Fly ByClipper
Yankee Clipper
Washington DC

Washington is a grand-hotel town built around an executive branch and the rooms that run alongside it. The bars are political when they need to be and ceremonial when they don't. The dining rooms are quieter than the ones in New York and the addresses are older.

What follows is the directory. The bars worth a seat, the restaurants worth a reservation, the hotels worth the stay.

Where We Drink

U Street, Penn Quarter, the Willard lobby. Four rooms across central Washington, in the order that makes sense for a trip.

  • BAR

    Service Bar

    U Street

    High-energy, unpretentious, and speakeasy-style without the formality; the U Street cocktail bar from Chad Spangler and Glendon Hartley is a spot locals treat like a living room. Famous for the Frozen Old Fashioned (Chartreuse, brown butter, applewood smoke, served slushie-cold from the machine) which Bon Appétit called America's best frozen cocktail. Best for late-night bar hopping or post-dinner drinks; arrive before 9 if you want a seat.

    Order: the Frozen Old Fashioned.

    926-928 U Street NW, Washington, DC 20001
  • BAR

    Allegory

    Penn Quarter

    Penn Quarter's storytelling speakeasy hidden inside the Eaton DC, where the iconic Ruby Bridges mural now frames a dystopian "Banned in DC" narrative. Low light, leather banquettes, and a hardback menu featuring 17 "chapters" of molecular cocktails illustrated with toy-based art. Best for a moody date or a solo seat to explore the three-act menu through a spirit-forward drink.

    Order: Saturday Morning Cartoons, a cereal-inspired riff on an Old Fashioned.

    1201 K Street NW, Washington, DC 20005
  • BAR

    The Round Robin Bar

    Penn Quarter

    A historic, oil-portrait landmark inside the Willard InterContinental where Henry Clay introduced DC to the mint julep. Green leather banquettes and a circular bar built for political maneuvering. Best for a weekday lunch drink or a pre-dinner rendezvous to impress quietly.

    Order: the classic Mint Julep, served in a silver cup with crushed ice and a mountain of fresh mint.

    1401 Pennsylvania Avenue NW, Washington, DC 20004
  • BAR

    Bar Mini

    Penn Quarter

    The intimate twelve-seat cocktail counter from José Andrés in Penn Quarter, sister room to Minibar, where every drink is built like a course on a tasting menu. Theatrical, technical, prepaid, and reservation-only. Closer to dinner theater than a bar. Best for an anniversary or a one-night experience worth the lead time.

    Order: stick to the cocktail flight; it's the only way to see the full show.

    855 E Street NW, Washington, DC 20004

Where We Eat

Two Michelin-recognized rooms on Capitol Hill and Shaw.

  • RESTAURANT

    Pascual

    Capitol Hill

    Casual, sharing-style contemporary Mexican that delivers Mexico City flavor in DC, recommended in the Michelin Guide. Chefs Isabel Coss and Matt Conroy (also of Lutece in Georgetown) build the menu around tetelas, tlayudas, and lamb neck barbacoa, with a small but considered cocktail program leaning on mezcal. Best for a long weeknight dinner with three other people. Reservations are a challenge.

    732 Maryland Avenue NE, Washington, DC 20002
  • RESTAURANT

    MITA

    Shaw

    The Michelin-starred plant-based Latin American tasting room from Venezuelan chefs Tatiana Mora and Miguel Guerra in Shaw, where vegetables drive a 14-course journey from Brazil to Bolivia. The arepa basket is the calling card, with three sauces (chontaduro butter, cashew sour cream with chili oil, guasacaca). Best for a long, slow dinner with someone who appreciates technique without expecting meat at the center. Tasting menu only, with four-, six-, and 14-course formats.

    804 V Street NW, Washington, DC 20001

Where We Stay

Two grand hotels on Pennsylvania Avenue. The Willard is older. The Waldorf has the tower view.

  • HOTEL

    Waldorf Astoria Washington DC

    Penn Quarter

    The 1899 Romanesque Revival Old Post Office on Pennsylvania Avenue, restored to its historic grandeur after $200 million of renovation and operating as a Waldorf Astoria since 2022. The 12-story Clock Tower stays open to the public for free, the views from the upper floors are the best in DC, and the soaring atrium lobby anchors the architecture. Peacock Alley pours classics in residence; José Andrés' The Bazaar is the in-house dining room.

    1100 Pennsylvania Avenue NW, Washington, DC 20004
  • HOTEL

    The Willard InterContinental

    Penn Quarter

    The 1850 Beaux-Arts grand hotel two blocks from the White House, the address where Lincoln stayed before his 1861 inauguration and where the term "lobbyist" was reportedly coined for the men who pursued President Grant in the very lobby of the building. Mark Twain wrote portions of *The Gilded Age* here. Peacock Alley promenade, oil portraits, the architectural anchor of presidential Washington since the Civil War.

    1401 Pennsylvania Avenue NW, Washington, DC 20004