Grassmarket, Edinburgh

If you're looking to shop, snack, or relax over a pint while in Edinburgh, the Grassmarket is undoubtedly your one-stop cobbled playground. Once the city’s bustling horse-and-cattle bazaar which drew crowds between 1477 and 1911, it also doubled as a top place for executions-because, apparently, back in the day, nothing did for the public entertainment more than hooves and hangings...

Keep an eye out for “The Shadow of the Gibbet”-the dark paving stones laid out in the form of a gallows near the Covenanter’s Monument. It’s a charmingly grim touch, in case you needed a reminder that this scenic square once served as the city’s unofficial “dead-end.” And over to one side of it stands the Bow Well that has been around since 1681.

According to legend, once upon a time, there was a woman named Maggie Dickson, a fishwife who made headlines by dying and... remarkably coming back again. Hanged right here for the alleged murder of her child, she stunned everyone when she unexpectedly woke up en route to the cemetery. Apparently, in those days, the “until dead” provision didn’t quite yet settle in the sentence proceedings (legal loophole of the day...). So, once hanged, her debt was considered paid and Maggie was set free. Today, you can toast her improbable resurrection at Maggie Dickson’s pub, conveniently located on the very spot where she was hanged but miraculously survived the ordeal.

Fast forward a few centuries and the Grassmarket swapped gallows for gastropubs. A formerly scruffy patch of the city, it became a magnet for students in the 1980s-likely lured by cheap beer and late-night kebabs. Nowadays gentrified, it’s all terraces, boutique shops, vintage finds, and indie charm.

Quirky, safe and interesting, this area is a great destination for those who need a regular change of scenery, complete with a variety of retail and dining opportunities to suit every wallet and taste, and enough character to fill a tartan suitcase.

Hot tip:
Check out Carnivàle Vintage for a wonderful selection of fun vintage clothing, Tasty Buns for pastry and coffee, Hula Juice Bar for guilt-free fuel, and Mary’s Milk Bar for glorious indulgence. And when you're done, wind your way up Victoria Street and onto the Royal Mile (further up)-because one eccentric shopping spree always deserves another...