diff --git a/test/api/v3/integration/world-state/GET-world-state.test.js b/test/api/v3/integration/world-state/GET-world-state.test.js
index 6c33296921b..ad696b13cfa 100644
--- a/test/api/v3/integration/world-state/GET-world-state.test.js
+++ b/test/api/v3/integration/world-state/GET-world-state.test.js
@@ -123,7 +123,7 @@ describe('GET /world-state', () => {
 
       const res = await requester().get('/world-state');
 
-      expect(res.npcImageSuffix).to.equal('winter');
+      expect(res.npcImageSuffix).to.equal('fall');
     });
   });
 });
diff --git a/test/content/schedule.test.js b/test/content/schedule.test.js
index cfb0b5862c6..5731a81cdd5 100644
--- a/test/content/schedule.test.js
+++ b/test/content/schedule.test.js
@@ -123,6 +123,12 @@ describe('Content Schedule', () => {
     expect(matchers.seasonalGear.end).to.eql(moment.utc(`2024-06-21T${String(switchoverTime).padStart(2, '0')}:00:00.000Z`).toDate());
   });
 
+  it('sets the end date for a winter gala', () => {
+    const date = new Date('2024-12-22');
+    const matchers = getAllScheduleMatchingGroups(date);
+    expect(matchers.seasonalGear.end).to.eql(moment.utc(`2025-03-21T${String(switchoverTime).padStart(2, '0')}:00:00.000Z`).toDate());
+  });
+
   it('contains content for repeating events', () => {
     const date = new Date('2024-04-15');
     const matchers = getAllScheduleMatchingGroups(date);
diff --git a/website/client/public/static/npc/birthday/customizations_background.png b/website/client/public/static/npc/birthday/customizations_background.png
new file mode 100644
index 00000000000..18b396609b9
Binary files /dev/null and b/website/client/public/static/npc/birthday/customizations_background.png differ
diff --git a/website/client/public/static/npc/birthday/customizations_npc.png b/website/client/public/static/npc/birthday/customizations_npc.png
new file mode 100644
index 00000000000..6097030284d
Binary files /dev/null and b/website/client/public/static/npc/birthday/customizations_npc.png differ
diff --git a/website/client/public/static/npc/fall/customizations_background.png b/website/client/public/static/npc/fall/customizations_background.png
new file mode 100644
index 00000000000..02298922657
Binary files /dev/null and b/website/client/public/static/npc/fall/customizations_background.png differ
diff --git a/website/client/public/static/npc/fall/customizations_npc.png b/website/client/public/static/npc/fall/customizations_npc.png
new file mode 100644
index 00000000000..1c0fc11d9ca
Binary files /dev/null and b/website/client/public/static/npc/fall/customizations_npc.png differ
diff --git a/website/client/public/static/npc/habitoween/customizations_background.png b/website/client/public/static/npc/habitoween/customizations_background.png
new file mode 100644
index 00000000000..02298922657
Binary files /dev/null and b/website/client/public/static/npc/habitoween/customizations_background.png differ
diff --git a/website/client/public/static/npc/habitoween/customizations_npc.png b/website/client/public/static/npc/habitoween/customizations_npc.png
new file mode 100644
index 00000000000..1c0fc11d9ca
Binary files /dev/null and b/website/client/public/static/npc/habitoween/customizations_npc.png differ
diff --git a/website/client/public/static/npc/normal/customizations_background.png b/website/client/public/static/npc/normal/customizations_background.png
index 0d1cc9c2731..ba571fcf4e2 100644
Binary files a/website/client/public/static/npc/normal/customizations_background.png and b/website/client/public/static/npc/normal/customizations_background.png differ
diff --git a/website/client/public/static/npc/normal/customizations_npc.png b/website/client/public/static/npc/normal/customizations_npc.png
index 6f0d4830623..454ed0cf68e 100644
Binary files a/website/client/public/static/npc/normal/customizations_npc.png and b/website/client/public/static/npc/normal/customizations_npc.png differ
diff --git a/website/client/public/static/npc/nye/customizations_background.png b/website/client/public/static/npc/nye/customizations_background.png
new file mode 100644
index 00000000000..18b396609b9
Binary files /dev/null and b/website/client/public/static/npc/nye/customizations_background.png differ
diff --git a/website/client/public/static/npc/nye/customizations_npc.png b/website/client/public/static/npc/nye/customizations_npc.png
new file mode 100644
index 00000000000..6097030284d
Binary files /dev/null and b/website/client/public/static/npc/nye/customizations_npc.png differ
diff --git a/website/client/public/static/npc/spring/customizations_background.png b/website/client/public/static/npc/spring/customizations_background.png
new file mode 100644
index 00000000000..4214bd691c0
Binary files /dev/null and b/website/client/public/static/npc/spring/customizations_background.png differ
diff --git a/website/client/public/static/npc/spring/customizations_npc.png b/website/client/public/static/npc/spring/customizations_npc.png
new file mode 100644
index 00000000000..2edd7c0573f
Binary files /dev/null and b/website/client/public/static/npc/spring/customizations_npc.png differ
diff --git a/website/client/public/static/npc/summer/customizations_background.png b/website/client/public/static/npc/summer/customizations_background.png
new file mode 100644
index 00000000000..ba571fcf4e2
Binary files /dev/null and b/website/client/public/static/npc/summer/customizations_background.png differ
diff --git a/website/client/public/static/npc/summer/customizations_npc.png b/website/client/public/static/npc/summer/customizations_npc.png
new file mode 100644
index 00000000000..454ed0cf68e
Binary files /dev/null and b/website/client/public/static/npc/summer/customizations_npc.png differ
diff --git a/website/client/public/static/npc/thanksgiving/customizations_background.png b/website/client/public/static/npc/thanksgiving/customizations_background.png
new file mode 100644
index 00000000000..02298922657
Binary files /dev/null and b/website/client/public/static/npc/thanksgiving/customizations_background.png differ
diff --git a/website/client/public/static/npc/thanksgiving/customizations_npc.png b/website/client/public/static/npc/thanksgiving/customizations_npc.png
new file mode 100644
index 00000000000..1c0fc11d9ca
Binary files /dev/null and b/website/client/public/static/npc/thanksgiving/customizations_npc.png differ
diff --git a/website/client/public/static/npc/valentines/customizations_background.png b/website/client/public/static/npc/valentines/customizations_background.png
new file mode 100644
index 00000000000..18b396609b9
Binary files /dev/null and b/website/client/public/static/npc/valentines/customizations_background.png differ
diff --git a/website/client/public/static/npc/valentines/customizations_npc.png b/website/client/public/static/npc/valentines/customizations_npc.png
new file mode 100644
index 00000000000..6097030284d
Binary files /dev/null and b/website/client/public/static/npc/valentines/customizations_npc.png differ
diff --git a/website/client/public/static/npc/winter/customizations_background.png b/website/client/public/static/npc/winter/customizations_background.png
new file mode 100644
index 00000000000..18b396609b9
Binary files /dev/null and b/website/client/public/static/npc/winter/customizations_background.png differ
diff --git a/website/client/public/static/npc/winter/customizations_npc.png b/website/client/public/static/npc/winter/customizations_npc.png
new file mode 100644
index 00000000000..6097030284d
Binary files /dev/null and b/website/client/public/static/npc/winter/customizations_npc.png differ
diff --git a/website/client/src/components/shops/customizations/index.vue b/website/client/src/components/shops/customizations/index.vue
index ad8b4d2ef03..70c3803651c 100644
--- a/website/client/src/components/shops/customizations/index.vue
+++ b/website/client/src/components/shops/customizations/index.vue
@@ -109,6 +109,7 @@
 </style>
 
 <script>
+import find from 'lodash/find';
 import shops from '@/../../common/script/libs/shops';
 import throttle from 'lodash/throttle';
 import { mapState } from '@/libs/store';
@@ -145,9 +146,16 @@ export default {
       return Object.values(this.viewOptions).some(g => g.selected);
     },
     imageURLs () {
+      const currentEvent = find(this.currentEventList, event => Boolean(event.season));
+      if (!currentEvent) {
+        return {
+          background: 'url(/static/npc/normal/customizations_background.png)',
+          npc: 'url(/static/npc/normal/customizations_npc.png)',
+        };
+      }
       return {
-        background: 'url(/static/npc/normal/customizations_background.png)',
-        npc: 'url(/static/npc/normal/customizations_npc.png)',
+        background: `url(/static/npc/${currentEvent.season}/customizations_background.png)`,
+        npc: `url(/static/npc/${currentEvent.season}/customizations_npc.png)`,
       };
     },
     categories () {
diff --git a/website/client/src/components/shops/seasonal/index.vue b/website/client/src/components/shops/seasonal/index.vue
index 38a88af9228..fd807d8d664 100644
--- a/website/client/src/components/shops/seasonal/index.vue
+++ b/website/client/src/components/shops/seasonal/index.vue
@@ -480,7 +480,7 @@ export default {
     });
 
     await this.triggerGetWorldState();
-    this.currentEvent = _find(this.currentEventList, event => Boolean(['winter', 'spring', 'summer', 'fall'].includes(event.season)));
+    this.currentEvent = _find(this.currentEventList, event => Boolean(event.season));
     this.imageURLs.background = `url(/static/npc/${this.currentEvent.season}/seasonal_shop_opened_background.png)`;
     this.imageURLs.npc = `url(/static/npc/${this.currentEvent.season}/seasonal_shop_opened_npc.png)`;
   },
diff --git a/website/common/script/content/constants/events.js b/website/common/script/content/constants/events.js
index 3bd0ca5fe8e..507cb7c3a56 100644
--- a/website/common/script/content/constants/events.js
+++ b/website/common/script/content/constants/events.js
@@ -80,6 +80,8 @@ export const REPEATING_EVENTS = {
     start: new Date('1970-10-30T08:00-05:00'),
     end: new Date('1970-11-01T23:59-05:00'),
     foodSeason: 'Candy',
+    season: 'habitoween',
+    npcImageSuffix: '_halloween',
   },
   harvestFeast: {
     start: new Date('1970-11-22T08:00-05:00'),
diff --git a/website/common/script/content/constants/schedule.js b/website/common/script/content/constants/schedule.js
index 48e6feb34d8..2fada3f5bca 100644
--- a/website/common/script/content/constants/schedule.js
+++ b/website/common/script/content/constants/schedule.js
@@ -844,6 +844,7 @@ export function assembleScheduledMatchers (date) {
   const gala = GALA_SCHEDULE[getGalaIndex(date)];
   const galaMatchers = gala.matchers;
   galaMatchers.forEach(matcher => {
+    matcher.startMonth = gala.startMonth;
     matcher.endMonth = gala.endMonth;
   });
   items.push(...galaMatchers);
@@ -887,6 +888,9 @@ function makeEndDate (checkedDate, matcher) {
   end.minute(0);
   end.second(0);
   if (matcher.endMonth !== undefined) {
+    if (matcher.startMonth && matcher.startMonth > matcher.endMonth) {
+      end.year(checkedDate.getFullYear() + 1);
+    }
     end.month(matcher.endMonth);
   } else if (end.date() <= checkedDate.getDate()) {
     end = moment(end).add(1, 'months');
diff --git a/website/common/script/content/gear/sets/special/index.js b/website/common/script/content/gear/sets/special/index.js
index 2c169f77c16..cb304c08649 100644
--- a/website/common/script/content/gear/sets/special/index.js
+++ b/website/common/script/content/gear/sets/special/index.js
@@ -149,6 +149,7 @@ const armor = {
     notes: t('armorSpecialYetiNotes', { con: 9 }),
     con: 9,
     value: 90,
+    season: 'winter',
   },
   ski: {
     specialClass: 'rogue',
@@ -157,6 +158,7 @@ const armor = {
     notes: t('armorSpecialSkiNotes', { per: 15 }),
     per: 15,
     value: 90,
+    season: 'winter',
   },
   candycane: {
     specialClass: 'wizard',
@@ -165,6 +167,7 @@ const armor = {
     notes: t('armorSpecialCandycaneNotes', { int: 9 }),
     int: 9,
     value: 90,
+    season: 'winter',
   },
   snowflake: {
     specialClass: 'healer',
@@ -173,6 +176,7 @@ const armor = {
     notes: t('armorSpecialSnowflakeNotes', { con: 15 }),
     con: 15,
     value: 90,
+    season: 'winter',
   },
   birthday: {
     event: EVENTS.birthday,
@@ -182,51 +186,39 @@ const armor = {
   },
   springRogue: {
     set: 'stealthyKittySet',
-    season: 'spring',
   },
   springWarrior: {
     set: 'mightyBunnySet',
-    season: 'spring',
   },
   springMage: {
     set: 'magicMouseSet',
-    season: 'spring',
   },
   springHealer: {
     set: 'lovingPupSet',
-    season: 'spring',
   },
   summerRogue: {
     set: 'roguishPirateSet',
-    season: 'summer',
   },
   summerWarrior: {
     set: 'daringSwashbucklerSet',
-    season: 'summer',
   },
   summerMage: {
     set: 'emeraldMermageSet',
-    season: 'summer',
   },
   summerHealer: {
     set: 'reefSeahealerSet',
-    season: 'summer',
   },
   fallRogue: {
     set: 'vampireSmiterSet',
-    season: 'fall',
   },
   fallWarrior: {
     set: 'monsterOfScienceSet',
-    season: 'fall',
   },
   fallMage: {
     set: 'witchyWizardSet',
-    season: 'fall',
   },
   fallHealer: {
     set: 'mummyMedicSet',
-    season: 'fall',
   },
   winter2015Rogue: {
     set: 'icicleDrakeSet',
@@ -1228,6 +1220,7 @@ const head = {
     notes: t('headSpecialYetiNotes', { str: 9 }),
     str: 9,
     value: 60,
+    season: 'winter',
   },
   ski: {
     specialClass: 'rogue',
@@ -1236,6 +1229,7 @@ const head = {
     notes: t('headSpecialSkiNotes', { per: 9 }),
     per: 9,
     value: 60,
+    season: 'winter',
   },
   candycane: {
     specialClass: 'wizard',
@@ -1244,6 +1238,7 @@ const head = {
     notes: t('headSpecialCandycaneNotes', { per: 7 }),
     per: 7,
     value: 60,
+    season: 'winter',
   },
   snowflake: {
     specialClass: 'healer',
@@ -1252,54 +1247,43 @@ const head = {
     notes: t('headSpecialSnowflakeNotes', { int: 7 }),
     int: 7,
     value: 60,
+    season: 'winter',
   },
   springRogue: {
     set: 'stealthyKittySet',
-    season: 'spring',
   },
   springWarrior: {
     set: 'mightyBunnySet',
-    season: 'spring',
   },
   springMage: {
     set: 'magicMouseSet',
-    season: 'spring',
   },
   springHealer: {
     set: 'lovingPupSet',
-    season: 'spring',
   },
   summerRogue: {
     set: 'roguishPirateSet',
-    season: 'summer',
   },
   summerWarrior: {
     set: 'daringSwashbucklerSet',
-    season: 'summer',
   },
   summerMage: {
     set: 'emeraldMermageSet',
-    season: 'summer',
   },
   summerHealer: {
     set: 'reefSeahealerSet',
-    season: 'summer',
   },
   fallRogue: {
     set: 'vampireSmiterSet',
-    season: 'fall',
   },
   fallWarrior: {
     set: 'monsterOfScienceSet',
-    season: 'fall',
   },
   fallMage: {
     set: 'witchyWizardSet',
-    season: 'fall',
   },
   fallHealer: {
     set: 'mummyMedicSet',
-    season: 'fall',
   },
   winter2015Rogue: {
     set: 'icicleDrakeSet',
@@ -2114,6 +2098,7 @@ const shield = {
     notes: t('shieldSpecialYetiNotes', { con: 7 }),
     con: 7,
     value: 70,
+    season: 'winter',
   },
   ski: {
     specialClass: 'rogue',
@@ -2122,6 +2107,7 @@ const shield = {
     notes: t('weaponSpecialSkiNotes', { str: 8 }),
     str: 8,
     value: 90,
+    season: 'winter',
   },
   snowflake: {
     specialClass: 'healer',
@@ -2130,42 +2116,34 @@ const shield = {
     notes: t('shieldSpecialSnowflakeNotes', { con: 9 }),
     con: 9,
     value: 70,
+    season: 'winter',
   },
   springRogue: {
     set: 'stealthyKittySet',
-    season: 'spring',
   },
   springWarrior: {
     set: 'mightyBunnySet',
-    season: 'spring',
   },
   springHealer: {
     set: 'lovingPupSet',
-    season: 'spring',
   },
   summerRogue: {
     set: 'roguishPirateSet',
-    season: 'summer',
   },
   summerWarrior: {
     set: 'daringSwashbucklerSet',
-    season: 'summer',
   },
   summerHealer: {
     set: 'reefSeahealerSet',
-    season: 'summer',
   },
   fallRogue: {
     set: 'vampireSmiterSet',
-    season: 'fall',
   },
   fallWarrior: {
     set: 'monsterOfScienceSet',
-    season: 'fall',
   },
   fallHealer: {
     set: 'mummyMedicSet',
-    season: 'fall',
   },
   winter2015Rogue: {
     set: 'icicleDrakeSet',
@@ -2665,6 +2643,7 @@ const weapon = {
     notes: t('weaponSpecialYetiNotes', { str: 15 }),
     str: 15,
     value: 90,
+    season: 'winter',
   },
   ski: {
     specialClass: 'rogue',
@@ -2673,6 +2652,7 @@ const weapon = {
     notes: t('weaponSpecialSkiNotes', { str: 8 }),
     str: 8,
     value: 90,
+    season: 'winter',
   },
   candycane: {
     specialClass: 'wizard',
@@ -2683,6 +2663,7 @@ const weapon = {
     int: 15,
     per: 7,
     value: 160,
+    season: 'winter',
   },
   snowflake: {
     specialClass: 'healer',
@@ -2691,6 +2672,7 @@ const weapon = {
     notes: t('weaponSpecialSnowflakeNotes', { int: 9 }),
     int: 9,
     value: 90,
+    season: 'winter',
   },
   springRogue: {
     set: 'stealthyKittySet',
diff --git a/website/server/controllers/api-v3/world.js b/website/server/controllers/api-v3/world.js
index b1dc465ad54..09fed3547e4 100644
--- a/website/server/controllers/api-v3/world.js
+++ b/website/server/controllers/api-v3/world.js
@@ -35,7 +35,7 @@ api.getWorldState = {
     }
 
     worldState.currentEventList.forEach(event => {
-      if (event.npcImageSuffix) {
+      if (event.npcImageSuffix && !worldState.npcImageSuffix) {
         worldState.npcImageSuffix = event.npcImageSuffix;
       }
     });