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  • Valley Road, Jolly Harbour, Antigua
    Sugar Ridge is much about the view. One of those rare Caribbean hotels that doesn’t sit at the edge of the sand, this boutique luxury resort, ranging up a hillside on Antigua’s west coast, not only overlooks palm-lined beaches and the marina at Jolly Harbour but also looks out across the greens and blues of the Caribbean toward St. Kitts, Nevis, and Redonda. The rooms, in clusters of four, two upstairs, two down, are Caribbean modern, with a focus on the four-poster, netting-draped, king-size beds. There are two restaurants, two pools, an Aveda Spa, and a fitness center so large it’s almost as if they were expecting a sports team to show up. And beach lovers fear not. A complimentary shuttle will have you down to the shore in minutes.
  • Orrego Luco 023, Providencia, Región Metropolitana, Chile
    Le Rêve rises up like a dollhouse from a street lined with bars and restaurants in the leafy neighborhood of Providencia. Completely renovated in 2011, this pretty boutique hotel works on a B&B basis, the idea being that guests make the most of the surrounding eateries. However, tea, coffee, and snacks are always available, and there is an open kitchen so guests can poke their head in the fridge when peckish. This gives the hotel a unique, homey feel.

    Behind the white shuttered windows, communal areas include a lounge area with an honesty bar and a library stocked with international books. The dollhouse feel continues inside with details such as an elegant green velvet sofa, blue and white ceramics, and waitresses dressed in French maid outfits. Rooms are equipped with wireless Internet access.
  • 183 Edgemere St, Montauk, NY 11954, USA
    First built in 1967, the Surf Lodge has been a destination for surfers, artists, and musicians for decades. Today’s Surf Lodge has kept that bohemian spirit, creating a breezy boutique for savoring Montauk’s simple pleasures: sunsets, fishing, surfing, sunbathing, and music. Every summer season, live concerts attract music lovers. Hammocks on private balconies, cozy lounge furniture in the sand, and a spacious waterfront deck set the scene for relaxation. The Restaurant serves fresh seafood plucked from Montauk’s shores, while the bar serves healthy juices by day and potent cocktails by night. At the heart of the Montauk community, this local landmark is the perfect base for a trip to the serene sibling of the Hamptons.
  • Ruta de Los Patos, Maipú, Mendoza, Argentina
    A refined yet rustic restaurant and guesthouse nestled into the rural landscape of Mendoza’s Uco Valley, Finca Blousson is a hidden treasure for wine lovers seeking life’s simplest pleasures. Pair the Bistro’s blend of Argentine and French Provencal fare with wines sourced from the region’s top local boutique wineries, and you’ll be treating yourself to an unforgettable experience. The intimate country guesthouse has three cozy rooms overlooking the vineyard or a spectacular view of the mountains. Owners Victoria Jones and her French partner, Patrick Blousson, will look after you like a member of their own family. Route 94, km 14, on the road to The Manzano Histórico, Tunuyan, Valle de Uco, Mendoza; +54 9 261 15 655 3382
  • 630 Chapel St, South Yarra VIC 3141, Australia
    Travelers seeking spacious accommodations in buzzy South Yarra would be wise to choose this MGallery by Sofitel property on shop-lined Chapel Street. The smallest of its 111 guest rooms start at a roomy 410 square feet and feature plush king beds, black-marble bathrooms, and smart TVs, while its largest split-level suites are nearly quadruple in size—one has its own private spa bath and sauna, while another houses a dining table for 10 and a baby grand piano in the living room. The interiors scream personality, with a bold color palette of hot pink, turquoise, and lime green and decorative elements like gray-and-black leaf decals. After a day spent shopping in the nearby boutiques, unwind in the gym and sauna, then chill out in one of the plush lounge chairs on the seasonal rooftop deck or around the indoor pool, which is covered in a retractable glass roof that opens during warm weather.
  • 3850 Wailea Alanui Dr, Wailea, HI 96753, USA
    A honeymooner’s dream, the 40-acre Grand Wailea hails from the era of the Hawaiian mega-resort. From its perch over the Pacific, the hotel offers an impressive collection of original art (much of it created by locals specially for the property), 40 acres of lush tropical gardens, and over-the-top water features among the nine swimming pools, including slides, caves, a Tarzan swing, swim-up bars, and a canyon with an enclosed “lava tube.” The resort even boasts Humuhumu, a Hawaiian-inspired restaurant set in a man-made lagoon, and 780 guest rooms, all of which include a private patio or balcony. Opt for accommodations on the Napua Club level for a more intimate “boutique hotel within a resort” feel.
  • 6 Rue Rose Goudard, 84800 L'Isle-sur-la-Sorgue, France
    Housed in a 17th-century town house at the heart of L’Isle-sur-la-Sorgue, this boutique hotel offers superior service, luxurious rooms, a secret garden with a swimming pool, and an art gallery, where pieces by local artists and designers hang alongside souvenirs from the owners’ extensive travels. Past the hotel’s monumental entrance with its 300-year-old locks, a staircase lined with 17th-century stained glass leads to four spacious rooms, each uniquely decorated with fine furniture, carefully selected fabrics, and objects from around the world. Guests can also look forward to a cozy lounge with a fireplace, and a bright kitchen, where cool-as-can-be owners Frédéric and Marie-Claude serve a mind-blowing breakfast spread each morning.
  • 3805 Main St, Stone Ridge, NY 12484, USA
    Sitting on 40 acres in the quaint town of Stone Ridge, Hasbrouck House is a lovely boutique getaway, featuring 20 one-of-a-kind rooms spread out over three structures. Rooms are bright and homey, with wooden floors and plush beds. Some even feature vaulted ceilings, stone fireplaces, and deep, freestanding bathtubs. Although it’s not a spa retreat, Hasbrouck House does offer a variety of massages that can be enjoyed either in a cozy treatment room or your very own suite. For many guests, however, the highlight of a weekend here is dinner at on-site restaurant Butterfield, which offers a seasonal menu inspired by fresh produce from the Hudson Valley. Come in the summer and you’ll also have access to the 55-foot-long swimming pool, nightly bonfires, and outdoor movie screenings and concerts.
  • 9 Resort Drive
    While some Great Barrier Reef resorts require private plane charter, this 57-room boutique resort is located on Hamilton Island—the only one in the Whitsundays with a commercial airport—meaning it’s easily reached by a direct flight from Sydney, Melbourne, Brisbane, or Cairns. Each room, situated on the tranquil, white-sand Catseye Beach, has a bright Aussie vibe, with lots of natural wood, Aesop toiletries, and private terraces or balconies offering palm-fringed ocean views. The resort’s adults-only policy ensures bliss awaits at the infinity pool overlooking the beach, or below on the portion of Catseye reserved for Beach Club guests. Also on offer is complimentary watersports gear, from snorkeling equipment to catamarans. The resort can even arrange for helicopter and seaplane rides, or diving excursions to secluded sections of the Great Barrier Reef.
  • 2327, 833 W Washington Blvd, Chicago, IL 60607, USA
    Chances are you’ve seen Maria Pinto’s works at some point in recent years—she’s known for dressing the likes of First Lady Michelle Obama, Oprah Winfrey, and Brooke Shields. That fan base is only growing with the opening of her West Loop Style Studio, where women can shop M2057 by Maria Pinto, a ready-to-wear collection inspired by urban architecture and design. Created for the time-pressed but fashion-forward woman, Pinto’s pieces marry runway ideas with a low-maintenance aesthetic (the upscale fabrics might be imported from Italy, but they’re also machine-washable and wrinkle-resistant—perfect for travel). In addition to plenty of day-to-night options like dresses, skirts, tops, and pants, the boutique also carries belts and jewelry by outside artists, curated by Pinto.
  • 1909 Hayes St, Nashville, TN 37203, USA
    Opened in 2017, Hayes Street Hotel may occupy a modern building in Midtown, but the boutique lodging has made every effort to highlight the area’s historic past and the local makers who adhere to its traditions. A nod to the city’s former life as one of the country’s busiest printing centers, the lobby features poster art from famed letterpress studio Hatch Show Print, which has created musical renderings for the likes of Led Zeppelin, Elvis Presley, and Loretta Lynn over its 140-year lifespan, while white porch swings invite you to sip a cup of joe from Bongo Java, Nashville’s oldest coffeehouse. Local bourbons, whiskeys, and microbrews make up the menu at the Hayes Street Bar, and guest rooms favor minimalism with hardwood floors and mint-green accent walls, their clean lines providing a serene backdrop for the city’s myriad pleasures.
  • Hôtel Fenua Mata’i’oa is a low-key boutique hotel with five individually decorated suites, each with a funky mix of handicrafts and loudly patterned artwork and upholstery. As one of the smaller options on the island, the property feels more like a guesthouse than a proper hotel, but it still features comforts such as a full bar and restaurant, private island dining experiences, and lomilomi massages. The hotel also offers a number of Tahitian cultural experiences, including traditional crafts and private Polynesian dance lessons. The proceeds of both activities go to help support a local NGO. Traditional Tahitian dance and music performances can also be arranged. And for guests who really want an immersive experience, Fenua Mata’i’oa offers traditional Polynesian wedding ceremonies, staged right on the hotel’s verdant grounds.
  • Lamu Road, Malindi, Kenya
    The final mile of the drive from the resort town of Malindi to the secluded beachfront hotel Che Shale winds through lush vegetation and coconut-studded palms—a preview of the laid-back vacation that awaits you. The property itself is simple and stylish: guests sleep in thatched bandas made with locally sourced materials and dine with sand between their toes on soft-shell crustaceans from the hotel’s organic crab farm. There are hidden nooks up wooden ladders to read or snooze in, but the party is down on the beach, a snorkeler’s delight thanks to warm Indian Ocean waters teeming with tropical fish. This stretch of coastline also gets great waves, and kitesurfers flock here, though the staff can arrange lessons for novices. There’s also an on-site boutique filled with swimwear, beach bags, straw hats, and more should you decide to extend your stay.
  • 80 Route 214, Phoenicia, New York
    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.
  • 800 Sorella Ct, Houston, TX 77024, USA
    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.