diff --git a/CHANGELOG.md b/CHANGELOG.md
index 0f5c8d3..b3c59a1 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,12 @@
 
 All notable changes to hp (hittyping) will be documented in this file.
 
+## [0.8.5] - 2026-03-04
+
+### Changed
+
+- Timeline includes date (e.g., `Feb 27 10:02:18`) when session spans multiple calendar days
+
 ## [0.8.4] - 2026-02-24
 
 ### Added
diff --git a/ROADMAP.md b/ROADMAP.md
index 8474fcb..02b5213 100644
--- a/ROADMAP.md
+++ b/ROADMAP.md
@@ -74,6 +74,10 @@ If hp evolves toward interactive features, consider migrating to [Bubble Tea](ht
 
 ## Completed
 
+### v0.8.5 - Timeline Date Display
+
+- [x] Include date in timeline when session spans multiple calendar days
+
 ### v0.8.4 - Connection Timeline
 
 - [x] Track alternating UP/DOWN periods during monitoring
diff --git a/main.go b/main.go
index 1a28331..b24b58e 100644
--- a/main.go
+++ b/main.go
@@ -22,7 +22,7 @@ import (
 // cleanly pause rendering before the process is actually stopped.
 var displayMu sync.Mutex
 
-const version = "0.8.4"
+const version = "0.8.5"
 
 const (
 	// ANSI colors
@@ -758,8 +758,17 @@ func printFinal(url string, s *stats) {
 			periods = append(head, tail...)
 		}
 		now := time.Now()
+		// include date if session spans multiple calendar days
+		tsFmt := "15:04:05"
+		if len(s.periods) > 0 {
+			first := s.periods[0].start
+			last := now
+			if first.Format("2006-01-02") != last.Format("2006-01-02") {
+				tsFmt = "Jan 02 15:04:05"
+			}
+		}
 		for i, p := range periods {
-			ts := p.start.Format("15:04:05")
+			ts := p.start.Format(tsFmt)
 			var label, color, detail string
 			if p.up {
 				label = "UP  "