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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.

A historic property, Hiiragiya has hosted many a notable writer, artist, celebrity, and imperial family member since its opening in 1818. Operated by the same family for six generations, the ryokan is steeped in centuries-old tradition, etiquette, and service, with the aim of making guests feel at home during their stay. Rooms are spread across two buildings—the original with its classic style, and the newer, sleeker wing, where the color palette is a bit brighter and the windows and doors are more modern. Both feature updated amenities, however, including flat-screen TVs, minibars, and free Wi-Fi. Among the hotel’s other highlights are the kaiseki-style meals, during which kimono-clad guests enjoy course after beautiful course at low tables. Breakfasts and dinners are both included in your stay, and feature seasonal bites served in locally made lacquerware bowls and boxes.

A larger, more luxurious alternative to an inn-style getaway, the ocean-facing Gurney’s Montauk Resort offers gorgeous views, plush accommodations, and top-notch amenities, including a whopping 2,000 feet of private sandy beach. The spa is the star attraction and includes a Finnish sauna, steam room, Roman bath, and saltwater swimming pool, all of which are only open to guests to maintain a quiet, exclusive ambience. Other property highlights include a salon, fitness center, and selection of restaurants, ranging from Scarpetta Beach (which serves Italian cuisine) to Tillies (a more casual bistro with hearty American fare and brunch specialties on weekends). Not surprisingly, the guest rooms and cottages are especially luxe, with lovely wooden floors, walk-in rain showers, and big windows with sweeping sea views.

Sitting pretty on the banks of the Kamogawa River, the Ritz-Carlton Kyoto is a luxurious alternative to the traditional ryokans that dominate the area. Guestrooms are minimalist yet plush, with giant windows, in-mirror TVs, soaking tubs, the requisite high-tech Toto toilets, and locally made bath products. Wellness facilities range from a spacious spa to a 20-meter pool, while dining options include a Japanese restaurant serving kaiseki dinners, an Italian spot with a cheese-and-charcuterie cellar, and a Pierre Hermé patisserie. Although cocooned in a quiet setting, the hotel is conveniently located with walking distance of the downtown area, making it a favorite of affluent tourists.

Although Troutbeck’s current incarnation only opened in 2017, the estate property has stood in the Upstate New York town of Amenia for considerably longer. It started in 1765 as an inn and tavern and, over the years, has hosted some of America’s most celebrated literary greats, from Mark Twain to Ralph Waldo Emerson. While the historic home now includes plenty of modern comforts, it also retains many of its old-fashioned features, from the wood paneling in the cozy living room to the enchanting Walled Garden, which was constructed over a century ago to house the then-owner’s collection of clematis. The property also has a lovely outdoor swimming pool, tennis courts, an elegant ballroom that’s popular for weddings, and a range of stylish rooms and suites, many with big windows, four-poster beds, and deep soaking tubs.

Contemporary touches meet Moroccan influences at this hilltop escape overlooking the medina. Homemade pastries greet you on arrival in the neutral-hued guest rooms, which balance floor-to-ceiling windows, sleek furnishings, and glass-walled marble baths with brightly patterned rugs, decorative vases, and Moorish lamps. The minimalist hammam is the highlight at the hotel’s Givenchy spa, while the Atlas mountain backdrop serves as eye candy beyond the chaise-lined infinity pool. Should you seek more spirited diversions, a stylish rooftop bar pulses with live music and DJ sets on the weekends. Sip champagne as the sun sets over Fes, then sample local delicacies like quail and almond tagine or roasted cockerel stuffed with raisins and semolina by candlelight at Amaraz restaurant.

This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.

While most travelers visit the Cape Winelands in the spring or fall, Delaire Graff is a year-round destination. At the estate’s Wine Lounge, guests can enjoy a glass of wine on the outdoor terrace during the summer, or cozy up by the crackling fire in winter, enjoying the famous view through floor-to-ceiling windows. The wines here range from elegant reds with soft tannins to white wines that capture the freshness of the harvest.

Those craving a more complete experience should know that Delaire is also a Relais & Châteaux property with an on-site spa and six separate lodges. Book a massage and you’ll enjoy full use of the pool, steam room, and sauna as well as a tasting in the Wine Lounge post-treatment, or stay overnight in the Owner’s Suite, which features a heated plunge pool and views of Table Mountain.

Situated along the bustling, tree-lined avenues of Gangnam, Hotel La Casa is a concept hotel created by one of Korea’s most popular lifestyle and furniture stores, Casa Mia. Known for clean lines and modern touches, the brand is the South Korean equivalent of Ikea. The welcoming lobby is decorated like a cozy study with book-lined walls, plush couches, and picture windows. The 61 rooms of Casa Mia’s flagship design hotel, which opened in 2011, look like pages of a catalog come to life. Rich wood, ample white space with pops of color, and kitschy decor items are meant to make guests feel right at home. Love your pillowcase, the bath towels, or the cute alarm clock next to your bed? The first three levels of the hotel are a massive Casa Mia retail store where guests can purchase items found in their rooms.

Set within a century-old, Pantheon-inspired former bank building, the Ritz-Carlton, Philadelphia raises Center City living to classical heights. When the building opened in 1904, the Girard Trust marble dome was the largest in the country, and its columns and styling matched its inspiration down to its oculus 142 feet from the floor, the exact height as the Roman original. Today, every stay starts in this grandiose rotunda, where staff man the immaculately preserved bank-teller booths. Guest rooms and suites are in the attached 30-story office tower, gutted and transformed into a hotel by Ritz-Carlton.

All 299 rooms and suites bring classic Ritz-Carlton elegance, with wood furnishings matching gold, sage, and pumpkin hues. High ceilings and picture windows with stunning city views enhance the vibe, while spa-style marble bathrooms have rain showers.

The bustling corner of Walnut and 17^th streets is anchored by the Latham, a stone-and-brick tower built in 1907 as luxury apartments for moneyed Philadelphians. While other Center City historic structures met their demise in the late 1960s, a group of investors doubled down on the stately building, transforming it into Philadelphia’s premier business hotel in 1970. The prestigious address completed a top-to-bottom renovation in 2011, bringing the Latham firmly into the 21st century while preserving period artifacts and style.

True to its apartment roots, arriving at the hotel is more like entering a tony doorman building, and the Latham’s residential roots bestow spacious guestrooms with tall ceilings, bay windows, and big bathrooms. Gold and gray hues are complemented by pops of blue, while big bathrooms keep it simple with a tub/shower combination.

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).

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.

An anchor in CityCentre (the 37-acre, mixed-use development unveiled in west Houston in 2009), Hotel Sorella has an intimate, boutique feel with graphic interior touches and contemporary furnishings. Guest rooms have floor-to-ceiling windows, walk-in showers, and custom beds with Egyptian cotton linens and non-allergenic goose down and foam pillows. Amid 22 upscale shops (Lululemon, Kendra Scott, Anthropologie, Free People, Paper Source, and H&M) and an eight-screen Studio Movie Grill, the hotel’s back door is an outdoor plaza with green space where kids can run around. Musicians play Wednesday through Saturday. The open-air, European-style development caters to pedestrians and alfresco dining.

Situated on 10 acres in the heart of downtown, this 24-story hotel lives up to its name with 775 elegant guest rooms, appointed with handcrafted cherrywood Richelieu furnishings, floor-to-ceiling windows, Italian marble bathrooms, and spacious balconies. Public outdoor spaces include an immaculately manicured courtyard garden with a central fountain, a pretty-as-can-be terrace café serving house-made breads, and an outsize pool lined with loungers, all against a backdrop of classic white granite. To top it off, the hotel also features a colorful toy store with costumes galore, a jewel box of a sweets shop with macarons and other divine confections, and a men’s haberdashery. The lobby lounge hosts a live jazz band on weekend nights, and the staff tends to a crackling open fire during cool weather.