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Hello, rooftop pool! Leave it to Chicagoans to remain optimistic that summer will be amazing, even if winter lasts well into May. The rooftop pool (open to restaurant as well as hotel guests), occupies a prime spot on one corner of Six Points, that crazy intersection where three major shopping streets cross paths. That means the regulars are a mixed bag, but all come in for a good time, whether that means for brunch in the newly redesigned Café Robey street-level restaurant, to drink until dawn at the poolside Cabana Club bar, or to sneak up to its new sister, the Up Room, at the top of the deco tower.

This gem right off Bourbon Street is close to the action but far enough (and insulated enough) to make you feel like you can get away from the frenetic pace of the city’s most famous avenue at a moment’s notice. Guest rooms are well-appointed and comfy, with plantation-shuttered windows, plush beds and sleek bathrooms. Plus, every guest gets a voucher for a welcome drink in the hotel’s smoke-free bar, the Bourbon O. Be sure to catch live music there on Friday nights, as well as bartender Cheryl Charming, whom a local magazine named Mixologist of the Year in 2014. Back at the hotel, the Roux on Orleans restaurant can satisfy breakfast, lunch and dinner desires, and a heated saltwater pool makes lazing about in a lounge chair all day very, very easy. But if you want to be the ultimage envy of Bourbon Street revelers, make sure to reserve a balcony suite; it features a porch overlooking all the boozy revelry below and lets you party above the action.

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.

This hotel is on our list of The 11 Best Hotels in Chicago.

The world has been waiting years for the St. Regis Chicago, located in the city’s 101-floor skyscraper designed by Jeanne Gang, to welcome guests and owners; in 2023, it finally made its stunning debut. The triple-tower building’s architecture was based on the frustrum shape, which is basically a pyramid with its top chopped off. (Think of a popcorn box.) That form is replicated subtly throughout the hotel, from the exoskeleton to the marble tiles in the inviting lobby on the Chicago River. Each of the 192 guest rooms comes with floor-to-ceiling windows and panoramic city views, a dedicated butler, one of four soaking tubs, brass detailing, and curvilinear furnishings from a collaboration between architectural powerhouse Gensler and boutique firm Simeone Deary Design Group.


Rounding out the amenities: the Miru all-day-dining restaurant that is anything but casual, a new Tuscan steakhouse concept, a truly cossetting seven-room spa, an indoor pool with an outdoor patio, and the finest urban hotel gym probably anywhere. Was the wait worth it? Indeed it was.

Located around the block from the neighborhood’s main hub, Sunset Junction, Silver Lake Pool & Inn is a quiet oasis in the walkable (yes, walkable . . . in L.A.), creative enclave of Silver Lake. Its bright, airy guest rooms with stylish design elements, such as terrazzo countertops and leather lounge chairs, are a peaceful retreat from the hustle and bustle of the city. Complete with comfortable king or queen beds, cotton Turkish robes, luxurious walk-in rain showers, and an impressive mini-bar selection (think: Madre mezcal, Salt Point canned cocktails), it has everything you’d need to keep the vacation vibes flowing. And if for whatever reason you don’t, the friendly staff is happy to help.

“I’ve never seen so much red – except at a French brothel,” a fellow guest said to me as we rode the elevator together. She was right. From the moment you enter the lobby, the Rouge lives up to its colorful name with its red quartz tile, red lamps, and the Red Hot Room (for meetings). You’ll find crimson headboards and velvet drapes in each room -- although there’s plenty of zebra print, too. One of eight Kimpton hotels in Washington, DC, Rouge is certainly the rosiest. Stylish and eclectic in that Kimpton fashion, my street-facing room was both comfy and oversized – and convenient. It’s just three blocks to DuPont Circle and then only a bit further to Rock Creek Park (great for jogging, biking, or just walking). The White House is five blocks away and Whole Foods Market just two. For the athletically minded (like me), the good news is that each room has a yoga mat in the closet and nearly all are large enough to do a complete Vinyasa flow. The less good news: the small fitness room in the basement is dreary (but for $5 you can get a pass to the local “Y,” which has every amenity, including a 25-meter pool). The Rouge’s guests are as idiosyncratic as its décor. Families, business warriors, and hipsters seem to be the main human food groups –converging for the hotel’s wine hour from 5 p.m. to 6 p.m. and at then, again, breakfast. If eclectic’s your thing, the Rouge is your place. Leave the rose-colored glasses at home – you won’t need them here.

Across the Cumberland River from downtown, residential East Nashville got its first taste of hipster cool in 2016 when this Instagram-friendly bed-and-breakfast opened in a renovated Queen Anne mansion. Like its sister property in Brooklyn, Urban Cowboy’s eight suites and freestanding cabin are each uniquely named—Midnight Rider, the Lion’s Den—and decorated with geometric inlaid woodwork, Southwestern-inspired designs, and handcrafted furniture, plus custom wallpaper and copper and claw-foot tubs. The communal music parlor encourages interaction among guests with a collection of gently worn instruments, as does the all-weather fire pit, where blankets and good cheer are plentiful, especially after enjoying craft cocktails and wood-fired meals at Public House, the property’s on-site restaurant and bar.

Created from two renovated vintage motels in 2016, the 102-room Coachman blends midcentury bones with a modern, outdoorsy sensibility. A few blocks from both Lakeside Beach and Heavenly Ski Resort, it works equally well as a summer or winter base. The seasonal outdoor pool, year-round hot tub, nightly s’mores around the firepit, and lobby beer-and-wine bar make it easy to settle in after a day outside.

Accommodations range from guest rooms to one-, two-, and three-bedroom suites, plus a standalone cabin with a full kitchen that sleeps four. Rooms pair modern-rustic design with Bellino Italian linens, Malin+Goetz toiletries, Apple TV, and rubber flooring at the entryway—a thoughtful detail for wet boots and ski gear. A complimentary continental breakfast is included.

Discover more of our favorite Lake Tahoe hotels.

Hopkins Bay Resort is located on the beach right near the town of Hopkins; accommodations include one-, two-, and three-bedroom beach houses. Local art and polished mahogany furniture signal that this is no cookie-cutter chain hotel. The spacious houses are perfect for families or small groups traveling together. Resort activities include dance and music performances that reflect the traditions of the local Garifuna people, descendants of Africans brought to the New World as slaves. Staff can also arrange excursions to numerous cultural and historic attractions, not only in and around Hopkins, but also to iconic sites such as Xunantunich, a Maya site, and the Blue Hole, one of the world’s most popular destinations for scuba diving.

Why we love it: A hip hotel known for its art, après-ski scene, and A-plus rooms

The Highlights:
- Homey yet luxurious guest rooms
- A lively après-ski scene
- An outdoor pool and two hot tubs

The Review:
Stepping into the Limelight’s lobby, you’ll feel as if you’re entering a hip bar and lounge rather than the hotel’s staging zone. During après-ski, local musicians play here, entertaining a relatively young crowd of 20-, 30-, and 40-somethings who gather on sleek banquettes surrounding the central flagstone fireplace. Overhead, an assembly of rustic wood and neon lights turns the ceiling into an art installation. For more art, explore the hotel’s ground floor, where the 23 major artworks were commissioned from such artists as Ed Ruscha and Raymond Pettibon, who riffed on the theme of topography (a fitting subject, given that many of the hotel’s 99 rooms and suites feature views of 9,151-foot Bald Mountain).

A sprawling, Euro-style breakfast buffet (the yogurt bar alone should win awards) is served in The Lounge, which doubles as the hotel’s main venue for après and dinner. Snack on pizza with the option of gluten-free crust, or follow a kale salad with bison meatballs and house-made ricotta gnudi sauced with wild mushrooms. The on-site ski and bike shop, Four Mountain Sports, lets guests get outfitted without schlepping all over town. Just don’t forget to pack a swimsuit—surrounded by pine-covered peaks, the hotel’s pool and two hot tubs are happening spots after skiing and hiking among the surrounding peaks.

Austin’s very own grand dame, this landmark hotel opened in 1886 as the city’s first iconic hotel, both a testament to and display of the success of cattle baron Jesse Driskill, who wanted to build his beloved frontier town a palace to rival those in New York, Chicago, and San Francisco. The city fared better than Mr. Driskill did; financial troubles forced him to sell the hotel just two years after opening, and he died of a stroke just another two years later. After some initial ups and downs, his hotel ultimately flourished, housing a rotating cast of Texas elite and hosting important political events in Austin—in particular, gubernatorial inaugural balls—in the 20th century. President Lyndon Johnson had an especially close relationship with the hotel, from his first date with his wife to awaiting presidential re-election results in one of the suites.

Multimillion-dollar renovations in 2008 restored the hotel to its original grandeur, maintaining its historic charm alongside all the amenities of a modern luxury hotel. Brave guests might request a room on the reportedly haunted fifth floor. And, no stay at the Driskill is complete without a cocktail in the elegant Driskill Bar, where cattle, oil, or railroad barons would still fit in.

The Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.

This five-star beachfront hotel toes the line between being a hub of activity and a luxurious, only-in-Southern-California hideaway. For restoration, head to the sprawling spa for a customized wellness-oriented treatment or a meditation class. Mind cleared, make your way to the on-site outfitter Compass Sports—where staff will coordinate local mountain biking, paddleboarding, hiking, and surfing expeditions—or to the palm tree–lined, mosaic-tiled pool. Big ocean views and a light, airy design define the 250 rooms; for guests seeking extra solitude and space, there are bungalow suites, which are essentially private beach houses. At the hotel’s three eateries, it’s all seasonal all the time, from the fresh morning juices to evening cocktails. That ethos peaks at the fine-dining restaurant Studio, where executive chef Craig Strong creates elegantly plated French-meets-California dishes using locally sourced fish and meat, along with vegetables picked from the hotel’s 1,000-square-foot garden. Pro tip: In a setting this transporting, you almost want to break into song. Good news—the hotel will rent out mini guitars to guests for the duration of their stay.

Located on Fleming Street in the heart of Old Town Key West, the Marquesa has everything you might expect from a romantic coastal-Florida retreat. Wide porches overlook lush gardens and a bijou pool at the center of the complex, and brick paths shaded by large palms and tropical foliage give the 1884 Greek Revival–style property a secret hideaway feel. It’s understandable if you want to hole up in the guest rooms, which reside in traditional clapboard conch houses and are furnished with an eclectic collection of wood pieces sourced from around the world. In 2018, Marquesa 4-1-4 opened across the street, featuring a new compound of three buildings around a central swimming pool and courtyard. After a day spent exploring nearby Duval Street, make your way back to Café Marquesa, which is perennially packed with locals and visitors enjoying fresh seafood and an inventive menu.

Accessible only by seaplane, Kuredu rewards the adventurous with a secluded stretch of powdery white sand on the Lhaviyani Atoll. The resort is popular with dive enthusiasts thanks to its PADI certification center, but water babies of all stripes will find plenty to love, including snorkeling, catamaran sailing, kiteboarding, and private dolphin-watching trips. Those who would rather stay dry might prefer to hit the links: the country’s first golf course is right next door. A range of simple yet comfortable villas and overwater bungalows, many with private pools or Jacuzzis, provide a low-key crash pad after days spent among the waves; couples seeking even more quiet stay in the adults-only section of the property. Housed in a cylindrical domed aquarium on nearby Hurawalhi Island, the much-photographed 5.8 Undersea Restaurant is open for lunch and dinner, giving guests yet another opportunity to get close to their aquatic neighbors.