diff --git a/lib/auth/auth.go b/lib/auth/auth.go
index f53eaee43a885..c34d5bf7012ff 100644
--- a/lib/auth/auth.go
+++ b/lib/auth/auth.go
@@ -4536,6 +4536,16 @@ func (a *Server) CreateAccessRequestV2(ctx context.Context, req types.AccessRequ
 	if _, err := a.Services.CreateAccessRequestV2(ctx, req); err != nil {
 		return nil, trace.Wrap(err)
 	}
+
+	var annotations *apievents.Struct
+	if sa := req.GetSystemAnnotations(); len(sa) > 0 {
+		var err error
+		annotations, err = apievents.EncodeMapStrings(sa)
+		if err != nil {
+			log.WithError(err).Debug("Failed to encode access request annotations.")
+		}
+	}
+
 	err := a.emitter.EmitAuditEvent(a.closeCtx, &apievents.AccessRequestCreate{
 		Metadata: apievents.Metadata{
 			Type: events.AccessRequestCreateEvent,
@@ -4551,6 +4561,7 @@ func (a *Server) CreateAccessRequestV2(ctx context.Context, req types.AccessRequ
 		RequestState:         req.GetState().String(),
 		Reason:               req.GetRequestReason(),
 		MaxDuration:          req.GetMaxDuration(),
+		Annotations:          annotations,
 	})
 	if err != nil {
 		log.WithError(err).Warn("Failed to emit access request create event.")
@@ -4651,6 +4662,13 @@ func (a *Server) SetAccessRequestState(ctx context.Context, params types.AccessR
 		Roles:           params.Roles,
 		AssumeStartTime: params.AssumeStartTime,
 	}
+	if sa := req.GetSystemAnnotations(); len(sa) > 0 {
+		var err error
+		event.Annotations, err = apievents.EncodeMapStrings(sa)
+		if err != nil {
+			log.WithError(err).Debug("Failed to encode access request annotations.")
+		}
+	}
 
 	if delegator := apiutils.GetDelegator(ctx); delegator != "" {
 		event.Delegator = delegator
diff --git a/lib/auth/auth_test.go b/lib/auth/auth_test.go
index a1c8aebff419f..5dafa65db2dbd 100644
--- a/lib/auth/auth_test.go
+++ b/lib/auth/auth_test.go
@@ -3252,3 +3252,61 @@ func TestGetTokens(t *testing.T) {
 	_, err = s.a.GetTokens(ctx)
 	require.NoError(t, err)
 }
+
+func TestAccessRequestAuditLog(t *testing.T) {
+	t.Parallel()
+	ctx := context.Background()
+
+	p, err := newTestPack(ctx, t.TempDir())
+	require.NoError(t, err)
+
+	requester, _, _ := createSessionTestUsers(t, p.a)
+
+	paymentsRole, err := types.NewRole("paymentsRole", types.RoleSpecV6{
+		Allow: types.RoleConditions{
+			Request: &types.AccessRequestConditions{
+				Roles: []string{"requestRole"},
+				Annotations: map[string][]string{
+					"pagerduty_services": {"payments"},
+				},
+			},
+		},
+	})
+	require.NoError(t, err)
+
+	requestRole, err := types.NewRole("requestRole", types.RoleSpecV6{})
+	require.NoError(t, err)
+
+	p.a.CreateRole(ctx, requestRole)
+	p.a.CreateRole(ctx, paymentsRole)
+
+	user, err := p.a.GetUser(requester, true)
+	require.NoError(t, err)
+	user.AddRole(paymentsRole.GetName())
+	err = p.a.UpsertUser(user)
+	require.NoError(t, err)
+
+	accessRequest, err := types.NewAccessRequest(uuid.NewString(), requester, "requestRole")
+	require.NoError(t, err)
+	req, err := p.a.CreateAccessRequestV2(ctx, accessRequest, TestUser(requester).I.GetIdentity())
+	require.NoError(t, err)
+
+	expectedAnnotations, err := apievents.EncodeMapStrings(paymentsRole.GetAccessRequestConditions(types.Allow).Annotations)
+	require.NoError(t, err)
+
+	arc, ok := p.mockEmitter.LastEvent().(*apievents.AccessRequestCreate)
+	require.True(t, ok)
+	require.Equal(t, expectedAnnotations, arc.Annotations)
+	require.Equal(t, "PENDING", arc.RequestState)
+
+	err = p.a.SetAccessRequestState(ctx, types.AccessRequestUpdate{
+		RequestID: req.GetName(),
+		State:     types.RequestState_APPROVED,
+	})
+	require.NoError(t, err)
+
+	arc, ok = p.mockEmitter.LastEvent().(*apievents.AccessRequestCreate)
+	require.True(t, ok)
+	require.Equal(t, expectedAnnotations, arc.Annotations)
+	require.Equal(t, "APPROVED", arc.RequestState)
+}