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I don’t know whether it was the early morning fog, the rolling hills surrounding the vineyard, or the grapes themselves that made me do a double-take: Was I really in Chile’s Colchagua Valley, or was I back in California’s Sonoma Valley? With its intoxicating location and old world charm, Casa Silva (the colonial-style inn that sits in the midst of the family vineyard) has the best of both. It’s a place to relax, tour the surrounding vineyards, and – naturally -- drink their own varietals (especially the Sauvignon Gris, Sauvignon Blanc, and Petit Verdot). With only seven rooms, Casa Silva sits somewhere between a B&B and a guest house, with shabby chic rooms that are a throwback to Chile’s colonial era. We snagged room no. 4, with high ceilings and a comfy four-poster bed as well as an oversized bathroom. While the inn itself is special, the restaurant is worth a visit on its own. It has a clubhouse feel, overlooking the family polo field, but with unique and breathtaking views of the Andes. Hotel guests can take a leisurely 20-minute walk through the vineyard to the restaurant, which features Chilean specialties like conger eel, queso fresco, and tuna ceviche in one of the most dramatic settings I’ve ever enjoyed. (And don’t pass up the mote con huesillos, aka “wheat berry peach dessert.”) Finally, not to be missed: the tour of Vina Casa Silva, which houses one of Chile’s most up-to-date wine facilities and the family’s collection of perfectly restored antique cars.

Driving down an old dusty dirt road near Vila Verde da Raia in the area of Tras-os-Montes in northern Portugal I could imagine the area in the 19th or 20th century.The region probably hasn’t changed very much. I have seen pictures of this road from the 1940’s and I can’t see any difference. The road was not paved then and still isn’t. There are no modern homes or strip malls. I loved the natural vegetation and the peaceful vista. After following the road for about 10 minutes, it curved to the right.There were huge sycamore trees on both sides of the road leading into a tiny tucked away village that dates back about 1,000 years or so. The village of Vilarinho had a small plaza and a well. There was a post office on one side of the square, a beautifully restored church ( I wished that I could have seen the original), and many whitewashed granite and concrete homes. I saw that most homes featured modernized interiors. Past the church was the cemetery and large fields of many crops. At first, the residents were very curious but warmed up and became very friendly offering stories of the village, the farming, and tales of the relatives buried in the cemetery. As I walked the village and farm grounds they kept their eyes on this “stranger”, but they were very happy when I expressed such interest in their lives, homes, and their lovely village. A side trip is always a travel bonus and is one of the rewards of going off on your own to mix with the locals.

Thermal springs dot the countryside just north of San Miguel, some as close as a five-minute taxi ride away. Newest—and closest among them—is the Spa at Los Senderos (pictured above), with an adjacent sandy lakeshore for a day-at-the-beach facsimile. In fact, this is a wider residential and ecological project that includes vineyards and organic orchards. Older spas like La Gruta, Escondido Place, and Taboada merit daylong excursions, with lunch being served while you recline in your chaises longues. And the Mayan Baths, with an underground rock-walled grotto complete with candles and piped-in music, can make for a romantic evening, even including a buffet dinner. (That said, double-check the somewhat irregular schedule.)

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.

Fleetwood Mac front man Mick Fleetwood is behind this bar and restaurant, located on a third-floor rooftop in Lahaina. Here, guests sip drinks under beige umbrellas while taking in views of the dreamy blue Pacific. To pair with award-winning cocktails like the Heart of the Jungle (Cynar, Velvet Falernum, coconut rum, and lemon juice), which comes in a tiki artichoke, executive chef Eric Morrissette serves a menu of elevated bar bites, fresh local fish, and meatier dishes like filet mignon with peppercorn reduction. If you’re not a cocktail person, know that the robust drink menu also features beers from Maui Brewing Co. and Kohola Brewing as well as exclusive wines like Krug Brut from Reims, Luberri Gran Reserva rioja, and even a Chateau Musar red blend from Lebanon.

Why we love it: A peaceful mountain hideaway with easy access to outdoor activities like golf, tennis, and hiking

The Highlights:
- A location surrounded by the campus of the University of the South and its history
- Luxurious rooms and common spaces with golf course views
- Popular Sunday brunch

The Review:
Owned and operated by the University of the South, the Sewanee Inn has become an important part of its small mountain town. Regular visitors include alumni and families visiting campus as well as fans of the great outdoors, who take advantage of the on-site Gil Hanse–designed golf course and the myriad hiking and biking opportunities on nearby Monteagle Mountain. Guests can also carry drinks from the cozy Shakerag Hollow lobby lounge out to the expansive open patio to enjoy beautiful sunsets over the edge of the ridge and to heckle their golfer friends as they approach the eighth green.

The entire property is intertwined into the history of the university, with artifacts thoughtfully positioned in nooks and shelves around the common areas and a small museum gallery just off the main lobby. Even the hotel restaurant, Eighteen58, is named for the year the university received its official charter. Guests and locals alike love the elevated comfort food served here, but especially popular is the Sunday brunch in the soaring Founders Hall, which includes a generous buffet, pancake and omelet stations, a Bloody Mary bar, and live entertainment. After brunch, hit the fitness center, borrow one of the inn’s complimentary bicycles, or simply return to your room, where amenities like cotton linens, flat-screen TVs, and Gilchrist & Soames bath products make for a luxurious retreat.

On the Dominican Republic’s northern coast, near the tip of the Samaná Peninsula, this unpopulated Atlantic beach stretches three miles from Cape Samaná to the cliffs of Cape Cabrón. To get here, you’ll need to take a four-wheel-drive vehicle or a boat charter from the small fishing village of Las Galeras, but once you arrive, you’ll find a nearly empty stretch of sand. The west end of the beach features calm waters ideal for swimming and snorkeling, while the east end has great waves for surfing. You’ll also find spots to rent kayaks, snorkeling gear, chairs, and umbrellas, as well as a few food vendors serving rice, beans, and seafood cooked over an open-hearth fire. This is the place to go when you want to get away from the crowds.

Located on Goat Island in Narragansett Bay, Gurney’s feels secluded even though it’s just minutes from downtown Newport. Guests enjoy 360-degree water views from the expansive grounds, which include 257 guestrooms as well as three restaurants, a full-service spa, an outdoor saltwater pool, and more event space than any other property in town. Done up in soothing blues and greys, rooms feature king beds with plush pillows, soft sheets, and down blankets; large bathrooms with granite countertops and jet-stream tubs; and oversized desks for working in between lounging on the sun deck. Some premium view rooms boast harbor vistas from private balconies, while suites include spacious living rooms.

In the morning, guests can grab breakfast at Corso, an Italian-style coffee bar in the lobby, before catching the complimentary shuttle to downtown Newport for a day of exploring. Bikes are also available should they prefer to take in the famous mansions on two wheels. Of course, there’s also plenty to do on-site, from hanging at Newport’s only outdoor hotel pool, getting pampered at the Seawater Spa, and breaking a sweat at the 24-hour fitness center to scheduled activities like yoga classes, crafting sessions, wine tastings, and movie nights. Come evening, enjoy cocktails around the firepits at Regent Lounge, followed by an Italian-inspired dinner at Scarpetta. During the summer months, guests can also look forward to poolside dining at The Pineapple Club as well as a kids’ club for children ages 4 to 12.

Opened in 2012 in the Palmerie neighborhood, surrounded by views of the Djebilet Hills and Atlas Mountains, this stunning resort feels miles away from the world—though complimentary shuttles whisk guests to the town center in less than 25 minutes. The popularity with the glam crowd and the variety of super-sized accommodations also help make it feel like an upscale residential enclave. Choose between 41 chic rooms, suites, villas, and “palaces,” all connected by pathways that wind under Moorish arches, through gardens, and over flower-filled ponds; even the entry-level Deluxe Rooms offer plenty of space, with oversized bathrooms, fireplaces, outdoor seating, and a large heated plunge pool, while the three kinds of Suites, multi-bedroom Villas, and three private residence Palaces (with three or four bedrooms each) offer other perks like full-sized swimming pools, kitchens, and more outdoor living areas. Enjoy breakfast and dinner at the French-Moroccan Le Namaskar, lunch at La Table in the gardens, tea at Espace T, and drinks at a variety of bars, including the rooftop Nomad Bar, where bubbles are served to DJ-spun tunes and endless views. (The decadent brunch, served on the lawn with fluffy pillows as seats, is popular with locals, so be sure to make a reservation.) Though every room has a private pool for a dip, there’s also a main one ringed by loungers, as well as other soaking spots—and a full menu of treatments—at the lantern-lit spa.

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.

Welcome to the vagina island, no joke (the rough English translation of the word Huahine is vagina). And although no one knows exactly where the name originated, historians think it has to do with the important role women played in the island’s history. Comprised of two islands – the more developed Huahine Nui (Big Huahine) to the north, and Huahine Iti (Little Huahine) to the south – there isn’t a lot to do here, but the unpretentious and relatively sleepy vibe appeals to budget travelers and surfers, as Huahine has some of the cheapest beds and best breaks in all of French Polynesia. It is also home to untouched beaches, isolated coves, enchanted azure lagoons and the most extensive complex of pre-European marae in French Polynesia. It also has a noticeable lack of luxury resorts, making it still feel like a Robinson Crusoe style getaway. Some of the most consistent and best surf in French Polynesia is found off Huahine’s shores, but local surfers can be very possessive, so make sure you check with them before hitting up their turn. This is also not the place for novices, as the left and right reef breaks can chew you up pretty badly. Huahine is also home to some great dive spots, including a canyon where you can see barracuda, jackfish, rays and sharks. For snorkeling head to Fare, which has a pretty sand beach just north of town and a wide, translucent lagoon that drops off quickly for excellent snorkeling around coral and through schools of multi-hued fish.

A hot lobster roll from Neptune Oyster is summertime heaven on a butter-soaked brioche, and bivalve lovers queue up daily to sample the two dozen varieties of oysters chilling in the front window of this diminutive North End restaurant. Fresh-off-the-boat fish and creative takes on New England seafood are the draws here—the clam chowder is made to order, the fish-and-chips uses Acadian redfish (not cod), and it’s probably the only place in town where you can get lobster tacos. Yeah, it’s pricey—hot or cold, the lobster roll will set you back around $30—but share the Neptune Plateau raw-bar plate with your friends and you’ll truly feel like the king of the sea.

Place des Arts, the jewel of the Quartier des Spectacles in the center of town, is a cultural complex attached to the Musée d’art contemporain de Montréal that unites five performance spaces, including the Maison Symphonique de Montréal. It has two main performance arts spaces: Théâtre Maisonneuve, a nearly 1,500-seat modern-day rendition of a classical Italian theatre where dance organizations including Grands Ballets Canadiens regularly perform; Salle Wilfrid-Pelletier, which with just under 3,000 seats is better suited for big, boisterous Opéra de Montréal productions; and the smaller, 400-seat Cinquième Salle, home to series of shows by Danse Danse, among others. Photo: Susan Moss

Portland isn’t exactly the kind of city that’s known for being “fancy,” which was why it was so bold for the Starwood Luxury Collection to add a sleek 15th floor to the top of the iconic Meier & Frank department store building downtown—and turn the top nine floors into the swankiest hotel in town. Who would’ve thought that Louis XVI chairs, tufted white leather and teal velvet, crystal chandeliers, and ornate wallpaper would work so well in the city of plaid, beards, and twee bird patterns? In true Field of Dreams fashion, Starwood built it and the travelers came out of the woodwork, hungry for a luxury hotel that embodies the Rose City with everything from environmentally conscious practices and farm-to-table restaurants to an extensive art collection and rooftop honey bee colony. All that’s to say nothing of the private club-like Library, a collaboration with Portland icon Powell’s Books (the world’s largest bookstore) that allows hotel guests to borrow from a curated collection of 3,000 books during their stay. As it turns out, it’s not all that hard to dress Portland to the nines.

The moment the snow melts, young Torontonians begin their annual spring migration to Trinity Bellwoods Park. The hippest park in town, Bellwoods stretches from the shopper’s paradise of Queen West up to central Dundas Street. On a summer’s day, sun-and-fun seekers spread out on beach blankets to watch the action: at the dog run, on the tennis courts, in the kiddie pool, and even closer, on the adjacent blankets. After dark, head to nearby Bellwoods Brewery for a pint.