Summary
In a nation as expansive and multifaceted as the United States, cities manifest in a multitude of forms, scales, and characteristics. From vast urban centers to hidden treasures, this guide highlights cities that epitomize the essence of traversing the US.
1. New York, NY
Best for arts and culture
Vibes: There are cities, and then there is New York City. The term “energy” might be a cliche in this context, yet it holds true. It is palpable the moment you arrive. This city transcends the characteristics of an ordinary American city; this is New York.
Do: With countless sights and attractions in such a globally influential metropolis, perhaps the optimal method to absorb New York’s essence is to simply wander its streets. Begin at Central Park and journey south through the Theater District to discover the vibrant bars and music venues in the Lower East Side. For the adventurous, consider hiking the picturesque High Line, taking the subway to Brooklyn, or visiting the unique Little Island.
Eat: You can find every conceivable dish from around the world, but for those new to the city, it’s advisable to try the classics, including Katz’s Deli, Peter Luger Steak House, Sylvia’s in Harlem for soul food, and John’s of Bleeker for pizza. However, this is NYC; a visit to a corner bodega will yield notable finds as well.
Stay: Chic hotels such as the Bowery Hotel and the Robert De Niro-owned Greenwich Hotel can be costly, prompting consideration for cozier alternatives like the Ludlow or the Freehand. Alternatively, if fortunate enough, you might know someone in the city willing to offer their couch.
2. Chicago, IL
Best for architecture and summer festivals
Vibes: With its stunning skyscrapers juxtaposed against the breathtaking backdrop of Lake Michigan, Chicago captivates visitors with its illustrious architectural marvels nestled within its museum-rich downtown. However, the genuine soul of the city resides in the diverse spectrum of its 77 neighborhoods.
Do: Chicago truly shines during the summer months, when its neighborhoods come alive with street festivals, while city parks resonate with live music. Although touristy, embarking on a boat ride on the Chicago River is essential, followed by a Cubs game at the historic Wrigley Field and a trip to the beach (which are surprisingly available here) – concluding with cocktails and live music at inviting neighborhood bars such as California Clipper or the Hideout.
Eat: The culinary landscape of Chicago is renowned for its working-class staples, featuring hot dogs, deep-dish pizza, and Italian beef sandwiches, all of which should top your itinerary. Complement your journey (and your waistline) with visits to the upscale Alinea, the favored Girl & the Goat, or the quaint seafood establishment, Calumet Fisheries.
Stay: With its prime location and a rooftop bar that stands among the best in the city, the Chicago Athletic Association is the ideal downtown destination. For a more localized experience, consider resting your head at Wicker Park’s trendy Robey or the boutique Longman & Eagle, which sits above a Michelin-starred whiskey bar and restaurant in the increasingly popular Logan Square.
3. Los Angeles, CA
Best for its variety of landscapes and experiences
Vibes: Nestled amongst pristine beaches and sun-kissed mountains, such a substantial city positioned near such abundant natural beauty is exceptional, facilitating almost any adventure one can envision. There is significantly more to Los Angeles than merely Hollywood, and the weather is also agreeable.
Do: A priority should be to relish the stunning ocean views available at one of the city’s meticulously maintained beaches (our suggestion is Venice, known for its diverse characters). Progress eastward through the nightlife of Hollywood into the lively neighborhoods of Silver Lake and Echo Park, before culminating your journey in LA’s art-centric downtown. A scenic drive through the Hollywood Hills or along the beautiful coastline towards Malibu is also a must-do.
Eat: Renowned for its constantly changing taco trucks and innovative eateries, LA excels in traditional establishments like Pink’s and Canter’s Deli. Upscale dining options are abundant at high-profile locations like Providence, while romantic new spots like Mirate in Los Feliz compete for your patronage (and budget). Nevertheless, even the strip malls of Los Angeles present excellent culinary options. No one would blame you for indulging in the iconic regional burger chain In-N-Out.
Stay: If extravagant five-star accommodations at the Beverly Wilshire or Shutters on the Beach are beyond reach, consider the charming Hotel June near LAX airport or the trendy Silver Lake Pool + Inn. Alternatively, securing an Airbnb in Venice or Laurel Canyon provides a more localized experience.
4. Denver, CO
Best for mountains and beer
Vibes: If one word were to encapsulate Denver, it would be “chill.” Despite significant development and gentrification, Denver retains its relaxed mountain charm while evolving into a cultural and economic epicenter of the American West.
Do: Experiencing a concert at the world-renowned Red Rocks Amphitheater and viewing a Rockies game at Coors Field present an impressive introduction to the Mile High City. Additionally, the burgeoning River North Arts District features innovative art galleries and breweries, all set against a stunning mountain backdrop with an inviting small-town vibe.
Eat: Once perceived as solely a steak-centric town, Denver now showcases a diverse culinary scene featuring a plethora of global cuisines, from the regional Chinese offerings at Hop Alley to local African delicacies at African Grill. Savor pizza from a shipping container at the trendy Cart-Driver, or try the city’s iconic green chili atop a late-night breakfast burrito at Pete’s Kitchen.
Stay: A flurry of new hotels are emerging in Denver rapidly. Among the current favorites are the rooftop pool destination Source Hotel, the cocktail-centric Ramble Hotel, and the apartment-style Catbird Hotel.
5. New Orleans, LA
Best for parties and offbeat history
Vibes: A vibrant celebration unfolds daily in New Orleans. With lively marching bands and open containers filling the streets, this city exuberantly showcases a dynamic appreciation for life, making it perhaps the most distinctive city in America – if not the world.
Do: Certainly, spend some time in the French Quarter; its beauty and history are unparalleled. However, do not confine your explorations solely to this area, as this gem of a city offers far more beyond the tourist-oriented core. Every corner brings discovery, from the tree-lined mansions of the Garden District to the lively jazz spots along Frenchmen St and the art-laden Bywater.
Eat: The eclectic fusion of cultures in the Crescent City shines through its culinary offerings, with influences from French, African, Spanish, Indigenous, and Southern culinary traditions. Notable establishments include Dooky Chase, Jacques-Imo’s, and Commander’s Palace, or simply wander the streets and chance upon a crawfish boil after grabbing a po’ boy from local spots like Frady’s One-Stop.
Stay: The elegant Hotel Monteleone ranks among the finest in the French Quarter (featuring a rotating carousel bar), yet alternatives like staying in a renovated church at Hotel Peter & Paul or above a lively rock bar at Royal Street Inn are equally inviting. New Orleans boasts a strong selection of Airbnb options.
6. San Francisco, CA
Best for urban exploration with ocean views
Vibes: Eclectic is the most fitting description. Encompassing a rich tapestry of cultures within a compact 7×7 square-mile region, San Francisco offers an exhilarating experience for urban explorers. Beautiful, maddening, and poetic, the City by the Bay is in a league of its own.
Do: From the bohemian atmosphere of Haight-Ashbury to the vibrant murals of the Mission, San Francisco is best discovered on foot. While touristy experiences like riding the cable car or taking a ferry to Alcatraz Island have their appeal, do not overlook visiting the LGBTIQ+-friendly Castro or the largest Chinatown outside of Asia. Mission Dolores Park is vibrant on weekends, while Baker Beach provides splendid views of the ocean and Golden Gate Bridge, with a clothing-optional section at the north end.
Eat: Renowned as a culinary haven, San Francisco boasts an array of premier options, including the Michelin-starred Lazy Bear and innovative Californios. For a more relaxed ambiance, consider local favorites like Gumbo Social and Tommy’s Joynt, followed by unique cocktails at Trick Dog.
Stay: The prestigious Fairmont San Francisco, located atop Nob Hill, provides optimal accommodations, while those seeking exclusivity might find appealing rooms at the Battery. For trendsetters, the newly established San Francisco Proper or Phoenix Hotel warrant exploration. Additionally, Inn at the Presidio, a historic B&B within its eponymous park, presents a hidden gem.
7. Santa Fe, NM
Best for quirky shopping and scenic strolling
Vibes: Established in 1610, Santa Fe is one of the oldest cities in America and a true work of art. With a compact, highly walkable downtown filled with genuine Native American and Mexican art, this UNESCO Creative City earns its title of the City Different.
Do: With a remarkable array of historic attractions unrivaled by any other city in the US, it is permissible to embrace your tourist status in downtown Santa Fe. Capture photographs of St Francis Basilica, San Miguel Chapel, and Loretto Chapel, and consider acquiring original Native art from vendors surrounding the Palace of the Governors. Moreover, the Georgia O’Keeffe Museum and the unique Meow Wolf interactive gallery are certainly worth a visit.
Eat: Santa Fe is celebrated for its Southwestern New Mexico cuisine, best experienced at classic establishments like the Shed. However, do not limit yourself to local staples; explore diverse options like the Afro-Caribbean Jambo Café or the Tune-Up Café, which serves Guatemalan delicacies. Upscale diners may wish to consider Geronimo.
Stay: Santa Fe offers an abundance of charming inns, such as the Tibetan-inspired Inn of the Five Graces, the romantic Inn on the Alameda, and the adobe-style Inn of the Turquoise Bear. For those looking to indulge, the luxurious Rosewood Inn of the Anasazi and the conveniently located La Fonda on the Plaza are highly recommended.
8. Charleston, SC
Best for Southern food and charm
Vibes: Experience the essence of the American South in this remarkably preserved coastal city, established in 1670. With pastel-hued colonial houses and historic church spires dotting the horizon, Charleston has been captivating visitors for generations.
Do: A walking tour presents an excellent opportunity to navigate the historic downtown area, where remnants of its own miniature French Quarter wait to be discovered. A ferry excursion to the Civil War-era Fort Sumter provides historical context, while sites such as the Old Slave Mart Museum facilitate understanding of the city’s complex past tied to the trade of enslaved individuals. Additionally, a trip outside the city to the relaxing Folly Beach can be a delightful conclusion to your stay.
Eat: Charleston has earned its reputation as a culinary capital of the South. Outposts like Husk, FIG, and Hyman’s rank among the most recognized (and frequented), while the rustic charm of Bowen’s Island offers a wonderful off-the-beaten-path alternative near the beach. For a romantic dining experience, visit 82 Queen for lunch, and do not bypass local favorites like Hannibal’s Kitchen for meals that should not be overlooked.
Stay: The Charleston Place provides a premium location and rooftop pool with an elegant yet approachable atmosphere, while the Charleston Harbor Resort & Marina, situated across the Cooper River, exudes a beach-friendly, family-oriented ambiance at reasonable rates. Sophisticated options like the Spectator Hotel and the cozy HarborView Inn offer excellent town accommodations.
