The nation’s capital has undergone a pretty incredible transformation in the last decade or so. Not that far back, commuters headed out to Virginia and Maryland as soon as possible after a day in the District. Now, Washington D.C. has turned into one of the best cities for young professionals. People now want to stay, not escape. Cultural attractions, a growing menswear culture, surprisingly diverse nightlife, and an exciting restaurant scene are all reasons why you might want to spend a few days getting to know Washington D.C. Here’s how to make the most of a visit to the District.

Style​

Colorful Chinos, OCBD’s, and all things preppy – Yes. While DC is the capitol for our entire country, geographically it lies on the East coast, and many of the residents’ style reflect a distinctively preppy flavor.

Polyester – No. A general rule for sure, but D.C. is humid year round, and brutal in the summer.

Layers – Yes. The weather is as much Boston as it is South Carolina… depending on the season. The temps are unpredictable year round.

Your “nice” suit – Yes. Unlike most places around the country, DC is still largely a business (not business-casual) town. That means lots of guys know how to wear a suit, tie, and a nice pair of dress shoes. Don’t be afraid to bring along that suit you usually only wear for special occasions. It’s standard-wear here.

A“going out” outfit – No. The majority of DC’s nightlife (With notable exceptions. See below) leans heavily casual. While this is no excuse to not dress well, you also don’t have to worry about wearing a blazer to dinner or designer jeans to the bar.

A tuxedo – Yes. If you are the type to plan ahead and are looking for an excuse to wear your tux, DC is known for hosting a variety of black-tie events.

An umbrella – The District is built on a swamp and it experiences a variety of precipitation year-round.

Comfortable shoes – Yes. DC is a dense city designed long before the horseless carriage took all the fun out of a leisurely stroll. Walking is one of the best ways to explore the District. Bring at least one pair of shoes that will allow you to stay on your feet for extended periods of time.

Go clothes shopping – Yes. For the many Dappered readers who mostly or exclusively shop for clothes online, visiting well-stocked stores can be a fun trip outside the comfort zone. I recommend visiting both local branches of major brands, like SuitSupply and the Brooks Brothers Slim Fit Only shop. Also check out a few local clothing purveyors, such as Hugh and Crye for great shirts, and if you’re willing to splurge on a custom suit, Brimble and Clarke can make you one for around $800.

Getting around (& looking good) in D.C. is easy.

Travel & Accommodations

Summer trips – No. While summer is travel season and many of America’s patriotic holidays fall between late May and early September, summer in DC is frequently hot, humid, and overcrowded with tourists.

Spring and Fall – Yes. The more temperate months of the year bring not only better weather, but also fewer crowds, limiting your exposure to 7th graders who haven’t quite figured out how to use deodorant.

Flying into DCA – Consider No. While Reagan Airport (DCA) is by far the closest and most conveniently located for access to the District (located on the Metrorail’s Yellow and Blue lines), it is also a small facility and you often pay a premium to fly in and out. Explore flight options out of Dulles and Baltimore-Washington Airports. While they are further from the District, there is easy public transportation access from both. The 5A Metrobus (which runs every 40 minutes from approximately 6AM to midnight seven days a week) will take you from Dulles Airport to L’Enfant Metrorail Station in the heart of DC or Rosslyn Metrorail Station in northern Virginia for $6 per passenger. The trip from Dulles to the District will take approximately 45-60 minutes depending on traffic. The Penn line of the MARC train (a commuter rail system which serves Washington, DC and Maryland) provides service between Union Station in central DC and the BWI Marshall Rail Station, where free shuttles serve the airport terminal. The MARC train between BWI and Union Station takes approximately 40 minutes and also costs $6. It runs Monday through Friday from approximately 5AM to 9:30PM. There is a train every 30 minutes. On weekends, an Amtrak train services the same route between 6AM and midnight for $15-$40 depending on the time of day. For most of the day, the Amtrak trains run every 30 minutes. Does that mean flying into Regan is a terrible idea? Absolutely not. But there are other options.

(which runs every 40 minutes from approximately 6AM to midnight seven days a week) will take you from Dulles Airport to L’Enfant Metrorail Station in the heart of DC or Rosslyn Metrorail Station in northern Virginia for $6 per passenger. The trip from Dulles to the District will take approximately 45-60 minutes depending on traffic. (a commuter rail system which serves Washington, DC and Maryland) provides service between Union Station in central DC and the BWI Marshall Rail Station, where free shuttles serve the airport terminal. The MARC train between BWI and Union Station takes approximately 40 minutes and also costs $6. It runs Monday through Friday from approximately 5AM to 9:30PM. There is a train every 30 minutes. On weekends, an Amtrak train services the same route between 6AM and midnight for $15-$40 depending on the time of day. For most of the day, the Amtrak trains run every 30 minutes. Does that mean flying into Regan is a terrible idea? Absolutely not. But there are other options. Renting a car – No. Unless you plan to venture significantly outside the DC metro area, there is no need for a car. DC has excellent public transportation that reaches out to the near suburbs in Maryland and Virginia, and short-term car rental options such as Zipcar and Car2Go are widely available.

Rent a Capital Bikeshare – Yes. Capital Bikeshare is DC’s bike sharing program and you can purchase access to the city’s many bike rental kiosks for a day, week, or month at a very reasonable fee. If weather cooperates, exploring the city by bike is both efficient and lots of fun.

Staying only in the District – No. Unlike a lot of cities’ suburbs, many of the areas surrounding DC proper are just as exciting as the District itself. Some of the area’s best attractions and most scenic neighborhoods lie in Northern Virginia (such as Arlington Cemetery, Mount Vernon, and Old Town Alexandria) and in Maryland (such as Annapolis).

Hailing cabs – No. DC cabs, all too frequently, are dirty and in poor condition. Drivers can be unreliable, have been known to rip off those who don’t know the city, and are less than excited about accepting credit cards. Stick to Uber, and its cheaper alternative UberX.

Get to know the DC Metro. Photo Credit: Chris Phan

Food & Drink

Traditional DC restaurants – No. Until the last decade or so, DC’s dining scene leaned heavily on wood-paneled steak or seafood restaurants that catered to tourists and those dining on an expense-account, leading to boring menus, inflated prices, and mediocre service.

Innovative DC restaurants – Yes. In the last decade DC’s dining scene has evolved dramatically, with an explosion of exceptional, reasonably-priced restaurants. For innovative takes on traditional ethnic cuisines try Rasika for Indian, Jaleo for Spanish tapas, and Oyamel for Mexican. Founding Farmers is worth a visit for sophisticated, locally-sourced takes on your childhood favorites. Hank’s Oyster Bar has not only a large variety of oysters that change daily, but also spectacular cocktails.

Ethiopian Restaurants – Yes. DC has a huge ethnic Ethiopian population. Fun Fact: More individuals of Ethiopian descent live in DC than any other city in the world other than Addis Ababa. DC has a spectacular selection of Ethiopian restaurants as a result. Recommendations: Ethiopic on H St NE and Dukem Ethiopian on U St NW.

Ben’s Chili Bowl – No. Endorsed by both Bill Cosby and Barack Obama, Ben’s is probably DC’s most famous restaurant, and has the long lines to show for it. It’s particularly popular as a late- night post-going out snack. Despite Mr. Huxtables’ endorsement, Ben’s signature half smoke (essentially a chili dog) is mediocre at best.

Fast Gourmet and Amsterdam Falafel – Yes. Locally famous for their giant grilled panini and falafel sandwiches, respectively, these two late-night dining spots live up to the reputation.

Speakeasy/Underground Supper Clubs – Yes. As DC’s dining and drinking scene has become more sophisticated, a number of underground bars and dining establishments have sprung up in recent years. The Columbia Room near the Convention Center and Harold Black in Eastern Market have particularly good drinks and knowledgeable bartenders. If you are in town for an underground supper conducted by the chef at Chez Le Commis (check the site for schedule), it’s the best value in gourmet dining in the city (Full disclosure: the chef is a personal friend).

Lime Ricky – Yes. Invented in DC, this cocktail is often described as “air conditioning in a glass.” Competes with a cold, refreshing beer for the best thing to have in your hand during a warm DC afternoon.

Late night drinking – No. In DC, most bars and clubs close down around 3AM and start to get quiet around 2. If you are looking for a “sun coming up, 5AM” kind of evening, for better or worse, DC isn’t that city.

Happy hour drinking – Yes. A city where everyone is always “networking”, DC has a great happy hour scene. Particularly if you are traveling for business, check out the local watering hole before heading back to your hotel. Recommendations: Vinoteca on U St. for a great wine happy hour, Bullfeather’s near the Capitol Building to mingle with Congressional staff, and Co Co Sala for their “chocolate and bubbles” happy hour if you are with your lady friend.

The restaurant scene has evolved far beyond the previous

reputation for steak and cigar dinners in wood-paneled backrooms.

​Sights & Sounds​

On the weekends, skip Georgetown and instead visit the Eastern Market.

The author, Serge E., settled in DC after stints in Moscow (he could see Russia from his house), Chicago, London, and Boston. He came for a career in politics and policy, and stayed for the happy hours. He also loves exploring the District’s many up and coming bars, restaurants, and stores.



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