wood and leather, and amenities like a top-shelf bar, cigars, pool tables and flat screens—features that helped get it named one of the “Manliest Barbershops in America” by Men’s Health.

For gentlemen whose grooming needs extend beyond the occasional haircut, the barbershop offers five different memberships available to purchase monthly or annually that entitle you to free and discounted services and priority access to networking events, helping you look your best for getting down to business.



Dressing for the boardroom doesn’t have to be boring. Move your basic blue and black suits to the back of your closet and add some interest to your business wardrobe. From classic to creative, Pinstripes Clothing on the Country Club Plaza offers something to suit every style, with almost 20 years of experience making men look good and showcasing brands like Samuelsohn, Jack Victor, Joseph Abboud, Peter Millar, Jaz, John Cooper and many more.

Dapper Dons will love the store’s classic cuts and wide selection of ties perfect for the big meeting or a business trip, while more adventurous dressers can choose one of the more trendy and modern looks, including slim fit suits, which guarantee you will make a stylish and confident first impression. The hard to please and hard to fit will appreciate the opportunity to work with Pinstripes’ expert staff to create the perfect customized, made-to-measure suit.

With a notable selection of dress shirt and shoes, plus weekend-ready sportswear from brands like Patagonia and Barbour, updating your whole wardrobe requires just one painless shopping stop.



Even the hardest working businessmen need to let loose with friends. And no matter what your ideal guys’ night out entails, Westport Ale House has you covered.

Beer? The bar serves a lengthy list of brews with a twist—all of the drinks are made in America and served on draft or in cans.

Catching the game? Not seeing the score is nearly impossible at the new Westport hot spot, thanks to the more than 20 TVs and three huge projector screens placed throughout the building.

Food that will actually fill you up? Ditch the tiny portions and sky-high prices for an evening of male bonding over juicy burgers, upgraded hot dogs and other all-American dishes with a creative twist, including the Tank 7 donuts, which have already become legendary in the few months since Westport Ale House opened in the former home of Streetside Records.

The doors are open until 1 a.m. every night except Sundays, when it closes at midnight, giving you plenty of time to catch up and chow down. And if you feel like a change of venue, you’d be hard-pressed to find a better selection of places perfect for guys’ night out within walking distance.


There are plenty of ways for a date to take a turn for the worse, starting with the place you pick. While dinner and a movie is always a classic (and some would say dull) choice, we’re all for injecting a little excitement and elegance into your dating game, which is exactly why Manifesto is the perfect pick.

The 48-seat bar boasts a speakeasy feel and a rich sense of history, thanks to its home in the basement of the nearly century-old Rieger Hotel. Your date will be impressed you took the time to make a reservation and even more pleased with the carefully crafted cocktails served up by Ryan Maybee & Co.

It’s hard not to feel the love while you’re sipping one of Manifesto’s seasonal cocktails or a classic like the Ward & Precinct, made with Buffalo Trace Bourbon, lemon, orange, homemade grenadine and Angostura bitters, in this dimly lit bar.

Bonus: You’re just steps away from Howard Hanna’s award-winning upstairs eatery if you prefer to save drinks for after dinner.