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On a quiet residential street one block from the popular vintage shops, bars, and restaurants of Milwaukee Avenue, the Wicker Park Inn is one of the best values in Chicago, attracting an eclectic clientele of older couples, families who book the whole place for weddings and other special occasions, and young travelers eager to live like a local amid the vibrant culture of the Wicker Park and Bucktown neighborhoods.

The salmon-colored stucco buildings comprising the Elliott House Inn have a long history that runs parallel with the city’s. Built in the aftermath of a citywide fire, the property’s main structure was then shaken in an 1886 earthquake (the characteristic Charleston earthquake bolts are visible on the building’s facade) and battered by 1989’s Hurricane Hugo. The bed-and-breakfast reopened in 2011 after two years of renovation and redecoration, reinventing itself yet again. The main building is a classic Charleston single house, built with its narrow end on the street and a long piazza running along its length.

The rooms, with their botanical prints, hardwood floors, and Oriental rugs, are traditional in a way that’s elegant and charming rather than fussy. Rooms are available both in the main house and the single-story building across. The quiet courtyard provides an oasis from the city streets with its wisteria-dotted pergola and light-draped palmetto trees.

It’s all about the view at Villa Dubrovnik, a divine hotel built into the cliff across the bay from the Old Town and Lokrum Island. The restaurant, rooftop bar, spa, and most of the rooms feature the same breathtaking vistas over the Adriatic, deep blue at depth and turquoise closer to shore. Done up in sleek, Mediterranean style, the hotel includes glass-walled balconies and external walls that merge into the golden stone of the cliffside. Those balconies are perfect for morning coffee or sunset drinks, but consider having breakfast on the restaurant terrace, under the shade provided by wind-bent pines. The spa features an indoor pool, and just outside, stone steps lead down to the Adriatic’s edge, where guests can relax on sun beds or step directly into the sea. Should you ever want to leave, the hotel’s private motorboat will zip you directly into the Old Town port.

The entire north side of Santa Fe’s downtown plaza is taken up by the 1610 Palace of the Governors, the oldest continually occupied public building in the United States. Its front adobe facade is completely shaded, and in this “portal,” the Native American Vendors Program has been operating for over six decades. A daily lottery ensures a rotating selection of artisans from the various pueblos throughout New Mexico. Yes, there might be some “finer” pieces available in the chic boutiques elsewhere in Santa Fe, but here, in the shade of a four-century-old adobe building, you can meet the artists and even haggle a bit. Be respectful, though—these are not cheap trinkets made in a sweatshop abroad: The crafts and the jewelry are usually made by the person with whom you’ll be conversing. (An interesting side note: The Palace was taken over in 1680 and occupied by Native Americans during the Pueblo Revolt until 1692, when the Spaniards returned. This is the only government seat in the U.S. to have ever been taken over by Native Americans. It then served as the residence of the governor during the Spanish, Mexican, and U.S. territorial regimes, until 1907. In 1912, New Mexico became a U.S. state. Today, the Palace serves as a museum.)

Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.

At this stunning restaurant in the Grand Wailea Maui, Lahaina-born chef Alvin Savella wows diners with bright flavors and striking plating. Start with appetizers like Cantonese barbecue-style char siu pork belly, squid ink bao, and ulu (breadfruit) risotto with nasturtiums, then move on to impressive mains like lobster ramen in red miso–coconut broth and free-range huli huli chicken with garlic fried rice and charred pineapple relish. Set in a lagoon, the round, thatched-roof restaurant—named for Hawaii’s state fish, the humuhumunukunukuapuaa—offers spectacular sunset views, so plan your dinner accordingly.

Experience the tasting room of Gruet Winery, founded by Gilbert Gruet, whose family originally hailed from the Champagne region of France. The stately winery is a perfect venue for serious sipping of the label’s sparkling wines (popular in both New York and California). Grab a bottle or two to go. The affordable Brut Rose pairs well with some charred hatch chili peppers or a thick, meaty green chili cheeseburger.

Swami’s Beach, off hwy 101 in Encinitas, has some of the best surfing in the nation, especially during the winter months. Due to the competition for the waves, mostly expert surfers and locals are found in these waters. In this photo- Swami’s beach is actually the furthest point on the beach. So called “Swami’s” because of the Self Realization Fellowship Center located on the cliffs above. Even if you don’t surf, this part of the CA coastline is gorgeous. After enjoying the beach, you can head down the road to have lunch or dinner at one of the many restaurants that line hwy 101.

In the mornings, Modern General’s the spot to grab an acai bowl, a smoothie, or a wheatgrass shot for high-altitude nourishment. This airy general store stocks an assortment of baked goods (try the tart lemon cake) and grab-and-go wares. Check out the curated lineup of chic garden tools, farm lavender soaps from Albuquerque’s label Los Poblanos, and kitchen utensils. The cheery, canary-yellow coffee cups (for your almond-milk latte) are a bright addition to a friendly, busy space where locals and travelers unite.

Originally opened in 1946 as a luxury hideaway for the rich and famous, the Hotel Bel-Air’s brilliance as a Hollywood icon has, if anything, increased since its renovation, finished in 2011, by the renowned design teams at Alexandra Champalimaud and the Rockwell Group. Surrounded by 12 acres of fragrant, exotic gardens, the decadent rooms have housed everyone from Grace Kelly to Oprah, from Richard Nixon to the Prince of Wales, all of whom sought serene privacy—and the staff’s renowned discretion.

Mandarin Oriental’s first Caribbean resort has all the amenities you’d expect from the luxury brand—with the price tag to match. Nestled within lush greenery overlooking the white sands of Godahl Beach, the 26 suites and villas, which sit on the grounds of a 1,200-acre estate on the island of Canouan, are elegantly appointed with modern furnishings, marble baths, and rosy accents befitting the hotel’s name. Here, though, it’s all about the public spaces, including a Jim Fazio–designed golf course overlooking sparkling blue waters, a hilltop spa specializing in island-themed treatments, and four elegant restaurants serving every kind of cuisine, from pan-Asian to Italian. At Turtles, a cocktail lounge straight out of the Hamptons, opt for the Pepper Bliss, made with rum, bell pepper syrup, and pineapple juice.

The first of Dubai’s extravagant palm tree–shaped artificial islands once seemed an expensive marketing gimmick; but One&Only The Palm’s prime position on the tip of the outer breakwater—plus thriving starfish and transplanted mature palm trees—make the beach here feel at once natural and private (albeit with dramatic views of the gleaming cityscape lining the mainland coast). The rooms and suites, some with their own private pools, are grouped in blocks of six or nine within sea-facing, Marrakech-meets-Miami–styled mansions with beige and dark-wood interiors and freestanding bathtubs. There is a Guerlain spa on site, and the hotel’s flagship restaurant, Stay, is overseen by Michelin-starred French chef Yannick Alleno.

When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.

When the southern Arizona desert gets just the right mix of rains at the right time in fall and winter, the following spring can produce a riot of wildflowers. People around Tucson said that the spring of 2010 was one of the best displays in decades--poppies and lupine for miles...perhaps the most vibrant ‘show’ in a generation.

Few burger joints have a backstory as quintessentially L.A. as Monty’s Good Burger. Koreatown’s first all-vegan restaurant, the In-N-Out-style hole-in-the-wall serves Impossible burgers on vegan buns with lettuce, tomato, Follow Your Heart “cheese,” and a faux thousand island sauce, plus creamy shakes, loaded tots, and not-so-secret menu picks like Dog Pile loaded fries or tots (check their Instagram for the latest options). Before it was a bright blue exclamation point on the corner of Western and 5th, Monty’s was a Coachella food stall debut with a queue that gave founders Lexie Jiaras (USC class of 2017), Max Angles, and Dennis Gomez an idea. Now, Monty’s—named after Jiaras’ Maltese—is full steam ahead, with locations in Riverside and Echo Park and an Instagram following of over 100k. The food itself is especially tasty—if a bit pricey. But you pay for quality, and the locally sourced, organic ingredients deliver a cruelty-free burger that tastes pretty dang close to the real thing.