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  • Whitewater, WI, WI, USA
    If these cabins could talk, their stories would reveal tales of prohibition, Polish immigrants, and Latvian priests. Rustic cabins, canvas tents, and a teepee now showcase a jumble of old books, antique lanterns, and the odd chipmunk. Guests can fish, launch a row boat, play shuffleboard, and hike in the surrounding forests. Cabin decks are outfitted with rocking chairs for taking in views of Elkhorn Lake, while the tree house is the perfect place to spend an afternoon absorbed in a book at the lounge (don’t miss the antler chandelier), in the loft bed, or on a hammock outside.

    From $200, wandawega.com

  • 725 Truman Ave, Key West, FL 33040, USA
    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.
  • Rio Terrà Foscarini, 979A, 30123 Dorsoduro, Venezia VE, Italy
    Overlooking a postcard-perfect Venetian street (a former canal, now paved over) in the artistic Dorsoduro district, this 500-year-old merchant’s townhouse has been revamped as the boutique hotel Ca’Pisani. Behind the traditional exterior lies a modern den with clean lines and sharp, geometric forms that’s enhanced by original work from one of Italy’s most notable Futurist artists, Fortunato Depero. Architects Roberto Luigi Canovaro and Pierluigi Pescolderung balanced original design elements—exposed beam ceilings, brickwork—with 1930s touches, including one-of-a-kind inlay door designs and custom masonry and marble work.

    Gaze out at the city’s rooftops from the hotel’s roof terrace, or mingle with locals over wine or an espresso at the street-level café. With the Peggy Guggenheim collection and the Gallerie dell’Accademia gallery just a stroll away, you’ll be able to journey from 16th-century Venice to the 20th century all in a few famous paintings.
  • Via Silvio Pellico, 8, 20121 Milano MI, Italy
    As the only hotel inside the city’s famed 19th-century Galleria Vittorio Emanuele II (the oldest shopping mall in the world), the place is in a league of its own, from the building’s hand-painted vaulted ceilings and original frescoes to touches like grand pianos in the rooms and the racing-green Bentley Continental Flying Spur that whisks guests around the city in style.

    There are 24 rooms in total, though the tall ceilings and mezzanine levels make them feel much more like private apartments than rooms. Designer furnishings and high-tech amenities complement the building’s original features and antiques, and guests get their own professional butler-concierge (all languages catered for), a choice of bed linen and pillow type, and as much vintage wine and champagne as they can handle. Personal laptops and shopping trolleys from the best luxury brands are also available on request.
  • 280 Lynchburg Hwy, Lynchburg, TN 37352, USA
    The charming little town of Lynchburg is home to Jack Daniel, the most famous distillery in all of Tennessee. Take a quick stroll around the town square before crossing a short bridge, which will lead you over a creek that flows from the same spring that provides fresh water for Jack Daniel’s delicious whiskey. Upon arrival at the distillery, you’ll find a modern visitor center where you can learn about the history of Jack Daniel’s as well as the process of making Tennessee whiskey, including the extra step of charcoal mellowing that differentiates it from bourbon.

    It’s remarkable to consider that every drop of Jack Daniel’s served at bars all over the world comes from this lovely hamlet down in the hollow—in fact, visitors are likely to see delivery trucks carrying pallets of bottles back up the hills to parts unknown. Should you want to dive deeper into the whiskey-making process, take a guided tour through the various stages of production, beginning at the source of the springwater and continuing through distillation and finally the rickhouses, where the whiskey ages for years in oak barrels until it’s ready for bottling.
  • 5632 Santa Monica Blvd, Los Angeles, CA 90038, USA
    When owner Dave Neupert discovered the history of the Gold-Diggers Entertainment building in East Hollywood, he knew he had to turn it into a music-themed bar and boutique hotel. Originally built as an “inn above a tavern” in 1924, directly on Santa Monica Boulevard back when it was the famous Route 66, the building later became a dive bar with a rehearsal studio in the back that welcomed punk bands and was even used as a sound stage for Ed Wood. Now, the sleek Gold-Diggers bar includes dark-wood chevron paneling, textured wall coverings, a gold-velvet stage curtain, and Art Deco pendant lighting. Justin Gage of Aquarium Drunkard oversees the music and has welcomed such musicians as Iceage, Mary Lattimore, Julianna Barwick, and Luna to perform. There’s also an on-site recording studio, featuring nine professionally designed and acoustically engineered writing, tracking, and mixing studios managed by industry veteran Simon Horrocks and Grammy-award-winning engineer Eric Gorman.
  • Rumeli Hisarı, Yahya Kemal Cd., 34470 Sarıyer/İstanbul, Turkey
    Most visitors to Istanbul probably don’t realize that there is a fortress there. Located on the western shore of the Bosphorus (just south of Fatih Sultan Mehmet Bridge) is a fortress that dates back to pre-Ottoman rule. Rumeli Hisarı (“roo-mel-li hee-sah-ruh”) was built in 1452 by Sultan Mehmet the Conqueror in preparation for his invasion of Byzantine Constantinople. The sultan built the fortress across the Bosphorus from the Anadolou Hisarı. Strategically, the two fortresses are located at the narrowest point of the Bosphorus which allowed the Ottomans to prevent aid and supplies from ever reaching Constantinople. These days, the fort is a museum and a nice place for a stroll to catch magnificent views of the Bosphorus from the European side. There is a small entry free. The fort is closed on Wednesdays. In my opinion, the best time to go is Saturday morning because there is a town, within easy walking distance, that holds its weekly market then. Plus, there are plenty of cafes to catch a bite or drink. There are several ways you can get to Rumeli Hisarı but I took the No 559C bus from Taksim Square. It ends at the town above the fortress and it’s about a 10 minute downhill walk from there. You can catch the return bus to Taksim. Just ask the driver for information. Not many tourists come to Rumeli Hisarı so you can catch a bit of local life that’s not been tainted by tourism. You’ll truly be off the beaten path!
  • Praça São João Batista, 298 - Quadrado, Porto Seguro - BA, 45818-000, Brazil
    The beach may be the magnet that draws crowds to Trancoso but its the Quadrado that is the heart of the town. The town square sits atop a hilltop offering stunning views of the mangrove forest and sea below. The 1,050-feet-long green park is anchored by the town’s iconic white church and bordered by 50 or so Crayola-colored old fisherman houses. During the day most of the homes stay shuttered due to the heat. But by 5pm, particularly during the peak summer season, they open their doors to reveal chic boutiques and art galleries, restaurants, and pousadas like Uxua and El Gordo. At sunset wild horses graze in the square sometimes interrupt the local kids’ soccer game. The square is filled with crowds after sunset, and artists and artisans come out to sells their goods while musicians come to play music and capoiera dancers come entertain passersby.
  • Ollantaytambo, Peru
    Ollantaytambo’s namesake archaeological site is one of the best examples of Incan architecture in the region. It’s easy to spend a half day exploring the temples and other structures there, especially if you factor in time to hike up beyond the ruins. Meanwhile, the quaint town itself remains much as it was in Incan times, with original houses, streets, and waterways. Some buildings are open to the public, offering a fascinating glimpse into a centuries-old way of life. Most Machu Picchu–bound trains leave from the station here.
  • Gruyères, Switzerland
    Could there be a more glorious setting for a cheese’s origin? These pastures surrounding a hilltop village (Gruyères) crowned with a castle (the Château de Gruyères), happy Swiss cows grazing with views of the Alps all around, producing the milk which, in time, arrives on grocery shelves as cheese around the world, stamped ‘GRUYÈRE’...and there’s a geometric garden in the castle’s courtyard, too.
  • Every Wednesday and Saturday, a farmers market sets up in Union Square in New York City. On the west side of the square, by 16th Street, is an orchard stand which makes the best apple cider donuts in the entire world. Breezy Hill Orchard is always there with many different types of apples, pears, pies, baked goods and - best of all - apple cider donuts. A bag of three will only cost you a few dollars. Coupled with a cup of hot apple cider, it might just be the most perfect breakfast. Pull up a seat on one of the many benches in the park and gaze up through the towering trees as donut crumbs tumble down your chin.
  • 202 Cll San José
    Puerto Rican plazas are laid-back gathering spaces where locals buy snacks, watch shows, play dominoes, and chat with friends. Take a seat on a bench to give your feet a break and soak up some of the everyday comings and goings. At the Plaza de Armas in San Juan, buy the kids traditional treats like sesame-seed lollipops or coconut candies and check out the fountain with the four statues symbolizing the seasons. The Plaza las Delicias in Ponce is made up of two squares divided by a cathedral—one has a statue of journalist and governor Luis Muñoz Marín, while the other is home to the Lions Fountain from the 1939 World Fair.
  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • 11 E Walton St, Chicago, IL 60611, USA
    This hotel is on our list of The 11 Best Hotels in Chicago.

    Designers Lisa Simeone and Gina Deary of KTGY Simeone Deary Design Group oversaw the original design of the Parisian-inspired Waldorf-Astoria Chicago in 2009, and the pair was once again brought in to breathe new life into this 215-room Gold Coast gem. Rooms are now bright white, well-lit, and include pops of uplifting magenta. Before you hit any of them, however, there’s much to entice at street level. Enter from the circular driveway and marvel at the Swarovski chandelier, modeled after a vintage brooch, along with the herringbone wood floors and black-and-white pinstriped stone. Don’t miss the Peacock Lounge and its secret sister, Bernard’s Bar, an intimate craft cocktail and champagne boîte, which is virtually unknown even by city denizens (which means you can always find a seat). Its Scottish and equestrian themes are almost as anachronistic as the Mansard roof and circular driveway, which just adds charm to this newly beloved Chicago hotel.

    The guest rooms feature oversize headboards and abstract floral bedspreads, while bathrooms are a marvel of marble. For something more, splurge on either the new 1,800-square-foot Astoria Suite or the redesigned 2,400-square-foot Presidential Suite, both of which will have you feeling you’ve been transported to a Parisian pied-à-terre (the latter’s primary bedroom features a fireplace).
  • 1 Leon Spilliaertstraat
    To see everything there is to see in Oostende, I highly recommend spending an entire weekend (or longer) in the city. For a good night’s sleep, try the Mondo Hotel, located minutes from the Promenade, in a quiet corner of the city centre. Our hotel room included a mini-kitchen (although minus a fridge which we found a bit odd) and a vast bathroom with a tub and shower. We enjoyed the champagne breakfast buffet, complete with Belgian waffles, in the artsy dining room. There are 28 ‘Cosy Rooms,’ 18 ‘Superior Rooms,’ 2 suites and 14 ‘Family Rooms,’ with extra bedrooms for the kids.