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This small, family-run wine shop in the Oltrarno district has been a gathering place for Florentines since 1947. Now run by the founder’s grandson and his family, it remains a place where neighborhood denizens come to buy wine to take home or to have a chat over a glass. Inside the shop, floor-to-ceiling shelves display bottles from a variety of Italian regions and vintages, with options in every price range. Glasses of red or white wine, dispensed from taps, can be enjoyed at the narrow bar. Or linger a little longer: Ask for a seat at one of the sidewalk tables, then order a glass of Chianti and a snack of chicken liver pâté (made from Nonna’s recipe) served on grilled Tuscan bread.

Commissioned and built by Icelandic wrestler Johannes Josefsson in the 1920s, Hotel Borg was one of Iceland’s first high-end hotels. Almost a century on—and despite a thoroughly modern refurbishment—it still exudes an atmosphere of old-world sophistication, with impeccably mannered staff and stately Art Deco touches such as globe lamps and brass-and-wood railings. The rooms combine comfortable leather chairs, polished parquet floors, and vintage photos of Reykjavik with modern conveniences such as Philippe Stark fittings in the marble bathrooms and Samsung smart TVs in the suites and superior rooms. The location is unbeatable: right next to the Icelandic parliament on pretty Austurvöllur Square, with ample opportunities to explore the city’s culture or world-famous nightlife.

Hunting for made-in-China souvenirs more Etsy than kitschy? Madame Mao is the spot! Check out the alphabet tote bags from Pinyin Press, cloisonné snuff bottles by Piling Palang, vibrant wrapping paper by Paper Tiger, and quirky jewelry from the young Shanghai designer Shin. If you’re into vintage finds more than handmade items, browse the extensive collection of Communist propaganda posters from the 1950s, ‘60s, and ‘70s. While the large framed images can be expensive, the postcards and photographs are affordable and can be tucked away in every suitcase.

You know that saying “They don’t build them like they used to”? Well, anyone who’s ever bought a new home knows exactly what that means. Fortunately, Salvage One’s mission is to preserve, conserve, and recycle glorious architectural remnants from old homes and buildings before they get hauled to the wrecking yard. With 60,000 square feet of space in the Near West Side neighborhood, Salvage One is packed with items like stained glass, claw-foot tubs, and big wooden doors; small, intricate accessories like doorknobs and drawer pulls; and vintage furniture and lighting. The store makes furniture, rents pieces as props for films and theater, and hosts private and corporate events. It’s an eclectic mix of services—but that’s Salvage One for you.

Speakeasies and secret bars are an ongoing trend in Australian cities, namely Melbourne and Sydney. Down an unassuming alley off Crown Street, behind an equally unassuming doorway, lies Shady Pines Saloon—if it weren’t for the alcohol license on the door and the bouncer outside, you would never know it was there. Inside, the décor is reminiscent of an old hunting lodge or saloon in the American West, with mounted animal heads, vintage beer trays, dim lighting, Johnny Cash on the stereo, and peanut shells coating the floor. Mustachioed bartenders mix craft cocktails and can advise you on their selection of bourbons and whiskeys. The fresh-pressed apple juice and whiskey is always tasty, while the mystery moonshine in the “leg bottle” makes for an adventurous choice.

The Argentine restaurant that took Sydney by storm in 2010—and even rose from the ashes of a fire that originated in its charcoal grill—finally outgrew its Cleveland Street Surry Hills digs and reopened on Holt Street in late 2016. The old parilla and asado fire pits were transplanted to the new location, this time positioned behind the counter of the open kitchen, and the rockabilly vibe lives on, albeit in a bright, plant-filled, parquet-floored space decorated with vintage sports and movie posters. Old menu favorites like the grilled Wagyu skirt steak and deep-fried Brussels sprouts can now be paired with a seafood cocktail, or wood-fired pumpkin tamales smothered in mole. End with the flan or melon ice cream served in the rind.

A restaurant inside Heidelberg Castle was never going to be modest or inexpensive, and Scharff’s Schlossweinstube is nothing if not upscale. With classic parquet flooring, sparkling chandeliers, and stucco ceilings, it’s romantic and refined, its Baroque decor only outdone by its Michelin-starred fare. Informed by classic German and French techniques, head chef Martin Scharff serves local favorites like Swabian ravioli, as well as roast duck, unique dishes such as veal kidneys, and a delicious cheesecake with raspberry sorbet, all perfect for pairing with an extensive selection of international wines.

If you’re not looking to splurge, try the neighboring Bistro Backhaus, with a more rustic appeal including vintage furnishings, a huge baking oven, and a casual menu of coffee and cake. It also features a shaded terrace and the same wine list as Scharff’s.

Tucked away in a rear courtyard on trendy Potsdamer Strasse, this dapper restaurant—run by the owner of the equally swanky and highly popular Katz Orange—draws on a famous German children’s book as inspiration, and offers a forward-thinking and global-minded menu that effortlessly spans items like char tacos and venison tartar. The restaurant’s two distinctly different floors, designed by Karoline Butzert and Nora Witzigmann, match comfortable and stylish furnishings to eye-catching artworks such as a bone-shaped neon sign by Kerim Seiler, and a chandelier made of vintage lights by the artist Björn Dahlem. The wine list is top-notch, but in case you fancy a change of scene, the associated Tiger Bar across the courtyard knocks up some killer cocktails.

Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.

Previously known as the Hotel de la Poste, the 97-room property transitioned to the W French Quarter in 2000 and has since undergone a $9-million overhaul. The newly redesigned rooms channel the city’s jazz and voodoo culture, while the new bar and restaurant, SoBou, serves modern Creole fare and has an excellent cocktail program run by Laura Bellucci. Another addition with the renovation, which was completed in 2012, is the FIT gym, open to guests 24 hours a day.

Of course, one of the hotel’s main selling points is its central location on charming Chartres Street, which is lined with antique shops, art galleries, vintage book stores, and the like. And should you want a quiet corner to while away the afternoon, the hotel’s outdoor courtyard is the perfect place to do so.

The hippest kid on the block has risen from the most unlikely of origins: the Fenway Motor Hotel, a run-down mid-century relic that once housed all manner of misbehaving musicians. Today the hotel feels more like an of-the-moment Los Angeles enclave, with mid-century furnishings, floor-to-ceiling Mondrian stained-glass windows, and upscale bathrooms. Local music and pop-culture memorabilia decorate the rooms and foyers, from framed Boston Phoenix covers (the city’s now-defunct alt-weekly) to vintage speakers and ‘70s-era phones.

In keeping with the rock-and-roll theme, both the lobby and the outdoor pool area regularly host live music. Lansdowne Street, home to legendary clubs like House of Blues, is just steps away, and of course no visit to Boston is complete without a stop at next-door Fenway Park (tours of the ballpark are available daily and year-round).

Ace Hotels—whose growing brand epitomizes a cool, unfussy, überhip hotel stay—debuted at this site in 1999, and it has become a kind of template for the company’s trademark style. While offering the essentials (including serious coffee by Stumptown), the Seattle Ace Hotel is very much a budget property and doesn’t provide fancy amenities (in fact, standard rooms share a bathroom). But the minimalist guestrooms, with their vintage furnishings and original, Pop Art-esque artwork hanging on walls, are spotless and cozy, and the hotel does offer a comfortable, convivial stay in the supremely walkable neighborhood of Belltown. The brick building has high ceilings and hardwood floors, and a few of the rooms have partial water views. Common areas aren’t large, but they’re the kind of spaces that invite conversation with fellow travelers.

In this modern age of Spotify, iTunes, and Pandora, record stores often seem sad and bitter places. Not so Waterloo, where music lovers—both staff and customers—celebrate the art. Bands playing Austin come in for in-store performances and signings, and you may recognize a few famous faces browsing the new and vintage vinyl and CD sections. As expected at a record store, the staff have big opinions but are friendly, and can help you navigate the 6,400-square-foot space. A highly recommended, if dangerous (prices are very reasonable but the desired objects are many), shopping stop.

Hotel Crayon Rouge, the little sister of Hotel Crayon just around the corner, drives the homey atmosphere with a number of clever features: an honesty bar and cheerful open-plan kitchen with a readily stocked fridge accessible for late-night cravings, an intimate lounge in the entry, used books on bedside tables, and reading lights in bathrooms. Colorful guestrooms are like fantasy bedrooms, with retro-chic style, graphic illustrated wallpaper, antique furnishings, and vintage decorative touches. Though rooms are compact, smart use of mirrors make them feel more spacious. The design of the property was masterminded by artist Julie Gauthron and is framed subtly around wine, the owners’ passion. You’ll find playful wine-themed wallpaper in the lounge, lamps in cork oak above the reception desk, and wine and whiskey carafes above the Rouge Bar dining table.

Looming over one of central Berlin’s most vibrant intersections, this restored Bauhaus building with its distinctive 1920s curved facade was transformed in 2010 into the Berlin outpost of the glamorous Soho House hotel and private members brand. The building has heaps of history, having started as a Jewish-owned department store before being taken over by the Nazis and then occupied by the Communist regime for archival purposes.

Today, it’s one of Mitte’s foremost havens of hip, offering quirkily decorated rooms that mix vintage with contemporary design tropes—think Marshall speakers and old-school record players, floral armchairs, and art deco bathtubs. The lofts are even more astonishing, both for their capacious size and their industrial-chic aesthetic—some come with grand pianos and foosball tables. The hotel also has a rooftop pool and adjacent bar with views of Alexanderplatz, a concept retail area, a private cinema and library room with a bar that hosts occasional events open to the public, an in-house restaurant, and a Cowshed spa that’s a popular destination in its own right.