diff --git a/detekt-baseline.xml b/detekt-baseline.xml
index f7e7108..7124ece 100644
--- a/detekt-baseline.xml
+++ b/detekt-baseline.xml
@@ -649,6 +649,7 @@
     <ID>PackageNaming:SkillSelectionTest.kt$package agents_engine.core</ID>
     <ID>PackageNaming:SkillsEncapsulationTest.kt$package agents_engine.core</ID>
     <ID>PackageNaming:Snapshot.kt$package agents_engine.core</ID>
+    <ID>PackageNaming:SnapshotImagesRoundTripTest.kt$package agents_engine.core</ID>
     <ID>PackageNaming:SnapshotManifestGuardTest.kt$package agents_engine.core</ID>
     <ID>PackageNaming:SnapshotResumeTest.kt$package agents_engine.model</ID>
     <ID>PackageNaming:StdioMcpTransport.kt$package agents_engine.mcp</ID>
diff --git a/src/main/kotlin/agents_engine/core/Snapshot.kt b/src/main/kotlin/agents_engine/core/Snapshot.kt
index bd3fdef..661c4c5 100644
--- a/src/main/kotlin/agents_engine/core/Snapshot.kt
+++ b/src/main/kotlin/agents_engine/core/Snapshot.kt
@@ -1,6 +1,7 @@
 package agents_engine.core
 
 import agents_engine.generation.LenientJsonParser
+import agents_engine.model.ImagePart
 import agents_engine.model.InlineToolCallParser
 import agents_engine.model.LlmMessage
 import agents_engine.model.TokenUsage
@@ -164,6 +165,19 @@ internal object SnapshotJson {
             })
             append("]")
         }
+        // #2866 — persist vision attachments so file-backed resume can rehydrate
+        // the LlmMessage byte-for-byte. Pre-#2866 the encoder silently dropped
+        // `images`, breaking SSE-style apps that snapshot mid-conversation.
+        // Base64 directly inside the snapshot (rather than ContentRef.hash with
+        // a re-fetch on resume) keeps the snapshot self-contained — no
+        // BlobStore dependency at restore time.
+        m.images?.let { imgs ->
+            append(""","images":[""")
+            append(imgs.joinToString(",") { part ->
+                """{"base64":${part.base64.toJsonString()},"mime":${part.wireMime.value.toJsonString()}}"""
+            })
+            append("]")
+        }
         append("}")
     }
 
@@ -194,13 +208,33 @@ internal object SnapshotJson {
                 .entries.associate { (k, v) -> k.toString() to v } as Map<String, Any?>
             ToolCall(name = name, arguments = args)
         }
+        // #2866 — rehydrate vision attachments. Mime strings that don't match
+        // a known [ImagePart.WireMime] variant skip with a null mapping
+        // (defensive — the encoder only writes the closed set, but a
+        // hand-edited or future-extended snapshot shouldn't crash resume).
+        val images = (m["images"] as? List<*>)?.mapNotNull { imgRaw ->
+            val img = imgRaw as? Map<*, *> ?: return@mapNotNull null
+            val base64 = img["base64"] as? String ?: return@mapNotNull null
+            val mimeStr = img["mime"] as? String ?: return@mapNotNull null
+            val wireMime = decodeWireMime(mimeStr) ?: return@mapNotNull null
+            ImagePart(base64 = base64, wireMime = wireMime)
+        }
         return LlmMessage(
             role = m["role"]?.toString() ?: "user",
             content = m["content"]?.toString() ?: "",
             toolCalls = toolCalls,
+            images = images,
         )
     }
 
+    private fun decodeWireMime(value: String): ImagePart.WireMime? = when (value) {
+        ImagePart.WireMime.Png.value -> ImagePart.WireMime.Png
+        ImagePart.WireMime.Jpeg.value -> ImagePart.WireMime.Jpeg
+        ImagePart.WireMime.Gif.value -> ImagePart.WireMime.Gif
+        ImagePart.WireMime.Webp.value -> ImagePart.WireMime.Webp
+        else -> null
+    }
+
     private fun decodeTokens(t: Map<*, *>?): TokenUsage? {
         if (t == null) return null
         val prompt = (t["prompt"] as? Number)?.toInt() ?: return null
diff --git a/src/test/kotlin/agents_engine/core/SnapshotImagesRoundTripTest.kt b/src/test/kotlin/agents_engine/core/SnapshotImagesRoundTripTest.kt
new file mode 100644
index 0000000..3c6f17e
--- /dev/null
+++ b/src/test/kotlin/agents_engine/core/SnapshotImagesRoundTripTest.kt
@@ -0,0 +1,163 @@
+package agents_engine.core
+
+import agents_engine.model.ImagePart
+import agents_engine.model.LlmMessage
+import kotlin.test.Test
+import kotlin.test.assertEquals
+import kotlin.test.assertNotNull
+import kotlin.test.assertNull
+import kotlin.test.assertTrue
+
+/**
+ * #2866 — regression coverage for the SnapshotJson encoder + decoder
+ * round-tripping `LlmMessage.images`.
+ *
+ * Pre-#2866 the encoder serialised only `role / content / toolCalls`
+ * per message. File-backed `snapshot/resume` silently lost any vision
+ * attachments that were on the conversation when the snapshot was
+ * taken. SSE-style apps mid-conversation lost the image context on
+ * resume.
+ *
+ * The fix encodes each `ImagePart` as `{base64, mime}` directly inside
+ * the message (rather than ContentRef + BlobStore re-fetch) so the
+ * snapshot stays self-contained — no BlobStore dependency at resume.
+ */
+class SnapshotImagesRoundTripTest {
+
+    @Test
+    fun `single image round-trips through encode-decode`() {
+        val original = SessionSnapshot(
+            messages = listOf(
+                LlmMessage(
+                    role = "user",
+                    content = "What's in this image?",
+                    images = listOf(
+                        ImagePart(base64 = "iVBORw0KGgoAAAANSUhEUg==", wireMime = ImagePart.WireMime.Png),
+                    ),
+                ),
+            ),
+            turns = 1,
+            toolCalls = 0,
+            toolCallLimit = 0,
+            tokensUsed = null,
+            memory = emptyMap(),
+            requestId = "req-1", sessionId = null, manifestHash = null,
+        )
+
+        val encoded = SnapshotJson.encode(original)
+        val decoded = SnapshotJson.decode(encoded)
+
+        assertEquals(1, decoded.messages.size)
+        val msg = decoded.messages.single()
+        assertEquals("user", msg.role)
+        assertEquals("What's in this image?", msg.content)
+        val images = msg.images
+        assertNotNull(images, "images must rehydrate")
+        assertEquals(1, images.size)
+        assertEquals("iVBORw0KGgoAAAANSUhEUg==", images.single().base64)
+        assertEquals(ImagePart.WireMime.Png, images.single().wireMime)
+    }
+
+    @Test
+    fun `multiple images of mixed mimes round-trip in order`() {
+        val original = SessionSnapshot(
+            messages = listOf(
+                LlmMessage(
+                    role = "user",
+                    content = "Compare these.",
+                    images = listOf(
+                        ImagePart(base64 = "AAA1", wireMime = ImagePart.WireMime.Png),
+                        ImagePart(base64 = "BBB2", wireMime = ImagePart.WireMime.Jpeg),
+                        ImagePart(base64 = "CCC3", wireMime = ImagePart.WireMime.Webp),
+                        ImagePart(base64 = "DDD4", wireMime = ImagePart.WireMime.Gif),
+                    ),
+                ),
+            ),
+            turns = 1,
+            toolCalls = 0,
+            toolCallLimit = 0,
+            tokensUsed = null,
+            memory = emptyMap(),
+            requestId = "req-2", sessionId = null, manifestHash = null,
+        )
+
+        val decoded = SnapshotJson.decode(SnapshotJson.encode(original))
+        val images = decoded.messages.single().images!!
+        assertEquals(listOf("AAA1", "BBB2", "CCC3", "DDD4"), images.map { it.base64 })
+        assertEquals(
+            listOf(
+                ImagePart.WireMime.Png,
+                ImagePart.WireMime.Jpeg,
+                ImagePart.WireMime.Webp,
+                ImagePart.WireMime.Gif,
+            ),
+            images.map { it.wireMime },
+        )
+    }
+
+    @Test
+    fun `message with no images round-trips with null images field — back-compat`() {
+        val original = SessionSnapshot(
+            messages = listOf(LlmMessage(role = "user", content = "no vision")),
+            turns = 1,
+            toolCalls = 0,
+            toolCallLimit = 0,
+            tokensUsed = null,
+            memory = emptyMap(),
+            requestId = "req-3", sessionId = null, manifestHash = null,
+        )
+
+        val encoded = SnapshotJson.encode(original)
+        // Wire shape: when images is null, the `images` key must be omitted —
+        // this preserves byte-identity with pre-#2866 snapshots.
+        assertTrue(
+            !encoded.contains("\"images\""),
+            "no images → no `images` key in the JSON (back-compat): $encoded",
+        )
+
+        val decoded = SnapshotJson.decode(encoded)
+        assertNull(decoded.messages.single().images)
+    }
+
+    @Test
+    fun `pre-2866 snapshots without an images key decode with null images`() {
+        // Hand-crafted legacy snapshot shape — older clients that saved
+        // before #2866 should still load cleanly.
+        val legacy = """{
+            "messages":[{"role":"user","content":"hi"}],
+            "turns":0,
+            "toolCalls":0,
+            "toolCallLimit":0,
+            "memory":{},
+            "requestId":"legacy-1"
+        }""".trimIndent()
+
+        val decoded = SnapshotJson.decode(legacy)
+        assertEquals(1, decoded.messages.size)
+        assertNull(decoded.messages.single().images, "legacy snapshots decode with null images")
+    }
+
+    @Test
+    fun `unknown image mime values are skipped on decode — defensive`() {
+        // A future-extended or hand-edited snapshot with an unknown mime
+        // should NOT crash resume — the unknown part is dropped, the rest
+        // of the message rehydrates fine.
+        val custom = """{
+            "messages":[{
+                "role":"user",
+                "content":"mixed-mime",
+                "images":[
+                    {"base64":"OK1","mime":"image/png"},
+                    {"base64":"OK2","mime":"image/unknown-future-format"},
+                    {"base64":"OK3","mime":"image/jpeg"}
+                ]
+            }],
+            "turns":0,"toolCalls":0,"toolCallLimit":0,"memory":{},"requestId":"r"
+        }""".trimIndent()
+
+        val decoded = SnapshotJson.decode(custom)
+        val images = decoded.messages.single().images!!
+        assertEquals(2, images.size, "the unknown-mime entry should be skipped")
+        assertEquals(listOf("OK1", "OK3"), images.map { it.base64 })
+    }
+}