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Late in September, Robin receives a message from his father brought by John-go-in-the-Wynd, who delivered Robin’s letter weeks earlier. Sir John reports that the war has been hard fought, but he is well. Eagerly, Robin reads the missive, the first one he ever received. His father expresses sorrow over his son’s illness. He says he’ll keep Robin’s mother unaware of the situation, lest she worry herself and fail in her duties to the ailing queen. Instead, he hopes the monks will speed Robin’s recovery and then deliver him north to Sir Peter, where he can begin his studies as a knight’s squire.
To prepare him for the journey, the monks construct a special “chair-saddle” in which Robin can ride. Experts in town make or mend some of it and much of his clothing. The horse’s and the donkey’s saddlebags are filled with clothes and food. Early on a cool autumn morning, Robin, Brother Luke, and John-go-in-the-Wynd set out on their 100-mile journey. They start toward the west through the crowded streets, stopping periodically to pray. At noon, a cloudburst forces them to shelter under a tree. John suggests they continue without delay: “It is well to be safe housed after dark, for cutpurses and roisterers do roam the country hereabout” (48).
As they travel, John sings and plays his harp. Robin gets John to let him down so he can walk a while on his crutches. The boy peers at the harp and wonders if he can make one. He walks a mile; tired, he returns to the saddle. They pass through a village and continue to a fork in the road with no signage. They choose the right fork. Wind and scattered rain chill them. Near dark, there’s no sign of the inn they expect. Instead, they find a great hollowed-out log, make camp beside it, and build a fire. Robin will sleep inside the log. It’s his first night outdoors, and he loves it.
In the morning, John cooks bacon over the fire in the rain while Luke slices bread. John learned from a shepherd that the inn they seek is on a road some miles to the west. They should have taken the left fork. They follow a path through the woods and reach a stream, where Luke tells Robin to do his morning swim despite the chill. Reluctantly, Robin complies and finds it refreshing.
They stop for lunch at an inn and continue traveling until dusk, when they arrive at a village. Luke visits the inn and reports that it contains “ill-seeming ruffians sitting about the fire” (55). It’s their only option, though, so John stables the horses while Luke pays for the room and some ale; the people at the inn offer no food, and the ruffians stare at Luke’s money pouch.
The trio goes upstairs to bed. Robin sleeps fitfully. Around midnight, he overhears the ruffians making a somewhat drunken plan to rob them. Quietly, he slides himself across the room, wakes Luke, and whispers to him. Luke gets up and tiptoes to the door, where he wakes John mid-snore. John is used to the road and understands at once, so he continues to make snoring sounds, and then sighs as if turning over.
They tie John’s old cloak to an iron chest and use it to climb out a window. The friar descends first. Then, John passes down their belongings. Robin climbs down by holding onto the cloak with his arms. The thieves enter the room just as John exits through the window. The travelers grab their things, Luke carries Robin, and they run through the dark toward the stables. The thieves jump down and give chase. Robin reaches back with a crutch and trips the lead thief, who stumbles and brings down his partner. Thinking they’ve caught the travelers, the thieves fight each other while the others escape on horseback.
Once they are well away from the village, they find a barn, enter it, and finish their sleep. In the morning, Brother Luke leaves a farthing and a prayer for their unsuspecting host.
By the fourth day, the group reaches Oxford. The city is filled with students who always seem to be chatting. They spend the night at St. John’s College; then, they continue north through rolling hills and forests.
A town hosts a fair, and Robin talks his companions into visiting it. They mingle with the crowds of people and note the many goods for sale, including some from foreign lands: “There were silks and velvets from Italy and France, laces from Flanders” (63). Robin samples the various foods. They watch jousting, wrestling, and a Punch and Judy puppet show. John earns a few coins playing music for dancers.
The three of them spend the night at a nearby abbey. The next day, they set out again amid frost, which is replaced by rain. They enter a forest. The sun comes out, John makes a fire, and they dry themselves. The group continues past nightfall, searching for signs of a home where John once stayed and helped the owner, who had suffered an injury. Robin notices a light through the trees: It’s the home. The travelers receive a warm welcome and food, and John entertains them with music.
In the morning, they exit the forest and find hills all about, including taller ones in the distance beyond the Welsh border. They follow a road along a winding river. It’s very foggy, and other travelers appear suddenly, “as if they had appeared by magic, out of nowhere” (67). One group is Welsh; they’ve gotten lost, and the border is tense. John, whose mother was Welsh, speaks their tongue and helps point out the direction they need to take.
A breeze clears the fog, and before them stands a hillside castle, a church tower, and a town. They’ve arrived at Lindsay. From the town gate, a messenger hurries to the castle. The travelers wend up through the streets to the drawbridge, which lowers to welcome them.
They enter the great hall. Sir Peter, though he is recovering from war wounds, stands with his wife, Lady Constance, and their young children. They welcome Robin warmly and do not seem to notice his disability. Robin apologizes for his condition, but Sir Peter takes his hand and says that everyone has ways to serve. He adds that doors open to those who strive at what they can.
Robin will have a room in the castle, Luke will sleep above the chapel, and John will lodge above the town gate. In the morning, touring the castle, Robin remarks at how sturdy and safe from attack it seems. Adam the bowman points out, though, that an entire army can gather at night in the mist, and the castle can be starved out. Enemy forces include those of Lord Jocelyn in the west and Hugh Fitzhugh, a quarrelsome relative of Sir Peter, to the north.
Robin quickly learns how to use his crutches to climb up and down the many stairways in the castle. Sir Peter gives him his assignments as the new page; he’s excused from serving food. Brother Luke arranges the boy’s Latin studies and his daily swim in the chilly river, and Adam teaches him archery. John promises to show Robin how to construct a harp. In the evenings, John and his fellow minstrel Piers Nitingale sing and tell stories in the great hall.
Robin does some work in the kitchen, and he saves bones for one of the dogs, D’Ath, who quickly adopts the boy, sleeps in his room, and follows him everywhere.
In Chapters 5 to 7, Robin travels with Brother Luke and John-go-in-the-Wynd from London to Lindsay, a castle town not far from the border with Wales. Robin enjoys the adventures along the way, and he’s welcomed with open arms by Sir Peter de Lindsay, who accepts the boy’s disability and will go forward with his training for knighthood.
By the time he leaves the monastery, Robin has matured beyond his somewhat spoiled nature and learned to appreciate the gifts of attention and instruction that the monks bestow on him: “He felt sorry to leave Brother Matthew and all the others who had been so good to him” (47). Thereafter, Robin responds to challenges in good spirits and with few complaints.
This section of the story contains an anachronism, a feature that is out of place chronologically. The trio stops at a local fair and enjoys a "Punch and Judy" (63) comedy show. Punch and Judy are traditional characters in English entertainment; nearly always, they are performed as puppets on a small, portable stage. They are husband and wife; Punch has a squawky voice and an overdeveloped sense of mischief, and he enjoys pulling pranks on unsuspecting side characters. Punch and Judy’s appearance in this story about medieval England pulls the characters back in time to an era that precedes their known existence. Histories don’t refer to the characters who became known as Punch and Judy until 300 years later; the comedy duo was part of the humorous Italian commedia dell’arte street shows that proved popular across Europe during the 1600s. The author suggests, though, that the humorous puppets, or characters quite similar to them, weren’t simply imported but had roots centuries earlier in English culture. In the novel, the slapstick couple squabbles and plays tricks at medieval fairs prior to acquiring the names and faces that remain familiar today; Punch and Judy shows are still performed at English festivals.
Robin and his two caretakers travel across Western England for more than a week, covering a distance of perhaps 120 miles. They arrive at last in the fictional castle town of Lindsay. (In the east of England, there was an ancient realm called Lindsey, but it was absorbed into surrounding kingdoms by 500 CE.) Lindsay is an old Scottish name, and the Scots have a long history of intermarrying with the English.
The town is built on a hill, so that it is high, not at risk of flooding, and defendable. At the top is the castle, and the town’s buildings are constructed around it. Lindsay proper is surrounded by a wall, a first line of defense against invaders, and the castle lies behind a second wall. This is a common way to arrange the buildings in the era; Lindsay, thus, can be thought of as a typical medieval castle town. Some towns were built around cathedrals instead of castles; these, too, often had outer walls for protection.
The town of Lindsay lies only a few miles from the border with Wales, a country that was only recently dominated by England in the book’s era and still restive. As the travelers indicate, the borderlands often are in dispute. Trouble for the castle might come from an attack by Welsh raiders, but other dangers also lurk nearby. Nearby feudal lords enjoy a great deal of autonomy, and some of them set their sights on neighboring territory. Sir Peter de Lindsay has been in a feud with a neighbor, his cousin Sir Hugh Fitzhugh, and trouble could come from that quarter at any time.
Robin befriends one of the castle dogs, D’Ath, named for the town it comes from in Belgium. The author includes a sketch of the dog: It’s fairly large, with short fur and long legs. It looks somewhat like a variety of Belgian shepherd; like D’Ath to Robin, this breed is fiercely loyal to its human partners.
The first eight chapters are a prologue to the final action, when Robin’s growing strength, courage, and smarts are fully tested.
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