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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.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.

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.

Running from the waterfront to Montréal’s City Hall, at the opposite end of a gently sloping hill, Place Jacques-Cartier has been a center of the city’s street life for more than two centuries. It was laid out at the beginning of the 19th century after the Château Vaudreuil, which had stood on the site, burned down in 1803. Originally known as New Market Place, the square stays true to those roots with the many vendors who sell flowers here in the summer. You’ll find them on sunny days alongside the outdoor tables of the cafés that line the square. In December, Place Jacques-Cartier is dressed for the holidays with rows of Christmas trees. Given the name of the square, you might expect the column at its western end to be topped with a statue of the French explorer. Instead, the English admiral Lord Horatio Nelson looks over the city from the perch. Erected in 1809, it is Montréal’s oldest public monument and preceded London‘s column honoring Nelson by three decades. To this day, the choice of hero to honor still causes some resentment in this largely francophone city.

Since 2014 the last word in Rio for contemporary cuisine has been Lasai. Chef Rafael Costa e Silva cut his teeth in the kitchen at the Basque country’s famed Andoni Aduriz. At Rio’s Lasai, he presents two menus—Festival and Don’t Tell Me Tales—both of which aim to take diners on a culinary tour of Brazil via local ingredients and garden vegetables. You can order your own wine bottle, of course, but the proposed pairings are highly recommended. The warm-toned surroundings and multinational staff ease you into the restaurant’s vibe. For these reasons and more, Lasai—one of seven Michelin-starred restaurants in the city—merits your visit.

Reservations at Donde José, with room for only 16 diners, have been coveted ever since the restaurant opened in 2014. Chef José Olmedo Carles uses traditional Panamanian ingredients from local farmers, such as ñampí, a variety of taro root, in tasting menus that change every few months. After their meal, diners can stroll along the Cinta Costera waterfront.

North Adams has many galleries, shops selling vintage items and plenty of restaurants. The street art popping up around every corner reminds you that many artists are at work in the warehouses that make up much of the city. The efforts to preserve this former mill town are evident on the brick walls of buildings where an international collection of artists have taken their brushes to the streets.

Why we love it: A conveniently located boutique property where history meets hip

The Highlights:
- A location just steps from bustling Market Square
- Handcrafted furniture and local art throughout the property
- A popular speakeasy that draws guests and locals

The Review:
From the team behind the recently refurbished Hotel Clermont in Atlanta and the design-forward Fairlane Hotel in Nashville, The Oliver shares the same dedication to historical preservation and cool, minimalist design as its sister properties. It’s also extremely convenient, with a location near Knoxville’s popular Market Square and some of the most beloved restaurants in the city. The circa 1876 building was home to a bakery, a drug store, and a dancing hall before becoming a hotel in time for the 1982 World’s Fair. When two young developers took control of the property in 2011, they set out to create a hotel that honored that history but also offered the modern amenities guests crave. Their success is your gain at this boutique stay, which features 28 elegant rooms filled with regional art, handcrafted furniture, and fixtures created by local artists.

Dining options include Oliver Royale, which uses ingredients from local farms and purveyors in its elevated comfort food, and an outpost of the popular farm-to-table Tupelo Honey café, where guests can enjoy lunch, dinner, and weekend brunch just steps from the hotel lobby. Most notable, however, is the much-buzzed-about Peter Kern Library, with its speakeasy vibe and craft cocktails. Now that the word is out, patrons line up under the red lamp in the alley that marks the secret entrance, but hotel guests can just stroll in through a door in the lobby like they own the joint.

Why we love it: A conveniently located stay offering high design and low-key charm

The Highlights:
- Striking design with handcrafted furnishings
- Welcoming neighborhood vibe
- Great drinking and dining from an acclaimed F&B team

The Review:
You’d never guess that several hospitality heavy hitters were involved in this low-key, boutique spot—and that’s just the way they want it. Developed by former Ace Hotel group co-owner Jack Barron and architect Jen Turner—the husband-and-wife duo behind the Mighty Union hotel group—the hotel is set in the former Local 1266 Carpenters Union Hall, tucked among a grove of pecan trees just off South Lamar Boulevard. In a nod to those carpenters, a maker aesthetic runs strong throughout the property, from the warm woods and plush leathers to the handcrafted furnishings and woven textiles. Rooms are unfussy and sparsely furnished but comfortable, with a sort of friend’s guest room feel; they come in queen, double, and king options, all with blackout shades, low-slung seating, and terraces.

Down in the public areas, locals and guests meet for coffee in the lounges, grab kolaches or tacos in the Hot L Café, or head to the Carpenter Hall restaurant for elevated yet casual meals under the direction of chef Grae Nonas, co-founder of Austin’s much-lauded Olamaie. (More on the big-name front: Mighty Union’s F&B program is overseen by another husband-and-wife team, Christina Skogly Knowlton and Andrew Knowlton—the latter an editor-at-large for Bon Appetit and host of Netflix’s The Final Table.) A sparkling courtyard pool is also on-site for cooling off after an Austin scorcher.

Why we love it: A sleek property with the perfect combination of comfort and upscale amenities

Highlights:
- Gorgeous views of Dominica’s northern coast
- An emphasis on adventure travel
- Smart design that incorporates local art and products

The Review:
At Wanderlust Caribbean Boutique Hotel, five tropical-themed condos overlook Hodges Bay on Dominica’s rugged northern coast, near the village of Calibishie. Each room features a private oceanfront balcony for taking in the views, complete with a sunbed, hammock, and small table crafted from wood from the surrounding forest. Also included are a kitchen and sitting area, plus a spacious bathroom with a powerful shower. Expect tropical hardwood accents, plus bright pops of local art reflecting the ocean and island life. Two of the condos have air conditioning, and all boast fans and louvered windows with mosquito screens. Amenities like free Wi-Fi, high-quality linens, and in-room dining plush up the experience, while details like refrigerators, board games, DVDs, and Dominican coffee make guests feel at home.

After a rebranding, Wanderlust now focuses on pampering adventure travelers. Owners Tom and Sharie Decherd—longtime Dominican residents—offer guided tours, but are also content to let guests do their own thing. Within walking distance, you can swim at four pristine beaches, explore red volcanic cliffs, kayak a river, and hike in a rainforest. Other area highlights include a fishing village, art gallery, and chocolate factory. Back at the hotel, savor the stunning coastal vistas, along with delicious food, in the terrace cafe and rooftop bar. If you’re a Pirates of the Caribbean fan, be sure to look for Treasure Island just offshore. Note: Unsuitable for guests with disabilities, the hotel welcomes children aged 12 and above.

Why we love it: A family-friendly resort with a dizzying array of accommodations and activities

The Highlights:
- A range of accommodations, from cozy cabins to boutique hotel rooms
- More than 65 year-round activities to entertain the kids
- A water-themed spa and two championship golf courses for when you need a break from the family

The Review:
Situated on the shores of Gull Lake, the historic Grand View Lodge has been hosting family vacations since 1916. With everything from a kids’ club and indoor water park to a game room and fire pit for s’mores, the resort caters to children of all ages but offers plenty for adults as well, including a water-themed spa and two championship golf courses. Guests here can take advantage of more than 65 year-round activities, including a range of water sports, or venture a short distance to local zip lines, riding stables, and ski resorts. There’s even a newly constructed recreation facility on-site, featuring a 3,779-square-foot pool area, state-of-the-art fitness center, yoga studio, tennis court, ice-skating rink, and more.

Accommodations are equally varied, ranging from lodge rooms and lakeside cabins to garden cottages and entire homes. Come July 2019, a 60-room boutique hotel that’s perfect for company meetings will also be available. When hunger strikes, there are eight dining venues on the property, including a steak house, beachside cantina, and wine bar with a 2,000-bottle cellar. Whether you visit in the summer for the lake or the winter for the nearby mountains, expect cozy accommodations, a high standard of service, and a family trip that will long be remembered.

Housed in a refurbished building on a four-acre private peninsula, this all-inclusive luxury resort is far more expensive than most hotels on Lake Titicaca, but it’s well worth the splurge. Not only are all of your meals, cocktails, and most excursions included, but the lodge invests deeply in the local community—it hires more than three-quarters of its staff from the surrounding area, sources as many ingredients as possible from regional farmers, and turns to nearby artisans for its textiles and other crafts. Additionally, the on-site restaurant is one of the best in the area. If you’d prefer a more private dining experience, take your meal on one of the hotel’s wraparound terraces, or order 24-hour room service.

All 18 rooms face the lake and feature heated floors (it can get chilly at night at 12,500 feet of elevation), a banquette overlooking the water, a free mini-bar, and deep bathtubs. King rooms are the most economical, but the two corner rooms—with their spacious layouts and panoramic views of the lake—are the most requested. For the best sunrise or sunset vistas, choose either the “Dawn” or “Dusk” rooms.

After making her name in Paris in the 1920s, American-born singer and actress Josephine Baker became a French citizen and, like many artists and intellectuals of the era, traveled often to Morocco, which was then a French protectorate. In the early 1940s, she stayed at a royal guest house at the invitation of the Pashah of Marrakech—a riad that, today, has been restored and re-launched in her honor as a boutique hotel named “Star.” Though just a 15-minute walk from Jemaa el-Fnaa square, the riad is hidden away in a more residential—and car-free—part of the walled old town, adding to the feeling that you’re staying in a private home.

Britain-based owners Lucie and Mike Wood, who also own three other riad hotels in town, spent over two years restoring the property to reflect a mix of traditional Moroccan craftsmanship and the Art Deco style of Baker’s heyday. Along with hand-carved plaster, beautiful lamps, and original cedar woodwork, the hotel features Baker-related memorabilia and books as well as period items sourced from auctions. Past the ground-floor plunge pool and dining area (scene of the abundant daily breakfast) are 13 individually decorated rooms and suites. The Josephine has an oversized tub, the Jazz features carved cedar doors and a fireplace, and the Chiquita sits next to the lovely rooftop terrace, where guests can enjoy views of the Atlas Mountains from their lounge chairs. Also on-site is a small hammam with a steam area and massage room, as well as a cooking school, launched in 2017. When you want to get out and explore, the hotel will provide you with a free local cell phone and GPS-enabled app to help navigate the city.

The Inn and Spa at Loretto, one of Santa Fe’s iconic boutique luxury hotels, could easily be mistaken for the ancient Taos Pueblo. The hotel’s angular architecture, soothing desert hues, and romantic lighting draw heavily on the original pueblo. Rooms are outfitted with both traditional touches (handcrafted furniture, Anasazi pottery and artwork, kiva fireplaces, colorful textiles) and modern luxuries (slate-floored bathrooms, iPod docks, flat-screen TVs, private balconies). The restaurant and spa are among the best in the state, and the atmospheric lounge one of the coolest spots in town to sip cocktails and catch live music. And, as if it needed another dose of history, the landmark Loretto Chapel sits on the grounds, guaranteeing both excellent views and easy sightseeing access. Now, if only more pueblos were like this.

Originally a 15th-century convent, followed by stints as the headquarters of the Dutch Admiralty and Amsterdam’s town hall, the Sofitel Legend The Grand Amsterdam—or simply, The Grand—presides over the heart of the old city. With its imposing brick facade flanked by canals and its location within a stone’s throw of Dam Square and De Oude Kerk, The Grand would be a legend even without Sofitel’s designation. The majestic entrance courtyard hasn’t changed since its construction in the 17th century—a fact that’s reinforced by the hotel’s horse-drawn carriage, which offers guests a different way to explore the city center—and even before the building became a hotel, landmark figures in European history stayed on site, including William of Orange.

While today’s interiors are starkly modern, the designers alluded to the hotel’s storied past in the decor and textiles featured in the 177 rooms and suites, which overlook either the interior courtyard and gardens or the canals, and come with touches like rainshowers and signature MyBed mattresses. The private Canal House Suites—especially popular with the dignitaries and celebrities who frequent the hotel—may appear boldly contemporary, but accents like round windows and wood-beamed ceilings hint at their past as the private homes of Dutch admirals. The hotel’s five dining options include the Michelin-starred Bridges restaurant—set in what was once the town hall’s canteen—as well as the casual, all-day Bridges Bistro, traditional Flying Dutchman café, sophisticated Library D’Or lobby lounge, and peaceful Garden Terrace. The two-floor SO Spa houses a gym, heated indoor pool, wet area with Turkish hammam, and treatment rooms for French-inspired services.