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  • 4-8 Saint Paul St E
    Rue Saint Paul is the oldest, the most popular, and the most iconic of Old Montreal streets. It was Montreal’s main thoroughfare in the 18th and 19th centuries, and although it doesn’t hold the same strategic importance today, it’s still at the core of Montreal’s destinations. Despite the tourist shops filled with souvenirs like moose-shaped shot glasses and maple-syrup everything, Saint-Paul Street still holds the grandeur it had back in the day, thanks to its stunning architecture. Ignore the shops and look up, admire the details of the windows and roof lines—to see what the street really is about. This street is ideal for a romantic, dimly lit, post-dinner stroll.
  • 71 Juta St, Johannesburg, 2000, South Africa
    On this rainy afternoon that I visited, Kitchener’s had the DJ on the decks mixing up a storm inside the venue, with patrons being able to browse the goods with their drinks in hand all the while being able to do a little boogie! Whether it’s on the weekend or during the week, Kitchener’s does get very full, but is always good fun! On the weekend’s the bar transforms into a bustling, bar/market with jewellery, vintage books, clothes and more on sale. A cool fact about Kitchener’s: It has the honour of being the second oldest bar in Johannesburg. Check out their full list of events on their Facebook page
  • Place des Vosges, Paris, France
    This beautiful square is one the city’s oldest; set in Le Marais, it’s surrounded by grand houses and an arched walkway lined with galleries and quaint cafés. At Number 6, you’ll find the former home of Victor Hugo, author of “The Hunchback of Notre-Dame.” The park at its center is a popular place to gather al fresco in the warm weather.
  • 6936 E Main St, Scottsdale, AZ 85251, USA
    If you like Zinc Bistro, the House has the same great chef, Matt Carter. This has terrific drinks and food, but the ambiance just can’t be captured in a photo. Ask manager Tony for the cider shandy. Opened in late 2012, the restaurant inside is cozy. The patio outside is sort of southern in feel. Chef Matt Carter lets you explore his menu of re-imagined classic Mediterranean dishes. From house-made pastas to shellfish cooked over an Argentinian-style grill, dining at the House is an exciting culinary journey. While there is one other house that is older in Scottsdale, they do claim the tree is the oldest in Scottsdale.
  • 1400 Washington Ave, New Orleans, LA 70130, USA
    New Orleans’ cemeteries are part of the city’s culture as well as its landscape—and St. Louis Cemetery No. 1 is the oldest and most famous. Opened in 1789 on the edge of the French Quarter, the cemetery is home to the tomb of Marie Laveau, a free woman of color who earned a reputation as the city’s most powerful voodoo queen in the 1800s. Her tomb is littered with tributes (money, alcohol, candy, trinkets) left by those who hope the queen will grant their desires from beyond the grave. In the Garden District, Lafayette Cemetery No. 1 made a cameo in several movies, including Interview with a Vampire and Double Jeopardy. Save Our Cemeteries, a non-profit dedicated to cemetery restoration and preservation, runs tours of both St. Louis No. 1 and Lafayette No. 1.
  • 865 Maplewood Drive
    This place truly lives up to its name. There isn’t one single model train-related item that this place won’t have. They feature a staggering amount of model choices, and in back there are entire walls of locomotives, cars and cabooses to choose from to complete that perfect railway masterpiece you’ve been working on. They even have a model train set running just for fun! The folks here also specialize in repairs, and can get your engine up and running in no time. And should you be into model airplanes, or a pinewood derby enthusiast, they have you covered on that front as well. This place is a must-see for any hobbyist. Amateur or expert, you gotta see this place!
  • 317 C. de la Fortaleza, San Juan, 00901, Puerto Rico
    Chef Peter Schintler’s San Juan restaurant remains one of the capital’s top fine dining destinations after more than a decade in operation. Marmalade, located in Old San Juan, has allowed Schintler to experiment with international flavors and techniques picked up at previous stints in kitchens around the world, including one at New York’s fabled Le Cirque. While beloved by omnivores and travelers who will jet-set for cocktails, vegetarians especially appreciate Schintler’s menu, which includes a spiced cauliflower meze and hand-rolled black truffle pappardelle. Reservations are definitely recommended.
  • 390 N Orange Ave, Orlando, FL 32801, USA
    The restaurateurs were aiming for an approachable French spot when they opened this brasserie in downtown’s Bank of America building in 2016—and they’ve succeeded, in spades. Here, the perfect start to both lunch and dinner is a bowl of the savory French onion soup, which features just the right amount of bone marrow. Other menu highlights include steak frites, croque monsieur sandwiches, and artisanal cheese plates for dessert. If seafood is your thing, you’ll also love the raw bar, with its spread of oysters, shrimp, and crab legs. On weekday mornings, DoveCote offers a café-style breakfast, complete with authentic French pastries and espresso drinks served in the open lobby. Every other meal occurs in the actual restaurant, which stuns with soaring ceilings, whitewashed brick walls, and a palette of soft blue, gold, and gray that feels trés français indeed.
  • 2178 Broadway, W 77th St, New York, NY 10024, USA
    At-home entertainers will enjoy the expansive digs at this Upper West Side property, where a number of studios and suites feature terraces and enough space to host upwards of 30 guests. Even its more modestly sized rooms evoke big-time comfort, though, thanks to luxury bedding, signature mattresses, and an array of everyday conveniences (think Keurig machines and free morning papers). There are plenty of perks to be found beyond the rooms as well, namely at the property’s three dining venues. Serafina restaurant excels at Northern Italian plates, while LOCL offers speakeasy-inspired cocktails alongside live piano sets and a library with an original fireplace. Guests will also want to check out RedFarm, where chef Joe Ng serves clever takes on Chinese fare and dim sum, such as oxtail dumplings and BBQ duck lettuce wraps.
  • 343 Rue Saint Paul Est, Montréal, QC H2Y 1H3, Canada
    Rustic elegance is the order of the day at La Champagnerie, a champagne-only bar in Old Montreal. Between the delicious cocktails, heaven-sent food, and exposed brick walls of this historic building, the drinking experience will be memorable. The menu features over 50 different brands of bubbly (including real champagne, cava, and prosecco) and a very entertaining sabering act, as well as brie poutine and oysters. Contrary to popular belief, la Champagnerie isn’t that expensive. Yes, there is the odd $500+ bottle, but visitors can easily enjoy a meal and a cocktail or two without needing to remortgage their house. A very nice way to spend an evening, if you ask me—champagne, Old Montreal, and good music. Santé!
  • 52 Rue de Saintonge, 75003 Paris, France
    A boon to taco-starved expats when it opened five years ago, this taqueria-meets-cocktail lounge has been consistently good since day one. Tuck into tacos, tostadas and deliciously chunky guacamole in the narrow taqueria, then head past the unmarked door at the back of the kitchen for prohibition-style cocktails and great music. Tight quarters—one large communal wood table and a handful of bar seats—demand early arrival. Upside: stop by anytime during the day for a quick bite if claustrophobic dining doesn’t suit you. Why opt for Mexican fare on a trip to Paris, you may be wondering? It’s one of the best spots to mingle with locals and offers a true glimpse into the modern Parisian hangout.
  • 377 Greenwich St, New York, NY 10013, USA
    On a charming corner of Greenwich Street in TriBeCa, the Greenwich Hotel is a sophisticated downtown Manhattan property co-owned by actor Robert DeNiro. Since opening in 2008, this boutique hotel has earned a reputation for its discretion (only a small sign signals the entrance), offering the type of service and privacy that attracts celebrity guests. Keep an eye out for abstract expressionist paintings by Robert DeNiro’s father, Robert DeNiro Sr., throughout the hotel.

    No two of the 88 rooms are alike; the design is unfussy and pleasantly understated. Spacious bathrooms—finished in Moroccan tile or Italian Carrara marble—are a highlight of the accommodations. Start your stay with a swim in the lantern-lit swimming pool before sipping a pre-dinner cocktail in the guests-only drawing room, complete with a fireplace. The hotel is also home to neighborhood favorite Italian restaurant, Locanda Verde, from beloved NYC chef Andrew Carmellini.
  • 35 East 76th Street
    This Upper East Side legend opened its doors in 1930 and, since then, has offered big-city accommodations to a legion of luminaries, from John F. Kennedy and Ingrid Bergman to the Duke and Duchess of Cambridge. The hotel’s famed restaurant Café Carlyle is where much of the action—and longstanding history—exists, having consistently hosted top talent like Woody Allen, Alan Cumming, and Rita Wilson since opening in 1955.
  • 86 Connaught Drive, Jasper, Alberta, Canada
    Originally opened in 2006 by chef David Husereau, known for his appearance on Chopped Canada, Evil Dave’s Grill may have since changed ownership, but the menu remains prime-time ready. Try the Cowboy Sushi, the Luscious Lollipop Shrimp, or the Malevolent Meatloaf (best name ever), which is made with 100 percent lean ground bison and wild-boar bacon. Dinner dishes range in price from $23 to $40, and they offer more quality and creativity than most other comparably priced restaurants in town. Pair your meal with a cocktail from the elixirs menu—popular ones include the Karma Police, made from Malibu Mango rum, Hpnotiq liqueur, a mandarin wedge, and ginger ale.
  • 5624 Sears St, Dallas, TX 75206, USA
    In 2013, Jason Boso, the founder of the popular Twisted Root burger joints, felt the city was lacking a bar where he could feel equally comfortable taking his dad for a beer, hanging out with his buddies at night, and treating his wife to brunch—so he created one. Granted, this is no ordinary bar: Truck Yard draws inspiration from traditional beer gardens, old-school honky-tonks, and a treehouse Boso had as a child, all ringed by colorfully painted and graffiti-adorned trailers. Enjoy cocktails in the treehouse bar and craft beers in the outdoor seating areas as you wait for eats from the rotating collection of food trucks; depending on the schedule, you might find BBQ, Greek favorites, gourmet sliders, authentic tacos, and more, as well as the house signature Philly cheesesteak. The casual vibe and national praise mean there’s always a lively crowd.