diff --git a/code/lib/core-common/src/utils/validate-config.ts b/code/lib/core-common/src/utils/validate-config.ts
index 3c5d7201724c..39d3f5ff44dc 100644
--- a/code/lib/core-common/src/utils/validate-config.ts
+++ b/code/lib/core-common/src/utils/validate-config.ts
@@ -1,5 +1,9 @@
 import { join } from 'path';
-import { dedent } from 'ts-dedent';
+import {
+  CouldNotEvaluateFrameworkError,
+  MissingFrameworkFieldError,
+  InvalidFrameworkNameError,
+} from '@storybook/core-events/server-errors';
 import { frameworkPackages } from './get-storybook-info';
 
 const renderers = ['html', 'preact', 'react', 'server', 'svelte', 'vue', 'vue3', 'web-components'];
@@ -9,28 +13,15 @@ const rendererNames = [...renderers, ...renderers.map((renderer) => `@storybook/
 export function validateFrameworkName(
   frameworkName: string | undefined
 ): asserts frameworkName is string {
-  const automigrateMessage = `Please run 'npx storybook@next automigrate' to automatically fix your config.
-
-  See the migration guide for more information: 
-  https://github.com/storybookjs/storybook/blob/next/MIGRATION.md#new-framework-api\n`;
-
   // Throw error if there is no framework field
   // TODO: maybe this error should not be thrown if we allow empty Storybooks that only use "refs" for composition
   if (!frameworkName) {
-    throw new Error(dedent`
-      Could not find a 'framework' field in Storybook config.
-
-      ${automigrateMessage}
-    `);
+    throw new MissingFrameworkFieldError();
   }
 
   // Account for legacy scenario where the framework was referring to a renderer
   if (rendererNames.includes(frameworkName)) {
-    throw new Error(dedent`
-      Invalid value of '${frameworkName}' in the 'framework' field of Storybook config.
-
-      ${automigrateMessage}
-    `);
+    throw new InvalidFrameworkNameError({ frameworkName });
   }
 
   // If we know about the framework, we don't need to validate it
@@ -42,9 +33,6 @@ export function validateFrameworkName(
   try {
     require.resolve(join(frameworkName, 'preset'));
   } catch (err) {
-    throw new Error(dedent`
-      Could not evaluate the ${frameworkName} package from the 'framework' field of Storybook config.
-
-      Are you sure it's a valid package and is installed?`);
+    throw new CouldNotEvaluateFrameworkError({ frameworkName });
   }
 }
diff --git a/code/lib/core-events/src/errors/server-errors.ts b/code/lib/core-events/src/errors/server-errors.ts
index 695b4cb09306..f12926d0f4a9 100644
--- a/code/lib/core-events/src/errors/server-errors.ts
+++ b/code/lib/core-events/src/errors/server-errors.ts
@@ -44,3 +44,78 @@ export class NxProjectDetectedError extends StorybookError {
     `;
   }
 }
+
+export class MissingFrameworkFieldError extends StorybookError {
+  readonly category = Category.CORE_COMMON;
+
+  readonly code = 1;
+
+  public readonly documentation =
+    'https://github.com/storybookjs/storybook/blob/next/MIGRATION.md#new-framework-api';
+
+  template() {
+    return dedent`
+      Could not find a 'framework' field in Storybook config.
+
+      Please run 'npx storybook@next automigrate' to automatically fix your config.
+    `;
+  }
+}
+
+export class InvalidFrameworkNameError extends StorybookError {
+  readonly category = Category.CORE_COMMON;
+
+  readonly code = 2;
+
+  public readonly documentation =
+    'https://github.com/storybookjs/storybook/blob/next/MIGRATION.md#new-framework-api';
+
+  constructor(public data: { frameworkName: string }) {
+    super();
+  }
+
+  template() {
+    return dedent`
+      Invalid value of '${this.data.frameworkName}' in the 'framework' field of Storybook config.
+
+      Please run 'npx storybook@next automigrate' to automatically fix your config.
+    `;
+  }
+}
+
+export class CouldNotEvaluateFrameworkError extends StorybookError {
+  readonly category = Category.CORE_COMMON;
+
+  readonly code = 3;
+
+  constructor(public data: { frameworkName: string }) {
+    super();
+  }
+
+  template() {
+    return dedent`
+      Could not evaluate the '${this.data.frameworkName}' package from the 'framework' field of Storybook config.
+
+      Are you sure it's a valid package and is installed?
+    `;
+  }
+}
+
+export class ConflictingStaticDirConfigError extends StorybookError {
+  readonly category = Category.CORE_SERVER;
+
+  readonly code = 1;
+
+  public readonly documentation =
+    'https://storybook.js.org/docs/react/configure/images-and-assets#serving-static-files-via-storybook-configuration';
+
+  template() {
+    return dedent`
+      Storybook encountered a conflict when trying to serve statics. You have configured both:
+      * Storybook's option in the config file: 'staticDirs'
+      * Storybook's (deprecated) CLI flag: '--staticDir' or '-s'
+      
+      Please remove the CLI flag from your storybook script and use only the 'staticDirs' option instead.
+    `;
+  }
+}
diff --git a/code/lib/core-events/src/errors/storybook-error.test.ts b/code/lib/core-events/src/errors/storybook-error.test.ts
index 328c27a827e4..dc26a50f9679 100644
--- a/code/lib/core-events/src/errors/storybook-error.test.ts
+++ b/code/lib/core-events/src/errors/storybook-error.test.ts
@@ -26,16 +26,35 @@ describe('StorybookError', () => {
     const error = new TestError();
     error.documentation = true;
     const expectedMessage =
-      'This is a test error.\n\nMore info: https://storybook.js.org/error/SB_TEST_CATEGORY_0123';
+      'This is a test error.\n\nMore info: https://storybook.js.org/error/SB_TEST_CATEGORY_0123\n';
     expect(error.message).toBe(expectedMessage);
   });
 
   it('should generate the correct message with external documentation link', () => {
     const error = new TestError();
     error.documentation = 'https://example.com/docs/test-error';
-    const expectedMessage =
-      'This is a test error.\n\nMore info: https://example.com/docs/test-error';
-    expect(error.message).toBe(expectedMessage);
+    expect(error.message).toMatchInlineSnapshot(`
+      "This is a test error.
+
+      More info: https://example.com/docs/test-error
+      "
+    `);
+  });
+
+  it('should generate the correct message with multiple external documentation links', () => {
+    const error = new TestError();
+    error.documentation = [
+      'https://example.com/docs/first-error',
+      'https://example.com/docs/second-error',
+    ];
+    expect(error.message).toMatchInlineSnapshot(`
+      "This is a test error.
+
+      More info: 
+      	- https://example.com/docs/first-error
+      	- https://example.com/docs/second-error
+      "
+    `);
   });
 
   it('should have default documentation value of false', () => {
diff --git a/code/lib/core-events/src/errors/storybook-error.ts b/code/lib/core-events/src/errors/storybook-error.ts
index 3a0abbf463f5..40158190d93a 100644
--- a/code/lib/core-events/src/errors/storybook-error.ts
+++ b/code/lib/core-events/src/errors/storybook-error.ts
@@ -26,7 +26,7 @@ export abstract class StorybookError extends Error {
    * - If a string, uses the provided URL for documentation (external or FAQ links).
    * - If `false` (default), no documentation link is added.
    */
-  public documentation: boolean | string = false;
+  public documentation: boolean | string | string[] = false;
 
   /**
    * Flag used to easily determine if the error originates from Storybook.
@@ -51,8 +51,10 @@ export abstract class StorybookError extends Error {
       page = `https://storybook.js.org/error/${this.name}`;
     } else if (typeof this.documentation === 'string') {
       page = this.documentation;
+    } else if (Array.isArray(this.documentation)) {
+      page = `\n${this.documentation.map((doc) => `\t- ${doc}`).join('\n')}`;
     }
 
-    return this.template() + (page != null ? `\n\nMore info: ${page}` : '');
+    return this.template() + (page != null ? `\n\nMore info: ${page}\n` : '');
   }
 }
diff --git a/code/lib/core-server/src/build-static.ts b/code/lib/core-server/src/build-static.ts
index 4f22e5c8ec11..2267839dcd5f 100644
--- a/code/lib/core-server/src/build-static.ts
+++ b/code/lib/core-server/src/build-static.ts
@@ -1,9 +1,7 @@
 import chalk from 'chalk';
 import { copy, emptyDir, ensureDir } from 'fs-extra';
 import { dirname, isAbsolute, join, resolve } from 'path';
-import { dedent } from 'ts-dedent';
 import { global } from '@storybook/global';
-
 import { logger } from '@storybook/node-logger';
 import { telemetry, getPrecedingUpgrade } from '@storybook/telemetry';
 import type {
@@ -22,6 +20,7 @@ import {
   normalizeStories,
   resolveAddonName,
 } from '@storybook/core-common';
+import { ConflictingStaticDirConfigError } from '@storybook/core-events/server-errors';
 
 import isEqual from 'lodash/isEqual.js';
 import { outputStats } from './utils/output-stats';
@@ -125,13 +124,7 @@ export async function buildStaticStandalone(options: BuildStaticStandaloneOption
   };
 
   if (options.staticDir && !isEqual(staticDirs, defaultStaticDirs)) {
-    throw new Error(dedent`
-      Conflict when trying to read staticDirs:
-      * Storybook's configuration option: 'staticDirs'
-      * Storybook's CLI flag: '--staticDir' or '-s'
-      
-      Choose one of them, but not both.
-    `);
+    throw new ConflictingStaticDirConfigError();
   }
 
   const effects: Promise<void>[] = [];
diff --git a/code/lib/core-server/src/utils/server-statics.ts b/code/lib/core-server/src/utils/server-statics.ts
index 609384692943..b2d5a5e3cbce 100644
--- a/code/lib/core-server/src/utils/server-statics.ts
+++ b/code/lib/core-server/src/utils/server-statics.ts
@@ -1,6 +1,7 @@
 import { logger } from '@storybook/node-logger';
 import type { Options, StorybookConfig } from '@storybook/types';
 import { getDirectoryFromWorkingDir } from '@storybook/core-common';
+import { ConflictingStaticDirConfigError } from '@storybook/core-events/server-errors';
 import chalk from 'chalk';
 import express from 'express';
 import { pathExists } from 'fs-extra';
@@ -17,13 +18,7 @@ export async function useStatics(router: any, options: Options) {
   const faviconPath = await options.presets.apply<string>('favicon');
 
   if (options.staticDir && !isEqual(staticDirs, defaultStaticDirs)) {
-    throw new Error(dedent`
-      Conflict when trying to read staticDirs:
-      * Storybook's configuration option: 'staticDirs'
-      * Storybook's CLI flag: '--staticDir' or '-s'
-      
-      Choose one of them, but not both.
-    `);
+    throw new ConflictingStaticDirConfigError();
   }
 
   const statics = [