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  • Alice Eldemire Drive, Montego Bay, Jamaica
    More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.
  • 603 N Lamar Blvd, Austin, TX 78703, USA
    Leading the charge for independent bookstores since it opened in 1970, Book People is legendary for creativity and a strong calendar of events. The store holds frequent author signings—and we’re talking big authors—and book club meetings for all manner of book genres. Those who can’t get to Austin can sign up for a subscription service called Trust Fall in which a new book, handpicked by the staff, arrives in the mail a few times a year. Kids are a special focus here: The store publishes a blog written by its own “teen press corps” and collaborates with librarians around the state to hold the annual Texas Teen Book Festival. Book lovers should not miss visiting this stalwart home of literature, and handily, it’s open a lot: 9 a.m.–11 p.m. every day but Thanksgiving.
  • Fashion District, Johannesburg, 2001, South Africa
    A modest three-story building in the Ferreirasdorp area of Johannesburg, Chancellor House once contained the first black law firm in South Africa, opened by Nelson Mandela and Oliver Tambo at the height of apartheid. It was here that the two attorneys fought for those accused of crimes against the state—many of which they were also held accountable for later in life.

    Left to languish for years, Chancellor House was restored to its former glory in 2010 and now features a freedom struggle museum on the ground floor. One particularly fascinating display includes a timeline with photographs and interesting events from Mandela’s life, including a picture of him sparring with Jerry Moloi on the rooftop of the South African Associated Newspapers Building. Many of the displays are also visible from the street so passersby can learn more about Mandela and Tambo while exploring the surrounding neighborhood.
  • 802 S Highland Ave, Marfa, TX 79843, USA
    Every September, El Cosmico puts on an exuberant 3-day celebration of music, love, freedom, and everything else kick-ass West Texas. Bring your own tent, rent one of El Cosmico’s safari tents, book a yurt, or go extra glam with one of their decked out vintage trailers (those get booked early!). Trans-Pecos is relaxed, intimate, and hilarious. Being part of it makes for an unforgettable weekend in the Chihuahuan Desert, under those vast Texan skies. Last year only a little more than 1000 tickets were sold, and organizers plan to keep the event at about that size, as that’s a big part of what makes it is so special. There’s going to be a great line-up of music, off-beat workshops, vendors who’ll make you want to revisit your entire wardrobe, and, one of my favorites, the sandlot baseball game that is less about the actual game played, and more about the riotous half-time show, and of course the spectator outfits. Prices: 3 days music only: $200 3 days music + camping: $250 - tickets are per camper, not per tent 1 day music only: $75 - available only at the gate day-of-show
  • 1005 W Burnside St, Portland, OR 97209, USA
    An iconic name in Portland retail—as well as among readers who have never been to the city—Powell’s has multiple locations on both sides of the Willamette. The downtown store remains the one best suited for visitors to explore, with miles of used reads, a tightly curated selection of books from the knowledgeable staff, and every Portland-themed book you could hope to find under one roof. A renovation in 2014 opened up the space and made it feel less like a warehouse of dusty stacks, an improvement that bodes well for the future of the business. Author appearances, even those at the satellite branches, are some of Portland’s best events for interesting discussions.
  • 3410 Montrose Blvd, Houston, TX 77006, USA
    This property is currently closed for renovation and expects to reopen in early 2020.

    An intimate boutique hotel with a B&B feel, La Colombe D’Or (meaning “golden dove” in French) is a Texas landmark built in 1923 as a private residence, for the founder of Humble Oil. Acquired by Steven Zimmerman in 1979, the “Fondren Mansion” became one of the smallest luxury hotels in the world. The unique property also has its own art gallery and Le Grand Salon event space, which has carved wood panel walls that originally hung in a French chateau. The third-floor gallery displays sculpture and oil paintings by local and international artists as well as works on paper by Picasso, Dali, and Man Ray, and there are many more pieces sprinkled throughout the property.

    With only five suites (all named after French artists such as Monet and Degas) and nine villas (across the street from the ballroom), all flush with original art and 19th-century French antiques, the hotel feels personal yet posh. Bonus: 24-hour concierge service and complimentary Wi-Fi.
  • 1323 NW Irving St, Portland, OR 97209, USA
    This is a cool clothing store in the Pearl featuring gear and fashion from a variety of mainstream and boutique brands. The Lizard collections coalesce into a catalog of functional apparel with style and sustainability at the heart of their designs. While the Lounge has a great selection of brands, the real draw for me is the Nau gear. From natural and recycled materials in the fabrics, to the cut and fit of clothes designed for people who move, Nau is an essential part of my packing routine. Their designers once told me they want their clothes to be comfortable—whether the wearer is reaching for a hand hold in a 5-9 pitch or reaching for the top shelf tequila behind the bar. The Nau down shirt was the first of what’s become a ubiquitous piece of all-season gear. The Lounge is also known for its own style of events, supporting local, social and environmental causes with food, drink, music, and mingling. Nau also donates a small percentage of each sale to select nonprofits fighting the good fight at the local and global levels. The Lizard Lounge is not just about retail. It’s about wearing your way into a better world and so Portland in the process.
  • 195 Ottley Dr NE, Atlanta, GA 30324, USA
    In Atlanta, Sweetwater Brewing Company is king. Its success story is not unlike that of Samuel Adams, although less commercial. They started as a hometown craft brewery with humble operations and now are distributed throughout the country. Their motto is “don’t float the mainstream,” and their beer names certainly show that. While you have a standard IPA, there’s also the 420 Pale Ale, Blue, a blueberry beer, Exodus Porter, Georgia Brown and the LowRYEder IPA. Throughout the year they also offer special brews, many of which you can only find at the brewery. They include a Festive Ale, Happy Ending and Road Trip, among others. The Dank Tank is one experimental keg to try at the brewery. On a sunny afternoon, you and the many locals will enjoy live music and food trucks at the brewery. Many of the beers and events at Sweetwater benefit local causes, namely Camp Twin Lakes and the Chattahoochee Riverkeeper, so you’ll be drinking for a cause. For $10, you get a pint glass and 6 samples to try. Alternatively, you can skip the pint glass for a plastic cup and get 6 tickets for free. They are open Wednesday through Friday from 5:30-7:30 and on Saturdays from 2:30-4:30 pm.
  • 142 Rue Montmartre, 75002 Paris, France
    Past the bouncer and down a black staircase 32 feet below ground is Paris‘s most buzzed-about semi-private club, Le Silencio. Housed where Molière was allegedly buried and Zola printed “J’accuse”, it’s of little surprise that the enigmatic director David Lynch would select the location for his louche lounge-cum-entertainment space, which he designed (expect gold-leaf walls, raw wood cladding, bespoke neo-1950’s furniture) - mere steps into the labyrinthine halls and you’ve entered the entrails of another world, one that evidently takes cues from Lynch’s art. Before midnight, it’s member’s only but once midnight strikes, a smartly dressed crowd of cocktail-crazed creatives floods inside, snatching up seats in the art library, loafing at the bar or lighting up in the mirrored smoking room that was conceived to resemble a forest. Killer cocktails and exclusivity aside, Le Silencio’s biggest draw is its broader offering. Presentations from the local artistic set are frequent as are culinary/cultural events, intimate concerts and private screenings. As the guest of a member, my first visit was not so much to explore the space (though there is plenty to unearth here) but for a private tasting of chef Flora Mikula’s work. A couple hours into the evening and I realized Le Silencio wasn’t about being seen but about discovery - of high culture and the utterly bizarre.
  • Av. Tulum 106, Tulum Centro, Centro, 77780 Tulum, Q.R., Mexico
    Why we love it: A design-forward oasis for creative nomads

    The Highlights:
    - The bright and airy inner courtyard with a massive chaca tree
    - Regular programming like live music and wellness workshops
    - No single-use plastics in sight

    The Review:
    From Tulum tastemaker Derek Klein (of Gitano fame) comes this minimalist tropical hotel on the edge of the ever-expanding city. Imagined as a hub for creative types, Casa Pueblo hosts wellness workshops, live music, readings, and other community events, but also boasts amenities like a saltwater pool, rooftop bar, and in-house restaurant situated in an airy central courtyard. Yucatan textiles and handmade pottery can be found in various nooks and seating areas.

    The hotel’s 16 spare rooms face into the courtyard and feature clean white-plaster walls, hand-sculpted bedside sconces, carved wooden furniture, and slatted wooden shutters covering floor-to-ceiling windows. Luuna memory foam mattresses wear Parachute linens and bathrooms showcase custom-made concrete sinks and open rain showers. Purified water in glass carafes and full-size organic Loredana bath products mean no single-use plastics, helping the hotel remain 99 percent plastic-free.
  • 412 Lewers St, Honolulu, HI 96815, USA
    The 112-room Surfjack Hotel channels 1960’s Hawaii, with vintage upholstery on the headboards, reed ceilings, and midcentury modern furnishings. The onsite Swim Club, with its outdoor pool bar, hosts music events and movie nights. Don’t miss a meal at Mahina & Sun from celebrated Honolulu-born chef Ed Kenney, whose menu showcases island cuisine and ingredients, or a trip to the Olive & Oliver boutique, whose clothing and accessories line are inspired by Hawaiian culture.
  • 24 Wharf St, Wellington, ON K0K 3L0, Canada
    Ontario has another wine destination, Prince Edward County, affectionately named “The County.” This cluster of towns, about 2.5 hours east of Toronto, is home to some of Ontario’s best wineries. But never was there a great place to stay until summer 2015 when Jeff Stober, the hotelier behind Toronto’s stylish Drake Hotel, opened a rural clone, the Drake Devonshire. It’s the ideal retreat for travelers wanting their Drake by Lake Ontario. Once a 19th-century foundry, the building is now a contemporary farmhouse-cottage, decked out with 11 individually-designed hotel rooms and two suites in the quaint town of Wellington. The property offers coziness all year round in the communal living room and out back over a lakeside fire pit and s’mores. Guests can hang in the barnlike Pavilion for musical performances, sommelier seminars, seasonal events, or just to gawk at the floor-to-ceiling mural by Brooklyn artist FAILE. It doesn’t hurt that Sandbanks Provincial Park—known for its 60-foot sand dunes—is practically the backyard of the Drake Dev.
  • 550 Geary St, San Francisco, CA 94102, USA
    Two blocks from Union Square, Hotel Adagio is a stylish retreat from the frenetic energy of downtown San Francisco. Built in 1927, the Spanish colonial revival building has a stunning cream facade with intricately carved arches that surround the entrance and windows. The interior also retains many of its original features, including rope crown molding and the top floor’s hand-painted ceilings. Conference-goers and event attendees will be impressed with the hotel venues’ city views, elaborate woodwork, and high ceilings.

    Hotel Adagio is part of the Marriott’s Autograph Collection, and the recently renovated rooms are appropriately named Audition, Act One, Encore, Applause, and Actor’s Studio. The decor uses a contemporary palette that mixes warm burgundy and chocolate hues with lime green and white. Get ready for a night out as you jam to your own music, thanks to each room’s iHome docking station. Then, head down to the hotel bar, the Mortimer, to start the evening with a craft cocktail.
  • 312 Park Ave, Falls Church, VA 22046, USA
    Cherry Hill Historic House and Farm at 321 Park Avenue is a social center and a tourist draw. Built in 1845, it was once a thriving 73-acre farm owned by William A. Blaisdell and was occupied during the Civil War. Today, it is owned by the City of Falls Church and operates as a museum showcasing 18th and 19th-century furniture and tools, a buggy shed, a tackle barn, a corn crib, a well-house, and “necessary” (outdoor toilet). Guided tours are offered Monday-Thursday from 10 a.m. to 3 p.m. and Saturdays (April-October) from 10 a.m. to 1 p.m. In addition, events and public programs such as afternoon teas, concerts, children’s activities, workshops, weddings, and receptions occur year round.
  • Kartal/İstanbul, Turkey
    A multipurpose contemporary art center that opened in November 2011 in the Ottoman Bank building, Salt has a library with thousands of shelves of art publications—the most important, impressive collection in the city.—Sylvia Kouvali