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A Stroll Through Old & New D.C.

Washington, D.C., is always full of surprises

Modern waterfront buildings and a marina with docked boats at sunset reflect light on the water—capturing the essence of A Stroll Through Old & New D.C. against an urban skyline in the background.
Photo courtesy of District Wharf

There’s no place quite like Washington, D.C. It’s a city where the world’s fortunes shift by the hour, where history is made just blocks away, and where even the hotel lobby could double as a global chessboard. Walking down its tree-lined streets, a visitor might encounter a senator deep in thought, a foreign diplomat in an unmarked SUV, or someone who responds to “what they do” with the intriguing misdirection of a spy.

Beyond the halls of power, D.C. is a living, breathing city — layered with history, culture, and hidden corners. One moment you’re craning your neck at the Lincoln Memorial, the next you’re sipping cocktails on a rooftop at The Wharf, trading glances with someone who might be CIA — or just really into crossword puzzles. There’s a thrill to D.C. that goes beyond monuments: it’s the sense that the city is watching, that everything matters a little more here, and that if one listens closely, they might catch a whisper of tomorrow’s headlines. Washington D.C. is always full of surprises.

The New D.C.: The Wharf & Pendry Washington DC

Washington, D.C., is also a city of contrasts, where history and modernity intersect at every turn. Opened in 2017, The Wharf is emblematic of D.C.’s transformation. Once an industrial zone, it’s now a bustling waterfront destination, home to sleek hotels and scenic piers that invite leisurely strolls. It’s the place to experience the city’s contemporary side, where glass facades and rooftop bars reflect the new era.

Marina with several docked yachts and boats in front of modern waterfront buildings at sunset, capturing the essence of A Stroll Through Old & New D.C.
Once industrial, now iconic — The Wharf is D.C.’s modern waterfront hub.
Photo courtesy of District Wharf

Book a room at Pendry Washington DC for a luxurious stay right on the water. The Pendry’s sleek design blends classic DC elegance with modern edge, and the rooftop pool offers a refreshing retreat. Guests will say “Aaah!” when they open their hotel room door — the curved, stylish rooms feature plush beds, deluxe products, and sweeping views of the Washington Channel and Potomac River.

Modern outdoor pool area with lounge chairs, cabanas, and umbrellas, overlook a marina framed by autumn trees and city buildings—a perfect setting for A Stroll Through Old & New D.C. beneath a partly cloudy sky.
The rooftop pool at Pendry Washington DC offers a sleek waterfront retreat with sweeping views.
Photo courtesy of The Pendry

When the sun dips, sip a cocktail at the chic Bar Pendry before heading upstairs to Moonraker, the hotel’s signature rooftop restaurant and bar. Here, sushi and Japanese-inspired small plates pair with curated cocktails, cozy fire pits, and panoramic views of the Potomac. Check ahead for events–on any given night a saxophonist or live DJ might set the mood for a sushi making class, or a guided stargazing exploration by telescope. Rub elbows with the global chic.

A table set with various sushi dishes, including nigiri, rolls, sashimi, cucumber salad, and a drink—like taking A Stroll Through Old & New D.C., where classic and modern flavors meet as chopsticks reach for each bite.
Sushi and Japanese-inspired small plates at Moonraker.
Photo courtesy of Moonraker

Dining around The Wharf leans toward upscale chains (Fogo de Chao, Gordon Ramsay), but we loved the unfussy vibe at Bartaco just below the hotel for seafood tacos from the local waters. The Wharf was built around the Municipal Fish Market — since 1805 the oldest continuously operating fish market in the country. Salt air, seagulls, and shucked oysters keep the area anchored in its maritime roots.

The Wharf also hosts live music every single day of the year, with a variety of venues to choose from.

D.C. Classic: Dupont Circle & The St. Gregory Hotel

For a more historic DC experience, The St. Gregory Hotel in Dupont Circle offers a sophisticated stay in one of the city’s most charismatic neighborhoods. This boutique property blends modern comfort with a nod to the area’s rich past, making it a perfect retreat for travelers who appreciate old-world charm. The staff is so friendly, and the lobby so inviting, that when you return each day you might feel like you’re home.

Experience a modern hotel lobby that blends old and new, with a central fireplace, decorative plants, candles, a staircase, and a reception desk under contemporary lighting—perfect for A Stroll Through Old & New D.C.
Inviting lobby at The St. Gregory Hotel in Dupont Circle.
Photo courtesy of The St. Gregory Hotel

Dupont Circle is DC at its most classic — leafy streets, stately row houses, and enough culture to make you feel smarter by osmosis. It’s the kind of neighborhood where you stumble upon one café after another, then realize you’ve wandered into a gallery opening.

When staying at The St. Gregory, splurge on dinner at Ellington Park Bistro. French-inspired but relaxed, it serves standout cocktails (the Negroni Violette is a favorite) and dishes like to-die-for branzino, steak frites, and a French onion burger. Happy hour — $6 beers, $9 wines, $12 cocktails — is a steal.

A cooked fish fillet topped with tomatoes, sliced almonds, and microgreens sits on green beans, drizzled with olive oil—inviting you to taste flavors as vibrant as A Stroll Through Old & New D.C., served elegantly on a white plate with a gold trim.
Branzino almondine at Ellington Park Bistro.
Photo courtesy of Ellington Park Bistro

Stroll the neighborhood for art, history, and shopping. Revamp your wardrobe just a short walk away at Secondi, a consignment boutique packed with designer and vintage treasures. Book lovers should head to Kramer’s, a neighborhood institution. One of the first bookstores to include a café, it still hosts readings, book clubs, and afternoon tea.

Architecture fans and history buffs should peek into the Patterson Mansion, a Beaux-Arts gem that once belonged to Eleanor “Cissy” Patterson. The guest list back in the day included President Calvin Coolidge. Now an event space, the mansion still drips with old-school D.C. glamour.

If art is your thing, don’t miss The Phillips Collection. America’s first modern art museum, it’s tucked inside a massive Dupont Circle townhouse. The collection features heavy hitters from the late 19th to mid-20th centuries — Braque, Picasso, Rothko, O’Keeffe — and a warm, lived-in vibe that makes viewing feel intimate. Renoir’s Luncheon of the Boating Party is the crown jewel: a portrait of elegance, leisure, and timeless charm that also evokes Dupont Circle to a T.

D.C. Stories: History & Espionage

In its new digs just steps from The Wharf, the International Spy Museum has been D.C.’s most compelling new museum since 2019. Highly interactive, the active exhibits let you adopt a secret identity, test your spy skills, and dive into real-life missions from Civil War to Cold War to modern cyber espionage. Even the biggest spy scandals — from Mata Hari to Robert Hanssen — are laid out in minute, fascinating detail. The lighter current exhibit Bond in Motion rolls out gadget-laden vehicles from MI-6’s most famous spy.

A Stroll Through Old & New D.C.: A display of various classic cars and a small aircraft in a well-lit indoor museum exhibit with informational panels and blue accent lighting.
Bond in Motion exhibit at the International Spy Museum features iconic spy vehicles.
Photo courtesy of International Spy Museum

For a different take on D.C.’s evolving story, take the five-minute subway ride from Dupont Circle to the National Portrait Gallery, where American history is told through the faces that shaped it. The portraits range from iconic (Gilbert Stuart’s George Washington), to pitch-perfect (Jimmy Carter), to unfortunate (Bill Clinton’s giant pixelated head). Among the most striking is Kehinde Wiley’s portrait of Barack Obama — vivid, contemporary, and a bold statement of progress and change. Though the current climate is less than ideal, one feels a quiet sense of comfort and hope standing beside our 44th President.

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