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After driving just over six hours from Denver into the northern reaches of Wyoming, I needed to crash for the night. Taking the Buffalo (population 4,585) exit off the interstate, I cruised towards downtown passing a Holiday Inn Express, a Super 8, and a Day’s Inn. Did I really have to spend the night in a modern matchbox of a room? No, in fact, I didn’t. I used one of my lifelines and called a friend, asking her to do a quick Google search. Bingo! She said, “Go to the Occidental!” almost in the same tone Horace Greeley had uttered, Go West, young man.” In the front window, a sign read: “Wireless in 1880 and still wireless. Internet in all rooms!” I opened the front door and walked directly into the 19th century – a Tiffany chandelier, an embalmed moose head, and a roaring fireplace in the lobby of this 130-year-plus historic hotel. According to the owner, the Occidental’s been witness to a parade of Western icons: Butch Cassidy, Calamity Jane, Buffalo Bill, Owen Wistler, and Teddy Roosevelt. I kind of liked the idea I’d be sleeping under the same roof, as had this gang of five. Fully restored in 2007, the names of the rooms themselves conjure up another era: The Bordello, Cowboy Bunkhouse, and Madam’s Retreat, to name a few. I happily wound up in the Cottonwood Suite, boasting a four-poster king bed, an ensuite bathroom, and dressing room. Twenty-first century comfort amidst 19th century antiques. If you’re in the area, this is the place to spend the night.

Located in the small river town of Hannibal, the Mark Twain Boyhood Home & Museum is actually a cluster of eight buildings that pay homage to one of America’s most celebrated authors. Visitors can tour Mark Twain’s Boyhood Home & Garden—a designated National Historic Landmark—to see where Samuel Langhorne Clemens grew up and the real adventures of Tom Sawyer took place, then pop into the Interpretive Center to view a timeline of his life and several interactive exhibits. Also worth checking out are the Huckleberry Finn House (where Tom Blankenship grew up), the Becky Thatcher House (featuring a museum dedicated to Laura Hawkins and childhood in the mid-1800s), the J.M. Clemens Justice of the Peace Office (where Twain’s father held court), and the Museum Gallery (home to 15 Norman Rockwell paintings and treasured Clemens family artifacts). Before heading out, be sure to pose for a family photo in front of the Tom & Huck Statue, which sits at the foot of Cardiff Hill.

If you are looking for a fun, buzzing eating scene in the Wall Street area, this is it. Stone Street is a narrow, cobblestone street lined with restaurants and bars and filled with outdoor, communal tables. During lunch on nice days, an energetic crowd of casual business types from the Wall Street area fill the alley with loud laughter and clinking glasses. And after work—especially on Wednesday and Thursday nights—it’s a busy social scene. Stone Street was the first paved street in NYC. It starts at Hanover Square (off William Street 2 blocks south of Wall Street). Look for the imposing brownstone India House with the famous Harry’s Bar in the basement and walk around the building. Directions may sound complicated, but once you get in the area, follow the buzz of the crowd or ask one of the locals. About ten years ago, this historic corridor had a $2 million restoration of its cobblestone streets and vintage lamp posts, which helped usher in the new restaurants and the young crowds. Popular eateries include Adrienne’s Pizza Bar, Vintry Wine & Whisky and Ulysses Pub. Also on this street is Harry’s; opened in 2006, it is a new generation offshoot of the historic Harry’s at Hanover, a high-profile eatery in the financial district from 1972 to 2003. Food festivals also attract a hungry crowd. Look for Stone Street Fest in May and the Oyster Festival in September.

Like many of the hippest bars in town, Mary’s is intentionally hard to find. As you make your way down King Street, hang a right on Mary Street and look for a bar on the left with no sign and a rocker crowd. Inside the two-story tavern, a chalkboard menu lists enough craft beers (including the house-brewed Slayer Juice), wines, spirits, and cocktails to require a second chalkboard for fried chicken and burgers (known as the best in town). Get your birds by the half, whole, or “Larry style”—two whole birds deep fried with mash and gravy—and your burger with “trashcan bacon.” Mary’s also does a bacon Bloody Mary with American cheese melted over the rim of the glass that’s more than worth a try.

Prozna street has a tragic history. Most of the Ghetto buildings were totally destroyed. Only a few of them are left. Prozna street is unique because this is the only street in the historic Jewish part of Warsaw where tenement buildings have been preserved on both sides of a street. They were never restored after World War II. After years of preparations finally started the revitalization of the historical tenement houses. Every September, Warsaw holds the festival of Jewish Culture “Singer’s Warsaw.”

Shops, a market, and a truly pan-Asian food court wrap around a busy plaza at this classic Chinatown stop on the corner of Hotel and Maunakea streets. Note: Don’t even try to enter the Maunakea Marketplace during Chinese New Year—a 15-day festival that starts on the new moon between January 21 and February 20—unless you’re agile and adept at navigating tight-packed crowds.

Copenhagen’s pedestrian-only shopping street, Strøget, stretches from the city square (Radhusplasn) to Nyhavn (Kongens Nytorv) and is lined by shops, cafes, department stores and restaurants. Walking the street from end to end is an absolute must as part of any visit to Copenhagen. Set aside some extra time to enjoy the street performers and skilled buskers that line the street year-round.

Set within the Banco de la República’s museum complex, the Botero Museum offers a sampling of paintings and sculptures by famed Colombian artist Fernando Botero, best known for his still lifes and his exaggeratedly rotund human figures. Botero donated 123 of his own pieces to the institution, as well as 85 from his personal collection—including treasures by Chagall, Picasso, Monet, and Miró. The gracious colonial-era mansion includes an area that displays contemporary Latin American and European artworks. Audio guides are available in English, French, and Spanish.

A classic New England bed and breakfast with a boutique hotel vibe, the Union Street Inn is housed in an impeccably maintained 1770 whaling captain’s home just off Main Street in downtown Nantucket. A short walk from the Hy-Line ferry and harbor, the inn has a convenient location in town (including parking, a huge perk on the island) and can also outfit guests with beach gear for a day on the sand. A quintessential gray-shingled exterior contrasts with the bright blue chinoiserie patterns and crisp white Frette and Matouk linens in the inn’s 12 immaculate rooms. Union Street’s cherry on top is the made-to-order gourmet breakfast, which might feature fresh peach cinnamon rolls or homemade carrot cake, depending on the season.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

The stars shine every night at the Ogunquit Playhouse, a theater with a rich history and an enviable reputation. Broadway professionals bring this 750-seat summer-stock theater to life from mid-May through October. Born in 1933 out of the Little Theater Movement, the current space dates from 1937 and is listed on the National Register of Historic Places. Don’t miss attending one of the five musicals, ranging from Broadway hits to world premieres, staged each season. Insider tip: Plan ahead to book a 90-minute Behind the Scenes Tour or a 45-minute Stage Door Tour to view the greenroom, wig and sound rooms, and original dressing rooms used by luminaries including Bette Davis, Myrna Loy, and Steve McQueen.

This Upper East Side legend opened its doors in 1930 and, since then, has offered big-city accommodations to a legion of luminaries, from John F. Kennedy and Ingrid Bergman to the Duke and Duchess of Cambridge. The hotel’s famed restaurant Café Carlyle is where much of the action—and longstanding history—exists, having consistently hosted top talent like Woody Allen, Alan Cumming, and Rita Wilson since opening in 1955.

Walking through the CBD, I was delighted to come upon this buzzing shopping area. The street has been turned into a mall, with a covered area, where vendors can set up to sell all kinds of things. Haircuts are one of the favorites. There are nice shops, like Kurt Geiger, opening in the area, to go with the street vendors. I heard that people come from all over Africa to shop here.

Native American history comes alive at this re-creation of a Cherokee village that’s designed to replicate life in 1760, when European contact begins to negatively affect the tribe. Visitors experience life and witness skills that have been passed down for generations, including traditional canoe hulling, basket weaving, clay pottery making and traditional medicinal practices using plants native to the Smokies. The village consists of earthen trails through replicas of Cherokee huts, and the day is punctuated by live reenactments, including dances and ceremonies as the tribe prepares for war with the European invaders. After a day at Oconaluftee, stay for Unto These Hills, a dramatic retelling of the Cherokee story from contact with the Spanish in 1540 to the Trail of Tears under President Andrew Jackson to the reemergence of the tribe as it exists today.

Some find this narrow, neon-lit French Quarter street appealing, others appalling. But it’s worth a stroll either way. It’s as if all the sins of mankind and then some were rounded up and corralled here—tawdry strip shows, cheap and potent drinks, the coveting of neighbors’ wives, petty larceny, big-ass beers, bad cover bands, and so on. (Bad cover bands were not technically mentioned in the Old Testament, but to many they’re the street’s most shameful sin.) The heart of the party zone stretches eight blocks from Iberville Street to St. Philip Street, with the thickest concentration of bars on the Iberville end. New Orleans allows alcoholic drinks outside, as long as they’re in plastic cups, or “go-cups"—meaning you can roam the length of Bourbon Street with your beer or hurricane in hand.