diff --git a/.changeset/lazy-pans-fetch.md b/.changeset/lazy-pans-fetch.md
new file mode 100644
index 00000000..8be8ccda
--- /dev/null
+++ b/.changeset/lazy-pans-fetch.md
@@ -0,0 +1,5 @@
+---
+'@blinkk/root': patch
+---
+
+feat: add trailingSlash middleware
diff --git a/packages/root/src/cli/commands/dev.ts b/packages/root/src/cli/commands/dev.ts
index 0fc9abd9..940f0eed 100644
--- a/packages/root/src/cli/commands/dev.ts
+++ b/packages/root/src/cli/commands/dev.ts
@@ -7,7 +7,10 @@ import sirv from 'sirv';
 import glob from 'tiny-glob';
 
 import {RootConfig} from '../../core/config.js';
-import {rootProjectMiddleware} from '../../core/middleware.js';
+import {
+  rootProjectMiddleware,
+  trailingSlashMiddleware,
+} from '../../core/middleware.js';
 import {configureServerPlugins} from '../../core/plugin.js';
 import {Server, Request, Response, NextFunction} from '../../core/types.js';
 import {getElements, getElementsDirs} from '../../node/element-graph.js';
@@ -72,6 +75,7 @@ export async function createDevServer(options?: {
       }
 
       // Add the root.js dev server middlewares.
+      server.use(trailingSlashMiddleware({rootConfig}));
       server.use(rootDevServerMiddleware());
       server.use(rootDevServer404Middleware());
       server.use(rootDevServer500Middleware());
diff --git a/packages/root/src/cli/commands/preview.ts b/packages/root/src/cli/commands/preview.ts
index 606fd158..a73d762e 100644
--- a/packages/root/src/cli/commands/preview.ts
+++ b/packages/root/src/cli/commands/preview.ts
@@ -6,7 +6,10 @@ import {dim} from 'kleur/colors';
 import sirv from 'sirv';
 
 import {RootConfig} from '../../core/config';
-import {rootProjectMiddleware} from '../../core/middleware';
+import {
+  rootProjectMiddleware,
+  trailingSlashMiddleware,
+} from '../../core/middleware';
 import {configureServerPlugins} from '../../core/plugin';
 import {Request, Response, NextFunction, Server} from '../../core/types.js';
 import {ElementGraph} from '../../node/element-graph.js';
@@ -72,6 +75,7 @@ export async function createPreviewServer(options: {
       server.use(sirv(publicDir, {dev: false}));
 
       // Add the root.js preview server middlewares.
+      server.use(trailingSlashMiddleware({rootConfig}));
       server.use(rootPreviewServerMiddleware());
 
       // Add error handlers.
diff --git a/packages/root/src/cli/commands/start.ts b/packages/root/src/cli/commands/start.ts
index 6d99631a..b97e458f 100644
--- a/packages/root/src/cli/commands/start.ts
+++ b/packages/root/src/cli/commands/start.ts
@@ -6,7 +6,10 @@ import {dim} from 'kleur/colors';
 import sirv from 'sirv';
 
 import {RootConfig} from '../../core/config';
-import {rootProjectMiddleware} from '../../core/middleware';
+import {
+  rootProjectMiddleware,
+  trailingSlashMiddleware,
+} from '../../core/middleware';
 import {configureServerPlugins} from '../../core/plugin';
 import {Request, Response, NextFunction, Server} from '../../core/types.js';
 import {ElementGraph} from '../../node/element-graph';
@@ -67,6 +70,7 @@ export async function createProdServer(options: {
       server.use(sirv(publicDir, {dev: false}));
 
       // Add the root.js preview server middlewares.
+      server.use(trailingSlashMiddleware({rootConfig}));
       server.use(rootProdServerMiddleware());
 
       // Add error handlers.
diff --git a/packages/root/src/core/config.ts b/packages/root/src/core/config.ts
index 546f2d20..5b6d9b0e 100644
--- a/packages/root/src/core/config.ts
+++ b/packages/root/src/core/config.ts
@@ -118,6 +118,17 @@ export interface RootServerConfig {
   middlewares?: Array<
     (req: Request, res: Response, next: NextFunction) => void | Promise<void>
   >;
+
+  /**
+   * The `trailingSlash` config allows you to control how the server handles
+   * trailing slashes. This config only affects URLs that do not have a file
+   * extension (i.e. HTML paths).
+   *
+   * - When `true`, the server redirects URLs to add a trailing slash
+   * - When `false`, the server redirects URLs to remove a trailing slash
+   * - When unspecified, the server allows URLs with and without trailing slash
+   */
+  trailingSlash?: boolean;
 }
 
 export function defineConfig(config: RootUserConfig): RootUserConfig {
diff --git a/packages/root/src/core/middleware.ts b/packages/root/src/core/middleware.ts
index 5fbfe5d3..5fd435bd 100644
--- a/packages/root/src/core/middleware.ts
+++ b/packages/root/src/core/middleware.ts
@@ -1,3 +1,4 @@
+import path from 'node:path';
 import {RootConfig} from './config';
 import {Request, Response, NextFunction} from './types';
 
@@ -10,3 +11,74 @@ export function rootProjectMiddleware(options: {rootConfig: RootConfig}) {
     next();
   };
 }
+
+/**
+ * Trailing slash middleware. Handles trailing slash redirects (preserving any
+ * query params) using the `server.trailingSlash` config in root.config.ts.
+ */
+export function trailingSlashMiddleware(options: {rootConfig: RootConfig}) {
+  const trailingSlash = options.rootConfig.server?.trailingSlash;
+
+  return (req: Request, res: Response, next: NextFunction) => {
+    // If `trailingSlash: false`, force a trailing slash in the URL.
+    if (
+      trailingSlash === true &&
+      !path.extname(req.path) &&
+      !req.path.endsWith('/')
+    ) {
+      const redirectPath = `${req.path}/`;
+      redirectWithQuery(req, res, 301, redirectPath);
+      return;
+    }
+
+    // If `trailingSlash: false`, remove any trailing slash from the URL.
+    if (
+      trailingSlash === false &&
+      !path.extname(req.path) &&
+      req.path !== '/' &&
+      req.path.endsWith('/')
+    ) {
+      const redirectPath = removeTrailingSlashes(req.path);
+      redirectWithQuery(req, res, 301, redirectPath);
+      return;
+    }
+
+    next();
+  };
+}
+
+/**
+ * Issues an HTTP redirect, preserving any query params from the original req.
+ */
+function redirectWithQuery(
+  req: Request,
+  res: Response,
+  redirectCode: number,
+  redirectPath: string
+) {
+  const queryStr = getQueryStr(req);
+  const redirectUrl = queryStr ? `${redirectPath}?${queryStr}` : redirectPath;
+  res.redirect(redirectCode, redirectUrl);
+}
+
+/**
+ * Returns the query string for a request, or empty string if no query.
+ */
+function getQueryStr(req: Request): string {
+  const qIndex = req.originalUrl.indexOf('?');
+  if (qIndex === -1) {
+    return '';
+  }
+  return req.originalUrl.slice(qIndex + 1);
+}
+
+/**
+ * Removes trailing slashes from a URL path.
+ * Note: A path with only slashes (e.g. `///`) returns `/`.
+ */
+function removeTrailingSlashes(urlPath: string) {
+  while (urlPath.endsWith('/') && urlPath !== '/') {
+    urlPath = urlPath.slice(0, -1);
+  }
+  return urlPath;
+}