diff --git a/CONFIGURATION.md b/CONFIGURATION.md
index 7713229..95bbab4 100644
--- a/CONFIGURATION.md
+++ b/CONFIGURATION.md
@@ -29,9 +29,12 @@ Hosts are defined by their hostname followed by one or more paths to serve.
 
 Paths may be defined as fixed strings or regular expressions (starting with `^`).
 
-Paths are matched in the order they are defined.
+Any path not matching a specific page, file name or file extension should end
+in a trailing slash, signifying that it is a directory. Visitors are
+automatically redirected when accessing a directory path without including a
+trailing slash.
 
-Fixed string paths will match with and without a trailing slash.
+Paths are matched in the order they are defined.
 
 When accessing a directory the file `index.gemini` or `index.gmi` is served.
 
@@ -223,18 +226,18 @@ hosts:
         root: /home/geminirocks/public_html
         fastcgi: unix:///var/run/php.sock
       -
-        path: /files
+        path: /files/
         root: /home/geminirocks/files
         cache: 604800 # Cache for 1 week
         list: true # Enable directory listing
       -
-        path: ^/(help|info)$
+        path: ^/(help|info)/$
         root: /home/geminirocks/docs/help
       -
-        path: ^/proxy-example$
+        path: /proxy-example/
         proxy: gemini://localhost:1966
       -
-        path: ^/cmd-example$
+        path: /cmd-example
         command: uname -a
         cache: 0 # Do not cache
       -
diff --git a/config.go b/config.go
index d21cea6..4a75b4d 100644
--- a/config.go
+++ b/config.go
@@ -214,9 +214,6 @@ func readconfig(configPath string) error {
 			if serve.Path == "" {
 				log.Fatal("a path must be specified in each serve entry")
 			}
-			if len(serve.Path) > 1 && serve.Path[len(serve.Path)-1] == '/' {
-				serve.Path = serve.Path[:len(serve.Path)-1]
-			}
 			if serve.Path[0] == '^' {
 				serve.r = regexp.MustCompile(serve.Path)
 			}
diff --git a/server.go b/server.go
index c3e5cce..be647b6 100644
--- a/server.go
+++ b/server.go
@@ -133,9 +133,6 @@ func servePath(c *tls.Conn, request *url.URL, serve *pathConfig) (int, int64) {
 		if serve.Path[0] == '/' {
 			pathSlashes++ // Regexp does not match starting slash
 		}
-		if serve.Path[0] != '^' && serve.Path[len(serve.Path)-1] != '/' {
-			pathSlashes++
-		}
 	}
 	if len(requestSplit) >= pathSlashes {
 		resolvedPath = strings.Join(requestSplit[pathSlashes:], "/")
@@ -262,15 +259,27 @@ func handleRequest(c *tls.Conn, request *url.URL, requestData string) (int, int6
 			matchedRegexp := serve.r != nil && serve.r.Match(pathBytes)
 			matchedPrefix := serve.r == nil && strings.HasPrefix(request.Path, serve.Path)
 			if !matchedRegexp && !matchedPrefix {
+				matchedRegexp = serve.r != nil && serve.r.Match(append(pathBytes[:], byte('/')))
+				matchedPrefix = serve.r == nil && strings.HasPrefix(request.Path+"/", serve.Path)
+				if matchedRegexp || matchedPrefix {
+					newRequest, err := url.Parse(request.String())
+					if err != nil {
+						return writeStatus(c, statusBadRequest), -1, ""
+					}
+					newRequest.Path += "/"
+
+					return writeHeader(c, statusRedirectTemporary, newRequest.String()), -1, serve.Log
+				}
+
 				continue
 			}
 
 			requireInput := serve.Input != "" || serve.SensitiveInput != ""
 			if request.RawQuery == "" && requireInput {
 				if serve.SensitiveInput != "" {
-					return writeHeader(c, statusSensitiveInput, serve.SensitiveInput), -1, ""
+					return writeHeader(c, statusSensitiveInput, serve.SensitiveInput), -1, serve.Log
 				}
-				return writeHeader(c, statusInput, serve.Input), -1, ""
+				return writeHeader(c, statusInput, serve.Input), -1, serve.Log
 			}
 
 			if matchedRegexp || matchedPrefix {