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Housed in an elegant Victorian building, this bohemian coffee house sits in the heart of the Grant Street corridor—one of Buffalo’s most diverse neighborhoods, with a community of immigrants, scholars, and artists. Since opening in 2008, it’s been a driving force in encouraging new businesses to put down roots in the area, proving that if you build it, they will come. Here, guests can grab a table outside with their café au lait and freshly baked pastry and take in the sights and sounds of Buffalo’s West Side. Should you be looking for something more substantial, however, head next door to owner Prish Moran’s newest project, The Tabernacle, where you can indulge in everything from Spanish to Irish cuisine in a kaleidoscope-like space filled with Renaissance paintings, Space Age murals, and bright pops of color.

A key component to the mastery of a skill is knowing when to break the rules. As its name implies, Jovanina’s Broken Italian breaks away from the traditional rules and expectations of Italian cuisine with the measured confidence of a master. Owners Jennifer and Jake Linzinmeir bring years of restaurant experience, both in the kitchen and in management, to Jovanina’s, which allows them to find an approachable balance of new flavors and classic dishes to the menu. The airy ground-floor space feels festive, with whitewashed brick walls along one side and a bar running the length of the other; a downstairs wine-bar dining area has a quieter, more intimate vibe. Try any of the handmade pasta specials or go with the favorite: a brick-oven pizza topped with fennel sausage, smoked mozzarella, and caramelized onions.

The Hungarian outpost of beloved Parisian hotel/restaurant/record label Buddha-Bar may be housed in the neo-baroque Klotild Palace building, in the heart of Váci Street’s pedestrianized shopping district, but the decor is as trendy as you might expect. Influenced by Asian motifs, the lobby and common areas feature dark wood, red patterned wallpaper, and brassy accents; the concept continues into luxurious rooms and suites, the nicest of which have balconies with city views. Of course, the star attraction here is the Buddha-Bar Lounge, where DJs spin global beats every night while chic Budapesters and visitors alike sip on cocktails and snack on sushi. For travelers who would rather find other paths to enlightenment, there’s a spa with sauna, steam baths, hot and cold pools, and a Roman-inspired tepidarium.

In the heart of Old Québec’s Upper Town, Hotel Manoir Victoria blends 19th-century grace with an updated urban-chic vibe. A recently completed $8 million makeover of the 1830 property’s accommodations added a calming palette of ebony, gray, and cream and amenities like electric fireplaces and living areas, as well as iPhone chargers, rain showers, and pod coffee makers. Guests have no shortage of diverting destinations to choose from, including a spa, indoor saltwater pool, and fitness center. The hotel’s gourmet restaurant, however, usually beats out the competition, earning high praise for its thoughtful Nordic-inspired Québecois cuisine using seasonal, locally sourced, and foraged ingredients in dishes such as carpaccio of elderberry-marinated arctic char with cattail heart and milkweed pod.

Azul de Oaxaca Hotel + Galeria is among the numerous lodging options in the city’s colonial Centro neighborhood, but the aesthetic of this hotel tends more toward the contemporary, even though it is housed within one of the city’s typical 18th-century buildings. Respect for the centuries-old style is evident in the preservation of the building and courtyard. Rooms, though, are decorated with contemporary art and furnishings. Guests can enjoy a number of common areas, including a library, chapel, gallery and gift shop, patio lined with tall cacti, and rooftop terrace bar. On Sundays, guests are invited to enjoy local specialties, including quesadillas, at the on-site restaurant, which serves breakfast, lunch, and dinner seven days a week.

Set back in a leafy area behind Casino Square and facing the sea, the sprawling, elegant Hotel Hermitage is a slightly less ornate alternative to the glittery fussiness of Hôtel de Paris, though it’s equally steeped in neoclassic grandeur. Many of the rooms and suites feel more contemporary than the hotel’s hand-painted Belle Epoque frescoes and stained-glass winter garden lobby dome designed by Gustave Eiffel. Accommodations range from rooms with clean lines, soft colors, and walnut furnishings to the most sought-after suites, with private terraces and lovely sea views. Because of the hotel’s spaciousness, it’s particularly well suited to families who want a touch of nostalgic glamour along with high-tech plasma screens and other modern amenities. The hotel’s V.I.K. (very important kid) program offers everything from a game room with activities to access to the private beach and pool for children.

Le Petit Hotel is housed in a former leather merchant’s building that dates back to 1867 and boasts original stonework arches and pillars at its entrance. Truly a “petit” hotel, its 28 rooms are spread across four floors and divided into S, M, L, and XL. Although it’s small, the hotel packs a stylish punch, mixing century-old exposed brickwork and stone with funky hardwood floors and modern-day luxuries—from free Wi-Fi and iPod docks to platform beds and multi-jet massage showers. In the guest rooms, splashes of bold, sunny orange and black accents create a contrast to the fresh white walls. Situated in the heart of Montreal’s fashionable Old Port area, guests are just steps from much of the city’s best shopping, dining, and art.

A farm-style experience about an hour from Christchurch, Okuti Garden caters to travelers who love to create and play. An art box encourages crafting; “tree circles” are great for yoga and meditation; and a small lake features a boat popular among readers and small children. Bohemian accommodations include yurts, a tepee, a caravan, and a cabin. Each is homespun and handmade, decorated with drawings, wind chimes, and dream catchers left by former guests.

The property is completely off grid, relying on composting toilets, a solar shower, and a gray-water system that recycles wastewater to irrigate the wetlands. One area of the wetlands grows willow rods, which are woven into arches, domes, and tunnels—turning waste into wonders.

The suburb of Rosebank has the best of both worlds: it’s home to major commercial hot spots, but it also boasts peaceful pockets of lush lanes. The understated Clico Boutique Hotel sits in one of the latter areas, but guests will be surprised to discover that it’s just a few minutes’ walk from some of the city’s liveliest eateries and shops.

It’s all about personalized attention at Clico, and the nine rooms make it easy for staff to attend to guests’ every whim. The chef can customize menus, and the staff will dote on guests with a smile—even making sure they toast the sunset with a glass of Veuve Clicquot in hand. When staying in a hotel named Clico, after all, one can rest assured champagne will be flowing freely.

Set in an 18th-century palazzo, once a former bank, the Park Hyatt Milan boasts interiors designed by American-born, Paris-based architect Edward Tuttle. It aims to wow from the outset. Guests are greeted by a lobby decorated with sophisticated materials such as warm travertine stone and alabaster, and topped with a 30-foot glass-domed cupola. There’s a discernibly modern aesthetic throughout the rest of the hotel, though, from the vibrant modern art scattered throughout the public areas to the contemporary color palettes (creams, beiges, and gentle grays). Rooms are correspondingly elegant, with high ceilings, expensive dark woods, rich wool carpets, and hand-selected furnishings (Murano light fixtures, Bang & Olufsen TVs). The bathrooms are especially impressive, not only because of their generous size and marbled interiors, but also thanks to the mirrored walls, double sinks, octagonal stone and glass showers, and Lauro Tonatto bath products.

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.

Carved into cliffs of Ojo Alamo sandstone, this unconventional hideaway was originally intended to be an office for geologist (and owner) Bruce Black. Now, it’s the perfect place for adventurous travelers to engage in Flintstonian fantasies.

Overlooking the La Plata river valley, the cave and its two patios afford views of the Four Corners—Colorado, Arizona, Utah, and New Mexico. The cave itself is about 1,700 square feet, with a central stone pillar anchoring the main living areas: living room, dining room, kitchen, and kiva, or traditional ceremonial room, with traditional horno (fireplace). The separate master bedroom has a queen bed and a bathroom with a waterfall shower and Jacuzzi.

The cave is stocked with an assortment of DVDs and CDs, and while you can get cell service, there’s no Wi-Fi. Your neighbors are squirrels, chipmunks, ring-tail cats, and hummingbirds.

Set in the Catskills, the Graham & Co is a boutique hotel that has reimagined the classic weekend mountain getaway. Located about two-and-a-half hours from New York City, this retreat offers spacious minimalist rooms, some with kitchenettes. Details include Mexican blankets, Tivoli radios, and custom bath amenities that are available for purchase at the front desk. The Graham & Co is designed as a place to sit back and read while putting your feet up next to the fire pit. Plenty of outdoor activities (fishing, hiking, skiing) are nearby, but many guests settle into the property and its Adirondack chairs, hammocks, and picnic area for a welcome escape from the bustle of city life. Explore the town of Phoenicia on a complimentary bike or simply stay put at this unpretentious mountain property.

On the North Fork of Long Island, Shinn Estate Farmhouse Inn is tucked away on a peaceful vineyard. Rooms are in the estate’s historic 1880s homestead, and guests get to experience life on the vineyard—and taste the final product in the winery’s tasting rooms. There is also a lovely front porch and gazebo for kicking back with a glass of wine. A cozy wood-burning stove in the reception area is an ideal spot on a chilly day. Breakfast here is a slow and civilized affair, starting with hot coffee and finishing with a full farmhouse hot breakfast from chef David Page, made from farm-fresh ingredients. This is the pastoral North Fork at its best, designed for lazy afternoons, sleeping in, and one too many glasses of wine.