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Gamla Stan is where Stockholm began in 1252, and the medieval street grid has barely changed since. This compact island - Stadsholmen - packs centuries of history into a few square blocks: narrow cobblestone alleys, merchant houses painted in ochre and rust, and Stortorget, the oldest square in the city where the infamous Stockholm Bloodbath of 1520 took place. For most visitors, Gamla Stan things to do top the list for good reason - no other neighbourhood in Stockholm concentrates so much history in such a walkable space.
Västerlånggatan is the main commercial street, lined with souvenir shops and cafes, but the real character lies in the side alleys. Mårten Trotzigs Gränd, at just 90 cm wide, is the narrowest lane in Stockholm. Prästgatan and Kindstugatan run parallel to Västerlånggatan and offer a quieter, more atmospheric walk. Keep an eye out for the cannonball embedded in a wall on Österlånggatan - legend dates it to the 16th century.
Pro Tip: Visit before 10:00 or after 18:00 to experience the alleys without tour groups. The light on Stortorget at sunset turns the facades golden and makes the square feel centuries removed from the modern city across the water.