Heat the oven to 375°F/190°C (convection). Place the short ribs in a roasting pan with the carrots, chestnuts, shallots, and garlic. Sprinkle it with salt and black pepper.
Stir together red wine, date syrup, and boiling water. Pour over the meat and vegetables. Scatter oregano and thyme on top. Cover with a slightly damp piece of parchment, then aluminum foil, then the pan lid.
Roast for 40 minutes. Lower the oven to 325°F/160°C on static heat (top and bottom) and cook for 4 hours, covered.
Remove the cover, raise the oven to 355°F/180°C, and roast 30 minutes longer until the top is browned. Rest 15 minutes before serving.