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Have you been here? Tell us about it below!End your day in Old San Juan with a pre-dinner stroll along the water, alongside the Old City Walls. It’s that time of day when everything seems to slow down, even the waters of the Caribbean Sea begin to ease into a glassy stillness - perfectly reflecting the midnight blue sky and the incandescent glow of the street lamps. Start from Paseo de la Princesa, at the Raices Fountain, and wind your way around the walls. Take in the views of the setting sun from the benches that line the walkway. Reminisce about the day and linger. There’s no need to rush into the night and tomorrow will come soon enough.

Posada Borravino is tucked away along one of Mendoza’s oldest poplar-lined streets in the city’s Chacras de Coria neighborhood. The country inn has eight distinct guestrooms that offer a peaceful respite in a quiet Mendocenean neighborhood. The hotel’s design is simple but elegant. Rooms feel clean and refreshing with rustic yet stylish furniture, patina walls, and high, white-washed wooden ceilings.

A boutique hotel experience in every sense, here guests frequently mingle in the sun-drenched living room and cultivate friendships over bottles of malbec and long evening asados (barbecues). The back garden provides an inviting place to enjoy a good book, dip in the small swimming pool, or simply soak up the tranquil atmosphere. The staff is friendly and knowledgeable about what to do and see in Mendoza—from winery tours to adventure activities. In the evenings, Posada Borravino is lit up by dozens of scented candles, creating a magical ambience that casts a rosy glow on your entire stay.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

The largest luxury hotel in the city, the Charleston Place takes up a full city block with entrances on King and Meeting streets; the latter leads to the grand lobby, with its imperial open-arm staircase, 12-foot crystal chandelier, and Italian marble floors. Its 433 large guest rooms have old-fashioned Southern details like mahogany and damask furnishings. The hotel’s lower level houses fine-dining restaurant Charleston Grill, an attractive hotel bar, a large indoor saltwater pool with a retractable glass roof, and a shopping arcade with designer stores. The hotel recently began a $150 million renovation but will remain open as the property is upgraded from stem to stern.

Opened in 2012, the Alpina is one of only two newly built, five-star hotels in Gstaaad in more than a century. Situated in a wealthy hilltop area in Oberbort, the hotel offers stellar views of the Bernese Alps (including the Spitzhorn and Oldenhorn) and the valley scenery of the Saanenland—as well as an impressive amount of discreet luxury. Built in traditional Swiss chalet style, the limestone-and wood-structure contains 56 rooms and suites that pair antique and artisan furnishings (wardrobes, tables, carved ceilings) with contemporary design pieces. All rooms have great views, though the higher the better; on the 5th and 6th floors, you’ll find the jaw-dropping, duplex Panorama Suite, with separate dining and working areas, and a fireplace. Furthermore, throughout the hotel’s public spaces, guests can see art by famous artists like Barbara Kruger, Tracey Emin, and Bosco Sodi.

The hotel facilities are some of the best in Switzerland, ranging from an authentically Cuban-style cigar lounge to multiple Michelin-starred restaurants. The hotel’s Six Senses spa spans a whopping 21,500 square feet and includes an 80-foot-long lap pool, while an immaculately landscaped garden, designed by French garden designer Jean Mus, brims with Alpine plants and corresponding fragrances in the summer.

For many, Thessaloniki is a happy alternative to the chaos of Athens. Although it’s home to just under 400,000 people, it’s the second largest city in Greece. There’s a large student population here, and so you’ll find the city busy with cafes, pubs, clubs, and restaurants. Of noteworthy mention is the iconic White Tower, built in the Byzantine period and still standing guard over the waterfront. There are a number of other Byzantine monuments around as well, including the churches of Acheiropoietos and the Heptapyrgion castle. The Old Town is worth exploring as well, which has a classically Macedonian feel to it.

The Pigalle neighborhood’s past comes alive in Hôtel Rochechouart, a 106-room property on the boulevard Marguerite de Rochechouart, itself a late-night destination and a 1920s hot spot for musicians, intellectuals, and artists. The hotel’s design by Charlotte de Tonnac and Hugo Sauzay of Festen Architecture builds off of that legacy; restored details include the blue mosaic floor in the restaurant and the glass elevator. The modern-feeling guest rooms are done up in a moody, autumnal color palette and feature Old World decorative details like burl-wood headboards, curvaceous armchairs, and alabaster suspension lamps.

Grilled meats, bite-size vegetarian meze, and grilled octopus and sea bass are some of the culinary delights that await in Istanbul, where Mediterranean, Turkish, and Ottoman cooking methods combine to deeply satisfying (and sometimes surprising) results. Our favorite places to eat in this magical city range from chef Mehmet Gurs’s fine-dining restaurant with a view to humble neighborhood spots for homestyle cooking.

Whether or not you consider yourself a museum goer, Berlin’s 170 (or so) museums are sure to serve up at least one or two collections that pull you in. History, culture, art, food, and more: it’s all inside (or, at the East Side Gallery, painted directly on) the walls of Berlin’s museums. Art lovers should head directly to the Hamburger Banhof Museum or the Bauhaus Archive. Want to look at the wall that once divided the city you’re exploring? It’s the open air East Side Gallery for you. For those who want to explore the history of WWII, the Holocaust, and of the history of the Jewish people in Germany, Berlin offers several incredible institutions, including the Jewish Museum and the German Resistance Memorial Center.

Seattle’s hotels cater to all sorts of travelers, from budget-conscious families to couples seeking a romantic getaway. Which hotel is best for you? The Four Seasons combines luxury accommodations with a central location in downtown Seattle. The hip Ace Hotel is in the heart of Belltown’s nightlife. Or you can explore Ballard’s artsy shops and restaurants while staying at the small, cozy Ballard Inn, just steps away from one of Seattle’s weekend farmers markets.

The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.

One of the delights of Valparaíso is exploring the colorful hillsides that ramble down towards the sea. Take the century-old funicular elevators Ascensor Concepción (Turri) or El Peral near the main plaza, constructed between 1883 and 1911. Once high into the hills of Cerro Concepción & Alegre, explore the meandering alleyways and cobblestone streets on foot. There are boutiques, cafés, mom-and-pop shops, old school bakeries, bars, restaurants, art galleries, and church bells tolling. It often feels more like a small village than a city. Climb up and down the many staircases often lined with bright graffiti. In the distance, the bay gleams in sunlight and the busy port never tires. At dusk, the lights twinkle like fairylight. Grab a table at a spot like Café Turri for a view of the sunset and a cocktail.

Among the neighborhood’s art-minded hotels, the Gladstone is the most interactive, with shows, classes, and ongoing events. The 37 rooms, all designed by local artists, have breathed new life into the 128-year-old icon, which filmmaker Christina Zeidler took over in 2003 and revitalized in 2005. The Victorian landmark, named for its avenue (in turn named after four-time Canadian Prime Minister William Gladstone), has been a gathering spot for over a century. And it was home to legendary Toronto characters like cowboy Hank Young, who became a fixture at the hotel as a country singer in 1961 and manned the hand-operated elevator from 2005 to 2009, and Peter Styles, former host of Karaoke Night, with applause sign in hand. The legend of Hank lives on in a framed photo in the stairwell en route to the second floor.

The Gladstone continues to push the boundaries of community and culture with creative events like its educational workshop series, Get School’d, and its annual alternative design event, Come Up to My Room (CUTMR), which runs alongside the city’s Interior Design Show. Begin your stay in this architectural gem with a drink at the Café or Melody Bar (that is, if you’re not first thrust into Fameless Karaoke Night).

Before cotton reigned supreme in the South, tobacco was the money-maker. Planters channeled their profits into increasingly ornate homes, and one of the best examples of this post-Revolutionary architecture can be found in the Harrisburg district of Augusta, Georgia. Between downtown and the Augusta National Golf course (where The Masters takes place every April) is the Ezekiel Harris House, dating from the 1790’s. In later years, the area around the Harris House would become known as Harrisburg, before becoming incorporated into Georgia’s second-oldest city. The South’s first industry grew up nearby after the Augusta Canal was dug in the 1840’s. While the neighborhood is awaiting renewal today, the house remains as a relic to the society and tastes of a fledgling United States. The house is open for tours every Saturday and by appointment during the week. The Smithsonian has called it ‘the finest 18th-century house surviving in Georgia.’

Old school ice cream parlor and soda shop with homemade candy and ice cream since 1921 in the same location in Bucktown. I wish the little jukeboxes on the tables worked but clearly it’s not hampering their business as there’s a line out the door every day, especially in the summer. Margie’s is a small place but perfect for an afternoon sundae dripping with hot fudge and maybe a dozen chocolate dipped cherries to go.