diff --git a/org/html_writer.go b/org/html_writer.go
index 561067a..f2e75a0 100644
--- a/org/html_writer.go
+++ b/org/html_writer.go
@@ -15,8 +15,9 @@ import (
 
 // HTMLWriter exports an org document into a html document.
 type HTMLWriter struct {
-	ExtendingWriter    Writer
-	HighlightCodeBlock func(source, lang string, inline bool) string
+	ExtendingWriter     Writer
+	HighlightCodeBlock  func(source, lang string, inline bool) string
+	PrettyRelativeLinks bool
 
 	strings.Builder
 	document   *Document
@@ -342,7 +343,14 @@ func (w *HTMLWriter) WriteRegularLink(l RegularLink) {
 	if l.Protocol == "file" {
 		url = url[len("file:"):]
 	}
-	if (l.Protocol == "file" || l.Protocol == "") && strings.HasSuffix(url, ".org") {
+	if isRelative := l.Protocol == "file" || l.Protocol == ""; isRelative && w.PrettyRelativeLinks {
+		if !strings.HasPrefix(url, "/") {
+			url = "../" + url
+		}
+		if strings.HasSuffix(url, ".org") {
+			url = strings.TrimSuffix(url, ".org") + "/"
+		}
+	} else if isRelative && strings.HasSuffix(url, ".org") {
 		url = strings.TrimSuffix(url, ".org") + ".html"
 	}
 	if prefix := w.document.Links[l.Protocol]; prefix != "" {
diff --git a/org/html_writer_test.go b/org/html_writer_test.go
index 37f97a4..969360c 100644
--- a/org/html_writer_test.go
+++ b/org/html_writer_test.go
@@ -42,3 +42,30 @@ func TestExtendedHTMLWriter(t *testing.T) {
 		t.Errorf("WriteText method of extending writer was not called: CallCount %d", extendedWriter.callCount)
 	}
 }
+
+var prettyRelativeLinkTests = map[string]string{
+	"[[/hello.org][hello]]": `<p><a href="/hello/">hello</a></p>`,
+	"[[hello.org][hello]]":  `<p><a href="../hello/">hello</a></p>`,
+	"[[file:/hello.org]]":   `<p><a href="/hello/">/hello/</a></p>`,
+	"[[file:hello.org]]":    `<p><a href="../hello/">../hello/</a></p>`,
+	"[[http://hello.org]]":  `<p><a href="http://hello.org">http://hello.org</a></p>`,
+	"[[/foo.png]]":          `<p><img src="/foo.png" alt="/foo.png" title="/foo.png" /></p>`,
+	"[[foo.png]]":           `<p><img src="../foo.png" alt="../foo.png" title="../foo.png" /></p>`,
+	"[[/foo.png][foo]]":     `<p><a href="/foo.png">foo</a></p>`,
+	"[[foo.png][foo]]":      `<p><a href="../foo.png">foo</a></p>`,
+}
+
+func TestPrettyRelativeLinks(t *testing.T) {
+	for org, expected := range prettyRelativeLinkTests {
+		t.Run(org, func(t *testing.T) {
+			writer := NewHTMLWriter()
+			writer.PrettyRelativeLinks = true
+			actual, err := New().Silent().Parse(strings.NewReader(org), "./prettyRelativeLinkTests.org").Write(writer)
+			if err != nil {
+				t.Errorf("%s\n got error: %s", org, err)
+			} else if actual := strings.TrimSpace(actual); actual != expected {
+				t.Errorf("%s:\n%s'", org, diff(actual, expected))
+			}
+		})
+	}
+}