In "Cemetery Hill", reach the top of the rockfall section without being harmed by any rocks.

Obtain the Wooden Sword.

Obtain the Crossbow by getting 1 chalice.

Obtain the Warhammer by getting 2 chalices.

Obtain the Long Sword by getting 3 chalices.

Defeat the Stained Glass Demon.

Obtain the Longbow by getting 5 chalices.

Defeat the Stained Glass Demon while only using Dan's Arm and without losing a life bottle.

Buy something at the supplies shop.

Defeat the Guardians of the Graveyard.

Obtain the Spear by getting 4 chalices.

Get all 8 Life Bottles.

In "Gallowmere Plains", clear every "Vermin Control" challenge and earn a Carnival Token.

In "Gallowmere Plains", clear every "Shephard's Delight" challenge and earn a Carnival Token.

Obtain the Gold Shield by getting 6 chalices.

In "Scarecrow Fields", reach the end of the traps section without being harmed.

Obtain the Hero's Crossbow by getting 7 chalices.

In "Pools of the Ancient Dead", after talking to Death, get all the 6 Mechadeath Parts in 4:30 or less.

Obtain the Hero's Sword by getting 8 chalices.

Defeat the Mad Axeman.

Defeat the Mad Axeman without pressing the run button.

Obtain the Life Bottle by getting 9 chalices.

Defeat the Pumpkin King.

Obtain the Flaming Longbow by getting 10 chalices.

Get all 4 Anubis Stone pieces.

In "Gallowmere Plains", clear every "Whack-A-Zarok" challenge and earn a Carnival Token.

In "Gallowmere Plains", clear every "Arrow o' Fate" challenge and earn a Carnival Token.

In "Gallowmere Plains", clear every "Pit o' Death" challenge and earn a Carnival Token.

In "Gallowmere Plains", clear every "Guardian o' the Bell" minigame challenge and earn a Carnival Token.

In "Gallowmere Plains", clear every "Trebuchet o' Terror" minigame challenge and earn a Carnival Token.

In "Gallowmere Plains", clear every "Weapon Master" challenge and earn a Carnival Token.

Defeat the Demonettes.

In the Enchanted Forest, fulfill the witch's request.

Obtain the Battle Axe by getting 11 chalices.

Defeat the Demonettes without using ranged attacks.

Buy the Woden's Brand.

Obtain the Magic Sword by getting 12 chalices.

Obtain the Magic Longbow by getting 13 chalices.

In the pause menu, shut up the annoying genie by turning off everyone's voices.

Defeat the Mean Old Dragon.

Complete the Mean Old Dragon's second stage without pressing the run button.

Get the Chicken Drumstick.

Obtain the Lightning by getting 14 chalices.

In "Haunted Ruins", after the timer starts, get on the catapult with at least 50 seconds remaining.

Defeat the Ghost Ship Captain.

Obtain the Life Bottle by getting all 15 chalices.

Defeat Zarok and protect Gallowmere from his hands!

In the Zarok's Lair, defeat Lord Kardok in 1:40 or less.

Defeat the Guardians of the Graveyard without jumping.

Defeat the Pumpkin King in 1:30 or less.

Have 3,000 gold coins at once.