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  • 312 R. du Square-Saint-Louis, Montréal, QC H2X 1A5, Canada
    The Carré Saint-Louis (also known as St. Louis Square) is one of Montréal’s most important literary streetscapes. Famed Québecois poets Émile Nelligan and Gaston Miron called this home. Brightly painted Victorian/Second Empire graystone rowhouses line the square—one of the best leafy spaces in the city. (It’s been called “the closest thing to a European neighborhood square you’ll find this side of the Atlantic” by the Project for Public Spaces.) A few blocks away is the fabled Schwartz’s Deli. Grab a “smoked meat” to go, then come here to chow down by the fountain, surrounded by trees and 19th-century façades. (The nearest subway is Sherbrooke station on the Orange Line.)
  • 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.
  • 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).
  • Trafalgar Square, Charing Cross, London WC2N 5DN, UK
    Trafalgar Square dominates the landscape at Charring Cross. It was made to commemorate the Battle of Trafalgar. At the centre is Nelson’s column, which includes a statue of Horatio Nelson, the vice admiral who commanded the British Fleet at Trafalgar. It is flanked by 4 majestic lions. Around the corner, the historic National Gallery and National Portrait Gallery occupy pride of place. They house masterpieces by famed artists including Leonardo Da Vinci, Claude Monet, and J.M.W. Turner. The area around the galleries is full of tourists and locals unwinding after a long day. It is crowded during the day but it is absolutely magical at night once the crowds disperse-perfect for a walk after dinner.
  • Dock Square
    If there’s a hub of the hubbub in Kennebunkport, it’s Dock Square, a colorful jumble of onetime fishing shacks that now house galleries, stores, and restaurants. Prowl through the shops to find unusual clothing, distinctive souvenirs, fine art, crafts, taffy and fudge, pottery, canvas bags, specialty foods, presents for pets, and, of course, the usual trinkets and T-shirts. Most of these spots are built on wharves over the tidal Kennebunk River, and it’s worth climbing to second-floor ones, such as Good Earth, for the water—or mudflat—views. The bridge connecting Dock Square to Kennebunk’s Lower Village offers another good vantage point, and the Clam Shack is one of the area’s best places to indulge in fried clams or a lobster roll.
  • 39-40 Dorset Square, Marylebone, London NW1 6QN, UK
    At this intimate Marylebone hotel, there’s a unique history that goes beyond its setting in a Regency townhouse, or its location overlooking one of London’s earliest cricket grounds. Of more interest to hotel junkies is the fact that, back in 1985, this was the first hotel opened by Tim and Kit Kemp, who went on to found the much-loved Firmdale Hotels group, which now has properties throughout London and New York City. Though the couple sold Dorset Square in 2002, they re-bought it in 2012, and gave it a thorough re-do to bring it back to their signature style standard.

    The 38 rooms now feature modern English décor, complete with individually selected furnishings and eye-catching fabrics, as well as Wi-Fi, iPod docking stations, and granite bathrooms with walk-in showers or bathtubs. The top-tier Marylebone Room kicks it up a notch with grey wool walls and a separate sitting room. Some of the rooms run small, but luckily there are comfy public spaces in which to hang out, including a lovely ground floor library with fireplace, honor bar, and views of the square. The Potting Shed restaurant is both a guest and local favorite for its gourmet menu and all-day afternoon tea, as well as its Chef’s Table dinners and weekend Prosecco Brunch. The team here can also put together a custom picnic hamper, stocked with eats, drinks, and a blanket for enjoying in the square or nearby Regent’s Park.
  • Burg St &, Longmarket St, Cape Town City Centre, Cape Town, 8000, South Africa
    This little market is full of treasures (and a few tourist souvenirs). What you get to experience here is everyone’s trade and how these crafts help support their family and village. Lots of things to buy...and they’re willing to bargain.
  • Lime Tree Bay Ave, Cayman Islands
    Having trained in Germany at the Goldsmithing School Pforzheim, Balaclava Jewellers proprietor Philip Cadien curates a collection with a refined, distinctly European feel. From precious metals, to exquisitely cut stones, to South Sea pearls, a visit is a feast for the eyes.
  • Dam, 1012 JS Amsterdam, Netherlands
    The central hub of downtown Amsterdam is Dam Square, and it’s been at the heart of the city’s history since the 13th century. Today, the open-air public space is ringed by shops and restaurants and packed with people, including street performers and tourists en route to nearby attractions like the Royal Palace, the National Monument, and the Nieuwe Kerk (New Church), where you can catch a horse-drawn-carriage tour of the city.
  • Pioneer Square, Seattle, WA 98104, USA
    One of Seattle‘s most postcard-friendly areas, Pioneer Square is a beautiful, historical neighborhood with plenty to do. The galleries come alive for First Thursday art walks, not to mention the delicious lunch spots, quirky boutiques, and vibrant nightlife. Every Tuesday, a different food truck parks at the First & King Loading Dock (505 1st Ave S.), so there’s always something new to try. By night, the bars, pubs, and clubs fill up with tourists and locals looking for fun. The Seattle Underground Tour and Smith Tower attractions can be found here, as well as the Seattle Metropolitan Police Museum and its collection of vintage police cars. But there’s plenty to see if you just amble around and explore, too.
  • This is a great little market directly across the street from the Westin and south of the Giant Wild Goose Pagoda. It’s oriented towards visitors and tourists, so there are lots of cheap souvenirs. However, there are also plenty of cool, locally handmade things like fabrics and carved statuettes.
  • Staroměstské nám. 1, 110 00 Praha-Staré Město, Czechia
    Old Town Square, founded in the 12th century, is the center of Prague. In the middle of it all, the Old Town Hall (which also houses the famous Astronomical Clock), built in 1338, still provides the best 360-degree views of the city. For a fee, visitors can climb or take an elevator to the observation deck of the nearly 230-foot tower for views of the Adam and Eve towers of Tyn Cathedral across the square, the Jan Hus monument, Prague Castle, Strahov Monastery, the National Gallery, and the winding cobblestone streets and red-roofed buildings below.
  • 16 Praça da Figueira
    Located in downtown facing the square Praça da Figueira, this 18th-century building, with a view of São Jorge’s castle, was recently restored and has become a hotel. The name is that of the square, Figueira, which in Portuguese means Fig Tree. This square once housed a market (many years ago) and was surrounded by fig trees. So you will find green and brown are the predominant colors, and the fig is the main element of the décor, designed by Nini Andrade Silva. The hotel’s restaurant, Honra (Honor), is dedicated to Portuguese cuisine. (Chef Olivier has three other restaurants in Lisbon: Olivier Avenida, Yakuza, and Guilty.)
  • Czech Republic, Krakovská 15, 110 00 Nové Město, Czechia
    Just off Wenceslas Square, Parlour is not easy to find. There is no sign, and once inside there is no menu. But the self-proclaimed cocktail artists at this small, cozy speakeasy-style bar have earned the title, and if you don’t what you want, they will help you figure it out. Sip yours out of vintage glasses while sitting at the small bar or in comfortable club chairs. Reservations can be made for four people max.
  • 600 Maryland Ave SW # 3000, Washington, DC 20024, USA
    What started off as only one truck by owner Steve Hanifi, now there are five, making Tasty Kabob DC’s largest food truck fleet. Often seen around L’Enfant Plaza, Franklin Square, Farragut Square, and in Rosslyn, VA, each truck serves up generous, flavorful portions of grilled chicken, lamb, or veggies over rice, salad, or pita bread topped with creamy dill sauce. Complement the meal with a side of their cumin-laced chickpeas.