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Up-and-coming starlets in the 1920s and ‘30s would have stayed at the Crescent. When the palm tree–lined art deco building opened in 1927, it was as lodgings for the budding actresses who’d just signed studio contracts and moved out to L.A. for their big breaks. They, too, sipped cocktails (after Prohibition ended, of course) and listened to jazz (probably not by a live band, though) in the intimate lounge and on the breezy terrace. It’s even just possible there was saltwater taffy at the front desk and a library stocked with an impressive collection of classic and contemporary literature and nonfiction. However, the walls might not have been adorned with paintings and photographs by some of the area’s top artists, and there definitely wasn’t 24-hour room service or iPod docks.

After the studios moved on, and luxury designer shops and trendy restaurants moved in, the Crescent turned into a cozy, quirky boutique hotel known for its prime location, affordable rates, and bend-over-backward service. These things won’t change.

This hotel has changed ownership and is now the Ambassador Chicago.

In 2011, hotelier Ian Schrager reopened the iconic but faded Ambassador East Hotel as the Public, instantly infusing Chicago‘s Gold Coast with some flash. Its Pump Room restaurant was the city’s first posh, post-Prohibition, celebrity hangout (everyone from Fred Astaire to John Belushi has come). Keeping its name but little of the old decor, the revitalized Pump Room has a 24-foot bar with a 12-karat white gold–leaf ceiling and a changing menu by Jean-Georges Vongerichten. The high-ceilinged, columned lobby feels both grand and intimate, and it’s now divided into a lounge with a computer-equipped workstation and an elegant library/coffee bar with deep couches and original art, including photos by Hendrik Kersten. Residential high-rises along Lake Shore Drive obscure views of Lake Michigan from the hotel, but drop-dead gorgeous rooms elegantly infuse the pre-WWII architecture with white stuffed couches, bronze textiles, and white sheepskin throws for an effect of lush minimalism befitting one of the city’s oldest and toniest neighborhoods.

Housed in a 19th-century French hospital, the Covent Garden Hotel is the oldest and most historic of Tim and Kit Kemp’s celebrated Firmdale hotels portfolio. Opened in 1996 by the husband-and-wife team, it bears a staid style that reflects its early position in the cannon of hotels, which have since become far more exuberant and quirky. The hotel’s muted, pared-back look will undoubtedly appeal to those who crave discretion. It’s not unusual to spot venerable British actors tucked away in a corner, quietly conducting a meeting. This is, after all, the heart of Theatreland—or London’s West End—where a recognizable clientele comes with the territory. However, the Covent Garden Hotel is by no means the see-and-be-seen spot of its media-magnet sister properties, including Charlotte Street Hotel, The Soho Hotel, and Ham Yard. Instead, go here to sequester yourself with a book in the upstairs drawing room, which, with its crackling stone fireplace and wood-paneled walls, resembles the traditional lounge of an English country house.

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.

Attached to the hip, retro Calistoga Motor Lodge, MoonAcre Spa & Bath welcomes hotel guests and non-guests over 16 years of age to experience its fun and funky spa. If you’re looking for a soak in one of the area’s natural geothermal hot springs, there are three pools to choose from at MoonAcre, as well as facials, scrubs, and massages galore. The Perfectly Muddled treatment takes the town’s famous mud baths—which typically call for spa-goers to submerge themselves in warm, sticky mud—and instead allow guests to apply the exfoliating mud themselves or have the spa attendant do so, making the mud “bath” a more personalized and, honestly, slightly more comfortable experience. For ultra relaxation, try a CBD massage featuring cannabidiol, an extract derived from cannabis. Stop by for Happy Spa Hour between 4-6 p.m. on Wednesdays, or, for frequent visitors, check out the newly launched Spa Club Memberships. MoonAcre is great for groups, too, with plenty of room to enjoy a friends’ getaway weekend. Treatments start at $70.

Both charming and affordable (it doesn’t charge a resort fee), this intimate 37-room property also has an unbeatable central location—near the heart of Old Town and just a few blocks from Duval Street and Mallory Square. Part of the Historic Key West Inns collection, the Key Lime Inn features classic Key West style with a 19th-century main house highlighted by a double-height colonnaded entrance and green shutters. Rooms follow suit with high ceilings and classical proportions, and beds are done up in crisp, white linens; most have sitting areas and private walkouts or porches to encourage lingering. Though short on amenities, the grounds are shaded by tall palms and dotted with Caribbean-style clapboard cottages painted in cheery colors with gingerbread trim, and all offer free WiFi. And if the beach doesn’t call you, a large wood deck surrounds the heated outdoor pool, and hammocks and porch swings are placed around the property for maximum relaxation.

Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.

Shangri-La’s Boracay Resort & Spa is located in one of the Philippines’ most popular vacation spots. And while it has all the musts—the turquoise waters, the powdered-sugar shores, the lush hills—what it doesn’t have is the crowds. And therein lies the resort’s beauty, or at least some of it. Tucked into an eco-reserve with its own shimmering beach, the Shangri-La is also home to a canopy-cloaked dining aerie, sunset-surveying clifftop cabanas, and a peninsular spa on a private bay. Accommodations are impeccably appointed with local touches (think woven abaca rugs and lamps bedecked with capiz shells), and several of the lodgings feel more like private vacation homes. Take the aptly named treehouse villa, for example, where the canopy-level second story commands stunning sea views (best enjoyed from the hot tub on the balcony), or the pool villas, where the lure of en suite swimming almost overpowers the sea just outside.

With its 26 suites, private beach, and two waterfront bars, Calabash Cove offers a boutique hotel alternative to the typical all-inclusive experience. Set a stone’s throw from the turquoise waves of Bonaire Bay, the sprawling, Balinese-inspired Water’s Edge cottages are the ones to book thanks to private plunge pools, outdoor rain showers, and patio hammocks positioned to highlight superb sunsets. The resort’s remote location ensures tranquility, as does the spa, which offers in-room treatments using ingredients sourced from St. Lucia’s floral and culinary bounty. That abundance is also on display in the Windsong restaurant, where local dishes get an elegant twist (octopus tempura, smoked coconut crème brûlée) in a terrace dining room with the ultimate ocean backdrop. Follow your meal with a brief walk down Calabash Cove’s small boardwalk and stop to spot shooting stars in the dark skies above.

Epic might be an understated description for this collection of thatched-roof bungalows built on stilts over the crystalline waters of the Bora Bora lagoon. This luxury resort is nestled in the dreamiest of settings—wooden walkways link palm-dotted islets fringed with white sand, while the craggy green peaks of Mount Otemanu loom in the distance. Guests can alternate between the beach and the infinity pool, lined with oversized cabanas, or sample activities like stand-up-paddleboard yoga, shark feeding, and snorkeling with the resident marine biologist. Also on offer is a luxurious spa, offering an extensive menu of treatments based on native ingredients like monoï and vanilla. As for the bungalows, Polynesian touches pepper the chic, honey-hued interiors, while indulgent soaking tubs sit beneath shuttered picture windows that open onto the sea. Large decks with swoon-worthy views have stepladders down to the water—a good way to test out the provided snorkeling gear. Airy beachfront villas are also available for those who prefer to stay on land.

Small and intimate, Hotel Casa Oaxaca feels quintessentially Oaxacan: It’s colonial in style, with whitewashed walls contrasting with vivid pops of carnelian red and fuchsia. It’s surrounded by local vegetation. And it’s filled with Oaxacan handicrafts and art. Common areas invite visitors to settle in and relax, like the on-site library, pool, and terrace with beautifully-made cotton hammocks. The hotel’s seven rooms are arranged around the central patio. Visitors consistently say the service is exceptional, with attention to detail and a “go the extra mile” attitude mentioned frequently as one of the main reasons to return. Another is the hotel’s central location, as it offers an easy walk to many of Oaxaca’s top sights.

This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.

While some castle hotels can feel a bit dusty—with all those heavy curtains and canopy beds—the Lough Eske Castle Hotel feels more airy and contemporary than you’d expect from a 150-year-old castle. Located near Donegal Town in the northern part of Ireland, it’s the only five-star hotel in Donegal County. And while the Elizabethan manor house was once at the center of a farm, today it’s fronted by a formal rose garden and surrounded by 43 acres of forest on the banks of Lough Eske, a 900-acre lake.

The hotel has a glass greenhouse-style spa, an indoor pool with views of the grounds, and a restaurant, Cedars Grill, which serves fresh-from-the-sea oysters and filets of Irish beef. But best of all is the lovely, generous staff: Concierges in particular quickly arrive at a first-name basis with guests as they arrange outings and grant even somewhat-annoying requests. And since all guests do here is spa, stroll, and feast, the only real challenge is deciphering the staff’s thick Northern Irish accents.

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.

Sitting pretty on seven acres below Canyons Resort, the Waldorf Astoria is one of Park City’s preferred stays thanks to its elegant suites, sleek spa, and signature service. Opened in 2009, the stone-and-log lodge projects alpine grandeur. Interiors mix natural elements with posh details like a Baccarat crystal chandelier, an Italian marble fireplace, Oriental rugs, and leather furnishings. Outside, the hotel’s private gondola whisks skiers to the slopes and back, after which they can take a soak in the heated outdoor pool or indulge in a massage at the sunny, 16,000-square-foot spa—one of the finest in the Wasatch Mountains. Come dinnertime, guests head to onsite restaurant Powder, an antler-lined spot offering locavore fare and stunning mountain views.

The 174 guestrooms and suites all feature gas fireplaces; many also have balconies. Available with one to four bedrooms, the Bi-Level Suites even include fireplaces and gourmet kitchens outfitted with Viking appliances.