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If you fancy a trip back in time to catch a glimpse of how life changed throughout the 19th century, Naper Settlement is the time machine you seek. There is a dizzying array of educational and cultural learning to be done on these hallowed grounds. Check out the schoolhouse, the chapel, the carriage house, or perhaps the stonecutter’s shop; these and many more await you at this marvelous outdoor museum. The Naper Settlement is also great for field trips, corporate events, weddings, volunteer activities, or just spending some time exploring. With the litany of choices, the best bet is to check out the website and see what part of the 19th century suits you best.

Tucked on the corner of Hopkins Avenue and Monarch Street, White House Tavern occupies one of Aspen’s oldest buildings, a small Carpenter Gothic–style white house that was built in 1883. The offerings here don’t change from when the restaurant opens for lunch at 11 a.m. to when the sky darkens and the cocktails start flowing into the night. The menu is made up mostly of hearty salads (Thai steak and noodle, kale with rotisserie chicken) and tasty sandwiches, including an incredibly crispy chicken sandwich and a flavorful, perfectly cooked prime rib au jus piled high on a homemade roll. The cocktail list is short and tends toward the classics—negroni, margarita, martini—but the wine list is surprisingly ambitious.

Baseball fans will appreciate a stop at Luther Williams Field, the second-oldest minor league stadium in the country. It started as the home to the Macon Peaches in 1929. Since then, the names and teams associated with the park have changed, but many notable players have passed through the iron gates. Pete Rose played for the Macon Peaches and while the Macon Braves were an affiliate of the Atlanta Braves, future players Chipper Jones, Andruw Jones, Rafael Furcal and John Smoltz spent time here. The Macon Pinetoppers currently play at the field, which has also become a filming location in the movies 42 and Trouble with the Curve.

The world’s largest chocolate shop also includes two restaurants and is a dream come true for travelers with a sweet tooth. At the Chocolate Café, you can fill up on hot chocolate, tortes and chocolate treats. The Chocolate Restaurant specializes in incorporating chocolate, as well as cacao, into savory dishes. You’ll want to pick up some gifts for friends at home—or just snacks for later in the day—at the shop.

Make your way to Market Street and head to the Hearst Building, where downstairs you’ll find Local Edition. This cocktail bar takes its inspiration from the thriving San Francisco newspaper business of the 50s and 60s, and it shows—you’ll sip on drinks while surrounded by vintage paper presses and archival newspaper clippings. Try their updated version of a San Francisco favorite, the Bloody Mary. Local Edition is open Mondays through Fridays from 5 p.m. to 2 a.m. and Saturdays from 7 p.m. to 2 a.m.

Hampstead Heath is a legend: 800 acres of wide-open space dotted with ponds, woods, walking tracks, and the odd stately home. North Londoners take pride in this place, where you will find dog walkers, picnickers, Saturday soccer players, and hardy outdoor swimmers at all times of the year. It brings a touch of true wilderness to the city, and it’s also home to a lido, a stately home with an unrivalled art collection (at Kenwood House), and the famous bathing ponds established by the Victorians (and thus separate for gentlemen and ladies). Parliament Hill also offers one of the best views in London.

A modest three-story building in the Ferreirasdorp area of Johannesburg, Chancellor House once contained the first black law firm in South Africa, opened by Nelson Mandela and Oliver Tambo at the height of apartheid. It was here that the two attorneys fought for those accused of crimes against the state—many of which they were also held accountable for later in life.

Left to languish for years, Chancellor House was restored to its former glory in 2010 and now features a freedom struggle museum on the ground floor. One particularly fascinating display includes a timeline with photographs and interesting events from Mandela’s life, including a picture of him sparring with Jerry Moloi on the rooftop of the South African Associated Newspapers Building. Many of the displays are also visible from the street so passersby can learn more about Mandela and Tambo while exploring the surrounding neighborhood.

In a city packed with new construction, this Art Deco landmark remains a fixture of the Huangpu River—just as it has for more than eight decades. A favorite of visiting celebs and dignitaries, the Fairmont Peace Hotel is divided into North and South buildings. Complete with a copper-sheathed roof, Italian marble floors, and Lalique glass artwork, the 1920s North building—known as Sassoon House for its British businessman owner Sir Victor Sassoon—was once home to the Cathay Hotel; guests included Charlie Chaplin, George Bernard Shaw, and Noël Coward, who completed Private Lives here. The 1850s Renaissance South Building, formerly the Palace Hotel and once the tallest structure on Nanjing Road, was occupied by the Japanese during World War II. The two buildings combined to become the Peace Hotel in 1965, operating continuously until closing in 2007 for an overhaul of the exterior, interiors, lobby, and guest rooms by Hirsch Bedner Associates.

Today, Art Deco influences and romantic flourishes are evident throughout the 270 rooms and suites, many of which boast Bund views. Fairmont Gold rooms come with private check-in and lounge access, while the each of the opulent Nine Nations Suites is named for a different country and features corresponding décor. The Dragon Phoenix and Cathay Room serve Shanghainese–Cantonese and European cuisine, respectively, and the legendary Jazz Bar takes you back to a 1920s-era private club. After a day spent exploring the city or shopping along nearby Nanjing Road, take refuge in the Willow Stream Spa, which has 11 treatment rooms and a skylight-lit pool.

The most famous remaining stretch of the Berlin Wall gets its name from its location on the east side of the Spree River, as well as from its collection of political and satirical murals. Originally painted just after the wall fell, the murals were repainted (or in some cases painted over) in 2009 as a way of cleaning up the increasingly decayed originals and in recognition of the 20th anniversary of the fall of the wall. Today, a fence partly protects the gallery to prevent vandalism of the murals, but people throng here nonetheless, especially in summer. A museum at the site tells the fascinating story of the structure through interactive displays, original newsreel footage, and filmed interviews with Berliners who lived on both sides.

The central hub of downtown Amsterdam is Dam Square, and it’s been at the heart of the city’s history since the 13th century. Today, the open-air public space is ringed by shops and restaurants and packed with people, including street performers and tourists en route to nearby attractions like the Royal Palace, the National Monument, and the Nieuwe Kerk (New Church), where you can catch a horse-drawn-carriage tour of the city.

Perched between South Atlantic beaches and lagoons and the massive sand dunes of the Namib Desert, the town of Swakopmund reflects a Bavarian-meets-African heritage in its buildings, cuisine and language. (It was the main harbor of German South West Africa, which lasted from 1884 until 1915, when South Africa took over the administration of the area.) Learn about the history of the town at the Swakopmund Museum, with exhibits on native flora and fauna, historical objects and archaeological relics, and the ethnology of the Namibian people and their cultures. The architecturally striking Kristall Galerie showcases Namibia’s mining history and includes the world’s largest quartz crystal cluster, a gem garden and a studio and shop for fine jewelry and precious stones.

Peter’s Antiques is a legendary second hand shop in Swakopmund. It originally opened in 1983 and has grown over time to hold a rather large collection of German colonial memorabilia. A walk around the shop and a chat with the shopkeeper provides unique insight into Namibia’s history. Even if you don’t like shopping for antiques, it’s an interesting place to poke your head into.

Pella is the place to put on your archaeology hat. There may be no triumphant temple remains or grand Roman roads here, but if you like history, Pella is one of Jordan’s most important archaeological sites. Excavations here reveal a staggering 6,000 years of continuous settlement from the Neolithic age right up to the 14th century. The scattering of ruins strewn across the hilltop include a Canaanite temple, Umayyad residential houses, and a Byzantine church (built over an earlier Roman structure) which are fun to poke around in. The real joy of a visit here, though, is the lonely, windswept setting amid the hills, where you’ll rarely encounter another visitor except maybe a shepherd grazing his sheep.

Don a headset, approach an exhibit, and wirelessly listen to African thumb piano or Mongolian throat singing at the vast Musical Instrument Museum. Besides browsing some 15,000 artifacts that represent different musical genres, visitors can catch a concert, take a drumming class, or recharge at the café, which serves global fare made from local products.

One of my favorite places in the whole world—Vieques! I’m actually a little apprehensive to share, because I’d love to keep it the semi-secret it is. If you time it well, you can have this beach all to yourself.