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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.

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.

Part of the Dorchester Collection, this Palace-designated hotel is deeply connected to its setting on the avenue Montaigne, the historic home of haute couture in the Triangle d’Or (Golden Triangle). Just across the street, Christian Dior opened his first shop in 1946 then showed his inaugural collection at the hotel. To this day, the subterranean Dior Spa (currently under renovation before a September relaunch) celebrates the link to the designer. The 154 guest rooms and 54 suites are likewise imbued with a chic couture vibe, whether you choose the classical style or newly renovated art deco rooms, punctuated with pops of red to echo the facade’s geranium-filled window boxes.

The perfect souvenir for the food-loving traveler? Slim bars of chocolate wrapped in paper patterned with groovy midcentury designs. Or a pale blue box tied with a satin ribbon, holding a treasure of pralines, caramels, and squares of dark chocolate. Vestri is a family-run establishment that has been turning out delicious chocolate creations for more than 30 years. The clan owns its own cocoa plantation in the Dominican Republic, which ensures the quality and ethical sourcing of its products. The shop also sells modern confections like white chocolate with salt and sesame, as well as sweets based on ancient Florentine recipes. Take decadence to the next level and indulge in a scoop of creamy gelato affogato, drowned in hot chocolate, while you shop.

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.

One of Seattle‘s most postcard-friendly areas, Pioneer Square is a beautiful, historical neighborhood with plenty to do. The galleries come alive for First Thursday art walks, not to mention the delicious lunch spots, quirky boutiques, and vibrant nightlife. Every Tuesday, a different food truck parks at the First & King Loading Dock (505 1st Ave S.), so there’s always something new to try. By night, the bars, pubs, and clubs fill up with tourists and locals looking for fun. The Seattle Underground Tour and Smith Tower attractions can be found here, as well as the Seattle Metropolitan Police Museum and its collection of vintage police cars. But there’s plenty to see if you just amble around and explore, too.

For quality quick eats on the Westside, Flake on Rose Ave. is a cheap and cheerful delight. Breakfast is their bread and butter with pieces of toast literally hanging on the walls. Okay, they are actually art; the toast slices are framed and burnt with images of celebrities like Bill Murray and Pee-wee Herman, and on the opposite wall hangs vintage cereal box fronts. They serve cereal, granola, oatmeal, and yogurt bowls with over 20 ingredients, including fruits, nuts, and sweets to concoct your own mix. Their hot savory dishes include favorites like ‘The Super Cro-Jo!’ (scrambled eggs, gouda, bacon, lettuce, tomato and secret sauce on a croissant) and ‘The Veggie Rad!’ (egg white, avocado, veggie sausage, American cheese and secret sauce on an English muffin), both of which are the only menu items with an exclamation mark to their name. Flake’s retro charm, old-timey playlist, indoor/outdoor seating (or simply to-go), and friendly staff make for an overall enjoyable and tasty experience.

This Little Burgundy mainstay is the headquarters of chefs David McMillan and Frédéric Morin, the acclaimed and enterprising minds behind an evolving blackboard menu that has been known to feature smoked meat croquettes, house-cured ham with truffles, lobster spaghetti and horse meat steaks. The duo is known to do absolutely everything in-house, even brew their own beer and distil their own absinthe. Stroll down Rue Notre-Dame, past their other restaurant, Liverpool House, to the nearby Lachine Canal after an evening at this inviting space with vintage wooden chairs, leather banquettes and a permanent air of celebration.

Travelers seeking spacious accommodations in buzzy South Yarra would be wise to choose this MGallery by Sofitel property on shop-lined Chapel Street. The smallest of its 111 guest rooms start at a roomy 410 square feet and feature plush king beds, black-marble bathrooms, and smart TVs, while its largest split-level suites are nearly quadruple in size—one has its own private spa bath and sauna, while another houses a dining table for 10 and a baby grand piano in the living room. The interiors scream personality, with a bold color palette of hot pink, turquoise, and lime green and decorative elements like gray-and-black leaf decals. After a day spent shopping in the nearby boutiques, unwind in the gym and sauna, then chill out in one of the plush lounge chairs on the seasonal rooftop deck or around the indoor pool, which is covered in a retractable glass roof that opens during warm weather.

Pearl was founded in 1881 as a traditional brewery. These days, however, the bustling complex is less about beer than its 15 restaurants, dozen-plus retailers, and numerous family-friendly events, including a twice-weekly farmers’ market. Start with lunch at La Gloria, chef Johnny Hernandez’s nod to interior Mexico, followed by dessert at Bakery Lorraine, where you’ll find an enticing rainbow of Parisian-style macarons. If you’re in the mood to shop, pick up a tailored guayabera from Dos Carolinas, or a piece of handcrafted jewelry from Ten Thousand Villages. Pearl Brewery is even home to Hotel Emma, a true gem in San Antonio’s boutique-lodging scene, in case you don’t want to leave.

Step into a little slice of Santa Fe bliss at the BODY of Santa Fe which functions as a multi-purpose yoga studio, spa, shop with organic clothes, and vegan cafe with raw options (try the green juice, chocanana smoothie, or ginger tea) for an optimal calming and healthful experience.