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Staying in Midtown Manhattan is great if you’re planning to see Broadway shows and wander the paths of Central Park, but if your NYC itinerary includes dining out in Greenwich Village and shopping Soho and cocktails in the Financial District, you may want to consider one of these downtown hotels.

New York City’s distinct neighborhoods offer up all kinds of shopping experiences. Williamsburg, Brooklyn, and the side streets of SoHo are hubs for designer and indie boutiques. Department stores have their flagships planted on Madison Avenue around 57th Street, and you can score bargains at downtown’s Century 21. Here are some of the most unique places to shop in the Big Apple, including flea markets and museums.

In the heart of SoHo, the colorful Crosby Street Hotel is a boutique from the Firmdale Hotels group out of London. In 2009, owner and design director Kit Kemp opened this fresh, whimsical property, full of art, bold patterns, and a feminine touch that is frequently missing from the more common masculine-themed hotels of New York. Rooms feature floor-to-ceiling warehouse-style windows, with gorgeous views over SoHo and lower Manhattan. The ground-floor bar is a popular gathering place for New Yorkers, but many common spaces at this hotel are reserved just for guests. The Sculpture Garden and vibrant Drawing Room with deep, plush couches provide space to relax after a day of shopping in SoHo’s boutiques. There is also a 99-seat cinema where films are screened weekly.

There are a handful of appealing options in the West Loop, but the most exciting is the Hoxton Chicago, whose laid-back lobby is filled daily with locals and guests working, meeting, dining, drinking, or hanging out with a coffee. Part of the socially focused Hoxton hotel group that launched in London’s East End in 2006, this 182-room hotel has become the West Loop’s top rendezvous spot for meetings (unless you’re a member of nearby Soho House), but upstairs is just as enticing. We love “Flexy Time,” which allows guests to check in and out whatever time of day they like, so long as they book directly through the hotel website.

North of Georgetown, nestled on 5.5 acres of woods and gardens, this obscure museum is the former mansion of Geico Insurance executive and avid art collector David Lloyd Kreeger and his wife, Carmen. Designed and built by renowned architect Philip Johnson, the International Style masterpiece displays the couple’s collection of 19th- and 20th-century European and American art, and traditional African and Asian art, with an outdoor sculpture garden to boot. Highlights include paintings and sculptures by Picasso (their favorite artist), Renoir, Monet, Van Gogh, Cézanne, Rodin, Chagall, Mondrian, and local talents. The museum also functions as a venue for after-hours classical and jazz concerts.

This super-exclusive private club opened recently in the chic Palermo Soho district. Members or friends of members can go to the garden bar for poolside drinks. It’s all the buzz in Buenos Aires. 54/(11) 4832-5276.

Beyond the crowds of central SoHo—in a formerly industrial nook with historic roots on the edge of the Hudson River—a neighborhood is emerging: Hudson Square. This is the home of Hotel Hugo, a stylish loft-inspired retreat with an Italian spirit that has brought a bit of European-inflected flair to the neighborhood. This extension of SoHo has long been known by New Yorkers for its nightclubs, restaurants frequented by locals, and of course, the gorgeous Hudson River Park, an uninterrupted promenade that stretches the length of Manhattan. Now it has a chic hotel, complete with a rooftop that has a Cuban cantina vibe that serves cocktails against a backdrop of the Hudson River.

Bold. Innovative. The food of modern Jerusalem bang in the middle of Soho. Customers sit along the long, chrome bar chatting with the chefs in the open kitchen. Pots clank and cocktail shakers keep time with the funky soundtrack as customers line up outside the door. Palomar’s small plate menu is a fusion of flavors from North Africa, Southern Spain and the Levant. Thankfully, sharing plates is encouraged so you can sample a little bit of almost everything, but don’t leave without trying the Polenta Jerusalem! Make sure to book ahead. There is a small dining room if sitting at a bar isn’t your thing. Don’t be surprised if you find yourself on your phone, booking another table before the bill arrives.

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).

Some of the most intriguing cocktails in London can be found at Jason Atherton’s bars in Soho: Social Eating House, Pollen Street Social, and the newly opened Newman Street Tavern. That’s thanks to Gareth Evans, officially crowned the best bartender in the UK in 2013, who likes a drink that will make you smile even as it makes you a bit tipsy. Hence the thermonuclear daiquiri, one of the brightest and most potent drinks on the menu at SEH, which has also become one of the hottest places to drink in London. I also love the Nightwatchman—a drink inspired by the sport of cricket, which comes complete with its own cricket bat-stirrer—and the Cereal Killer, which comes in an old-fashioned milk bottle. You cannot help but have a good time here.

It can be extremely difficult to keep up with cool restaurant openings in NYC. My trick? I look for the lineups. On Soho’s edge, Jack’s Wife Freda had a buzz that caught my attention. When I returned, I was able to get a table solo at this packed boite. Duo Dean and Maya Jankelowitz (ex-Balthazar) make an inventive brunch menu stemming from Israeli and South African influences. I was in a Dr. Seuss mood and had the green shakshuka - yes, green eggs, no ham. I’m a fan of their housemade juices as well. Next time: rosewater waffles.

This sleek, ultra-modern spot takes its inspiration from the linear forms of Dutch painter Piet Mondrian. The Gezi Bosphorus offers a chic and thoroughly striking alternative to the city’s usual Ottoman aesthetic. Cozy rooms have a retro feel with smoked oak and glass used to create warm yet light-filled interiors. Floor-to-ceiling windows in the Deluxe Bosphorus rooms have attention-grabbing views of Istanbul’s iconic Bosphorus Strait.

The Gezi Bosphorus’ green credentials set it apart and prove comfort doesn’t have to be sacrificed for sustainability. Proudly practically zero-emission, the hotel reuses water in its garden; recycles all papers, plastics, and metals; and produces hot water from excess air-conditioning system energy, making it one of the city’s few hotels to receive Turkey’s Greening Hotel Certification. Just off Taksim Square, staying here puts guests amid Istanbul’s modern city core, steps from the shopping vortex of İstiklal Caddesi but still only a short hop on public transport to the historic quarter of Sultanahmet.

To while away time, you can go people-watching and vintage shopping in Stockholm’s answer to New York’s SoHo—South of Folkungagatan, called “SoFo” on Södermalm (“Söder” to locals). This busy bohemian district boasts some of the edgiest cultural experiences in town. Visit stores like Sneakersnstuff for funky limited-edition sneakers and running shoes, or wade through rows of vintage clothes at Beyond Retro, offering styles from Victorian-era attire to 1990s grunge-rock Pearl Jam–inspired clothes, with every era in between. If you’re into vintage—vinyl records, throwback clothes, paraphernalia, odd knickknacks—you won’t find them anywhere else if you don’t find them in Stockholm’s SoFo district.

With a smart and simple chalkboard menu of cheese plates, salads, sandwiches made with homemade bread, good coffee, and Argentinian wines by the glass, Pain et Vin is a lovely venue for lunch or an afternoon glass of Malbec rosado. The Palermo Soho eatery doubles as a tasting space and shop: look for Friday evening events open to the public, or stop by to choose from the excellent selection of boutique wines to take on a picnic to the park.

There’s plenty of art in Venice, from the churches to the Scuoli to the Accademia. But when you just can’t look at another Caravaggio, and even Titian hair doesn’t move you any more, refresh yourself with a visit to Peggy’s house. The renowned American heiress lived here for 30 years and houses a beautiful selection of her famous modern art collection. It’s a real jewel, small enough to feel manageable, significant enough to cover almost all of the modern art movements and include important pieces from Jackson Pollock and Mondrian to Picasso, Dalí and Kandinsky. The petite sculpture garden (above) has the kind of works that will make you smile, and there are also temporary exhibitions. I was there during a special Futurism collection and a young intern, seeing me with my 13-year-old friend Niambh, offered us a special one-on-one guide to the paintings. A joy.