diff --git a/build.gradle b/build.gradle
index af69a1c6..d742c96c 100644
--- a/build.gradle
+++ b/build.gradle
@@ -54,6 +54,9 @@ dependencies {
 	implementation 'net.logstash.logback:logstash-logback-encoder:8.1'
 	implementation 'com.github.napstr:logback-discord-appender:1.0.0'
 
+	// Metrics
+	implementation 'io.micrometer:micrometer-registry-prometheus'
+
 	// Test
 	testImplementation 'org.springframework.boot:spring-boot-starter-test'
 	testRuntimeOnly 'org.junit.platform:junit-platform-launcher'
diff --git a/docker-compose.monitoring.yml b/docker-compose.monitoring.yml
new file mode 100644
index 00000000..1d9d5c97
--- /dev/null
+++ b/docker-compose.monitoring.yml
@@ -0,0 +1,53 @@
+services:
+  prometheus:
+    image: prom/prometheus:v3.5.1
+    container_name: cherrish-prometheus
+    ports:
+      - "9090:9090"
+    volumes:
+      - ./monitoring/prometheus/prometheus.yml:/etc/prometheus/prometheus.yml
+      - prometheus_data:/prometheus
+    command:
+      - '--config.file=/etc/prometheus/prometheus.yml'
+      - '--storage.tsdb.path=/prometheus'
+      - '--storage.tsdb.retention.time=15d'
+      - '--web.enable-lifecycle'
+    healthcheck:
+      test: ["CMD", "wget", "--no-verbose", "--tries=1", "--spider", "http://localhost:9090/-/healthy"]
+      interval: 10s
+      timeout: 5s
+      retries: 3
+      start_period: 10s
+    extra_hosts:
+      - "host.docker.internal:host-gateway"
+    networks:
+      - monitoring
+    restart: unless-stopped
+
+  grafana:
+    image: grafana/grafana:11.6.9
+    container_name: cherrish-grafana
+    ports:
+      - "3000:3000"
+    environment:
+      - GF_SECURITY_ADMIN_USER=admin
+      - GF_SECURITY_ADMIN_PASSWORD=${GRAFANA_PASSWORD:-admin}
+      - GF_USERS_ALLOW_SIGN_UP=false
+      - DISCORD_MONITORING_WEBHOOK_URL=${DISCORD_MONITORING_WEBHOOK_URL}
+    volumes:
+      - ./monitoring/grafana/provisioning:/etc/grafana/provisioning
+      - grafana_data:/var/lib/grafana
+    networks:
+      - monitoring
+    depends_on:
+      prometheus:
+        condition: service_healthy
+    restart: unless-stopped
+
+volumes:
+  prometheus_data:
+  grafana_data:
+
+networks:
+  monitoring:
+    driver: bridge
diff --git a/monitoring/grafana/provisioning/alerting/contactpoints.yml b/monitoring/grafana/provisioning/alerting/contactpoints.yml
new file mode 100644
index 00000000..46bfcf6e
--- /dev/null
+++ b/monitoring/grafana/provisioning/alerting/contactpoints.yml
@@ -0,0 +1,23 @@
+apiVersion: 1
+
+contactPoints:
+  - orgId: 1
+    name: discord-monitoring
+    receivers:
+      - uid: discord-monitoring
+        type: discord
+        settings:
+          url: ${DISCORD_MONITORING_WEBHOOK_URL}
+          use_discord_username: true
+          avatar_url: "https://grafana.com/static/assets/img/fav32.png"
+          title: '{{ if eq .Status "firing" }}:rotating_light: ALERT{{ else }}:white_check_mark: RESOLVED{{ end }} ({{ len .Alerts }} alerts)'
+          message: |
+            {{ range .Alerts }}
+            {{ if eq $.Status "firing" }}:red_circle:{{ else }}:green_circle:{{ end }} **{{ .Labels.rulename }}**
+            :warning: **Severity:** {{ .Labels.severity | toUpper }}
+            :clipboard: **Summary:** {{ .Annotations.summary }}
+            :memo: **Detail:** {{ .Annotations.description }}
+            :link: **View:** {{ .GeneratorURL }}
+
+            {{ end }}
+        disableResolveMessage: false
diff --git a/monitoring/grafana/provisioning/alerting/policies.yml b/monitoring/grafana/provisioning/alerting/policies.yml
new file mode 100644
index 00000000..1e881943
--- /dev/null
+++ b/monitoring/grafana/provisioning/alerting/policies.yml
@@ -0,0 +1,10 @@
+apiVersion: 1
+
+policies:
+  - orgId: 1
+    receiver: discord-monitoring
+    group_by:
+      - grafana_folder
+    group_wait: 60s
+    group_interval: 5m
+    repeat_interval: 4h
diff --git a/monitoring/grafana/provisioning/alerting/rules.yml b/monitoring/grafana/provisioning/alerting/rules.yml
new file mode 100644
index 00000000..6a527a80
--- /dev/null
+++ b/monitoring/grafana/provisioning/alerting/rules.yml
@@ -0,0 +1,161 @@
+apiVersion: 1
+
+groups:
+  - orgId: 1
+    name: cherrish-alerts
+    folder: Cherrish
+    interval: 1m
+    rules:
+      - uid: high-error-rate
+        title: High Error Rate
+        condition: C
+        data:
+          - refId: A
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: prometheus
+            model:
+              expr: sum(rate(http_server_requests_seconds_count{application="cherrish", status=~"5.."}[5m])) or vector(0)
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: A
+          - refId: B
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: prometheus
+            model:
+              expr: sum(rate(http_server_requests_seconds_count{application="cherrish"}[5m])) or vector(1)
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: B
+          - refId: C
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: __expr__
+            model:
+              conditions:
+                - evaluator:
+                    params:
+                      - 0.05
+                    type: gt
+                  operator:
+                    type: and
+                  query:
+                    params:
+                      - C
+                  reducer:
+                    type: last
+              expression: $A / $B
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: C
+              type: math
+        noDataState: NoData
+        execErrState: Error
+        for: 2m
+        annotations:
+          summary: "High error rate detected on Cherrish Server"
+          description: "Error rate is above 5% for the last 2 minutes"
+        labels:
+          severity: critical
+          rulename: "High Error Rate"
+        isPaused: false
+
+      - uid: high-latency
+        title: High Latency (P95)
+        condition: B
+        data:
+          - refId: A
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: prometheus
+            model:
+              expr: histogram_quantile(0.95, sum(rate(http_server_requests_seconds_bucket{application="cherrish"}[5m])) by (le))
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: A
+          - refId: B
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: __expr__
+            model:
+              conditions:
+                - evaluator:
+                    params:
+                      - 1
+                    type: gt
+                  operator:
+                    type: and
+                  query:
+                    params:
+                      - B
+                  reducer:
+                    type: last
+              expression: A
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: B
+              type: threshold
+        noDataState: NoData
+        execErrState: Error
+        for: 5m
+        annotations:
+          summary: "High latency detected on Cherrish Server"
+          description: "P95 response time is above 1 second for the last 5 minutes"
+        labels:
+          severity: warning
+          rulename: "High Latency (P95)"
+        isPaused: false
+
+      - uid: metrics-collection-health
+        title: Metrics Collection Down
+        condition: B
+        data:
+          - refId: A
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: prometheus
+            model:
+              expr: up{job="cherrish-server"}
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: A
+          - refId: B
+            relativeTimeRange:
+              from: 300
+              to: 0
+            datasourceUid: __expr__
+            model:
+              conditions:
+                - evaluator:
+                    params:
+                      - 1
+                    type: lt
+                  operator:
+                    type: and
+                  query:
+                    params:
+                      - B
+                  reducer:
+                    type: last
+              expression: A
+              intervalMs: 1000
+              maxDataPoints: 43200
+              refId: B
+              type: threshold
+        noDataState: NoData
+        execErrState: Error
+        for: 2m
+        annotations:
+          summary: "Cherrish Server metrics collection is down"
+          description: "Prometheus cannot scrape metrics from Cherrish Server. The application may be down or unreachable."
+        labels:
+          severity: critical
+          rulename: "Metrics Collection Down"
+        isPaused: false
diff --git a/monitoring/grafana/provisioning/dashboards/dashboard.yml b/monitoring/grafana/provisioning/dashboards/dashboard.yml
new file mode 100644
index 00000000..6cbbcfb3
--- /dev/null
+++ b/monitoring/grafana/provisioning/dashboards/dashboard.yml
@@ -0,0 +1,11 @@
+apiVersion: 1
+
+providers:
+  - name: 'Cherrish Dashboards'
+    orgId: 1
+    folder: 'Cherrish'
+    type: file
+    disableDeletion: true
+    updateIntervalSeconds: 120
+    options:
+      path: /etc/grafana/provisioning/dashboards/json
diff --git a/monitoring/grafana/provisioning/dashboards/json/cherrish-overview.json b/monitoring/grafana/provisioning/dashboards/json/cherrish-overview.json
new file mode 100644
index 00000000..a77b93db
--- /dev/null
+++ b/monitoring/grafana/provisioning/dashboards/json/cherrish-overview.json
@@ -0,0 +1,514 @@
+{
+  "annotations": {
+    "list": []
+  },
+  "editable": true,
+  "fiscalYearStartMonth": 0,
+  "graphTooltip": 0,
+  "id": null,
+  "links": [],
+  "liveNow": false,
+  "panels": [
+    {
+      "collapsed": false,
+      "gridPos": { "h": 1, "w": 24, "x": 0, "y": 0 },
+      "id": 1,
+      "panels": [],
+      "title": "JVM Metrics",
+      "type": "row"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 0.8 }
+            ]
+          },
+          "unit": "percentunit",
+          "min": 0,
+          "max": 1
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 0, "y": 1 },
+      "id": 2,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "sum(jvm_memory_used_bytes{application=\"cherrish\", area=\"heap\"}) / sum(jvm_memory_max_bytes{application=\"cherrish\", area=\"heap\"})",
+          "legendFormat": "Heap Usage",
+          "refId": "A"
+        }
+      ],
+      "title": "JVM Heap Memory Usage (%)",
+      "type": "timeseries"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 0.5 }
+            ]
+          },
+          "unit": "s"
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 12, "y": 1 },
+      "id": 3,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "rate(jvm_gc_pause_seconds_sum{application=\"cherrish\"}[5m])",
+          "legendFormat": "{{cause}} - {{action}}",
+          "refId": "A"
+        }
+      ],
+      "title": "GC Pause Time (Rate)",
+      "type": "timeseries"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 80 }
+            ]
+          },
+          "unit": "short"
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 0, "y": 9 },
+      "id": 4,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "jvm_threads_live_threads{application=\"cherrish\"}",
+          "legendFormat": "Live Threads",
+          "refId": "A"
+        },
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "jvm_threads_daemon_threads{application=\"cherrish\"}",
+          "legendFormat": "Daemon Threads",
+          "refId": "B"
+        },
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "jvm_threads_peak_threads{application=\"cherrish\"}",
+          "legendFormat": "Peak Threads",
+          "refId": "C"
+        }
+      ],
+      "title": "JVM Threads",
+      "type": "timeseries"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 0.8 }
+            ]
+          },
+          "unit": "percentunit",
+          "min": 0,
+          "max": 1
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 12, "y": 9 },
+      "id": 5,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "process_cpu_usage{application=\"cherrish\"}",
+          "legendFormat": "Process CPU",
+          "refId": "A"
+        },
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "system_cpu_usage{application=\"cherrish\"}",
+          "legendFormat": "System CPU",
+          "refId": "B"
+        }
+      ],
+      "title": "CPU Usage",
+      "type": "timeseries"
+    },
+    {
+      "collapsed": false,
+      "gridPos": { "h": 1, "w": 24, "x": 0, "y": 17 },
+      "id": 6,
+      "panels": [],
+      "title": "HTTP Requests",
+      "type": "row"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 80 }
+            ]
+          },
+          "unit": "reqps"
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 0, "y": 18 },
+      "id": 7,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "sum(rate(http_server_requests_seconds_count{application=\"cherrish\"}[5m])) by (uri)",
+          "legendFormat": "{{uri}}",
+          "refId": "A"
+        }
+      ],
+      "title": "Request Rate (per URI)",
+      "type": "timeseries"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 80 }
+            ]
+          },
+          "unit": "reqps"
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 12, "y": 18 },
+      "id": 8,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "sum(rate(http_server_requests_seconds_count{application=\"cherrish\", status=~\"4..|5..\"}[5m])) by (status)",
+          "legendFormat": "{{status}}",
+          "refId": "A"
+        }
+      ],
+      "title": "Error Rate (4xx, 5xx)",
+      "type": "timeseries"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 80 }
+            ]
+          },
+          "unit": "s"
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 0, "y": 26 },
+      "id": 9,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "histogram_quantile(0.50, sum(rate(http_server_requests_seconds_bucket{application=\"cherrish\"}[5m])) by (le))",
+          "legendFormat": "P50",
+          "refId": "A"
+        },
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "histogram_quantile(0.95, sum(rate(http_server_requests_seconds_bucket{application=\"cherrish\"}[5m])) by (le))",
+          "legendFormat": "P95",
+          "refId": "B"
+        },
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "histogram_quantile(0.99, sum(rate(http_server_requests_seconds_bucket{application=\"cherrish\"}[5m])) by (le))",
+          "legendFormat": "P99",
+          "refId": "C"
+        }
+      ],
+      "title": "Response Time Percentiles",
+      "type": "timeseries"
+    },
+    {
+      "datasource": { "type": "prometheus", "uid": "prometheus" },
+      "fieldConfig": {
+        "defaults": {
+          "color": { "mode": "palette-classic" },
+          "custom": {
+            "axisBorderShow": false,
+            "axisCenteredZero": false,
+            "axisColorMode": "text",
+            "axisLabel": "",
+            "axisPlacement": "auto",
+            "barAlignment": 0,
+            "drawStyle": "line",
+            "fillOpacity": 10,
+            "gradientMode": "none",
+            "hideFrom": { "legend": false, "tooltip": false, "viz": false },
+            "insertNulls": false,
+            "lineInterpolation": "linear",
+            "lineWidth": 1,
+            "pointSize": 5,
+            "scaleDistribution": { "type": "linear" },
+            "showPoints": "never",
+            "spanNulls": false,
+            "stacking": { "group": "A", "mode": "none" },
+            "thresholdsStyle": { "mode": "off" }
+          },
+          "mappings": [],
+          "thresholds": {
+            "mode": "absolute",
+            "steps": [
+              { "color": "green", "value": null },
+              { "color": "red", "value": 80 }
+            ]
+          },
+          "unit": "reqps"
+        },
+        "overrides": []
+      },
+      "gridPos": { "h": 8, "w": 12, "x": 12, "y": 26 },
+      "id": 10,
+      "options": {
+        "legend": { "calcs": ["mean", "max"], "displayMode": "table", "placement": "bottom", "showLegend": true },
+        "tooltip": { "mode": "multi", "sort": "none" }
+      },
+      "targets": [
+        {
+          "datasource": { "type": "prometheus", "uid": "prometheus" },
+          "expr": "sum(rate(http_server_requests_seconds_count{application=\"cherrish\"}[5m]))",
+          "legendFormat": "Total Throughput",
+          "refId": "A"
+        }
+      ],
+      "title": "Total Throughput",
+      "type": "timeseries"
+    }
+  ],
+  "refresh": "30s",
+  "schemaVersion": 38,
+  "tags": ["cherrish", "spring-boot"],
+  "templating": { "list": [] },
+  "time": { "from": "now-1h", "to": "now" },
+  "timepicker": {},
+  "timezone": "browser",
+  "title": "Cherrish Overview",
+  "uid": "cherrish-overview",
+  "version": 1,
+  "weekStart": ""
+}
diff --git a/monitoring/grafana/provisioning/datasources/datasource.yml b/monitoring/grafana/provisioning/datasources/datasource.yml
new file mode 100644
index 00000000..8704d9e5
--- /dev/null
+++ b/monitoring/grafana/provisioning/datasources/datasource.yml
@@ -0,0 +1,10 @@
+apiVersion: 1
+
+datasources:
+  - name: Prometheus
+    type: prometheus
+    uid: prometheus
+    access: proxy
+    url: http://prometheus:9090
+    isDefault: true
+    editable: false
diff --git a/monitoring/prometheus/prometheus.prod.yml b/monitoring/prometheus/prometheus.prod.yml
new file mode 100644
index 00000000..f2e34033
--- /dev/null
+++ b/monitoring/prometheus/prometheus.prod.yml
@@ -0,0 +1,13 @@
+global:
+  scrape_interval: 15s
+  evaluation_interval: 15s
+
+scrape_configs:
+  - job_name: 'prometheus'
+    static_configs:
+      - targets: ['localhost:9090']
+
+  - job_name: 'cherrish-server'
+    metrics_path: '/actuator/prometheus'
+    static_configs:
+      - targets: ['cherrish-server:8081']
diff --git a/monitoring/prometheus/prometheus.yml b/monitoring/prometheus/prometheus.yml
new file mode 100644
index 00000000..56a1cee4
--- /dev/null
+++ b/monitoring/prometheus/prometheus.yml
@@ -0,0 +1,13 @@
+global:
+  scrape_interval: 15s
+  evaluation_interval: 15s
+
+scrape_configs:
+  - job_name: 'prometheus'
+    static_configs:
+      - targets: ['localhost:9090']
+
+  - job_name: 'cherrish-server'
+    metrics_path: '/actuator/prometheus'
+    static_configs:
+      - targets: ['host.docker.internal:8080']
diff --git a/src/main/java/com/sopt/cherrish/global/monitoring/MonitoringTestController.java b/src/main/java/com/sopt/cherrish/global/monitoring/MonitoringTestController.java
new file mode 100644
index 00000000..a0098192
--- /dev/null
+++ b/src/main/java/com/sopt/cherrish/global/monitoring/MonitoringTestController.java
@@ -0,0 +1,23 @@
+package com.sopt.cherrish.global.monitoring;
+
+import org.springframework.context.annotation.Profile;
+import org.springframework.web.bind.annotation.GetMapping;
+import org.springframework.web.bind.annotation.RequestMapping;
+import org.springframework.web.bind.annotation.RestController;
+
+@RestController
+@RequestMapping("/api/monitoring/test")
+@Profile({"local", "dev"})
+public class MonitoringTestController {
+
+    @GetMapping("/error")
+    public void testError() {
+        throw new RuntimeException("Test error for monitoring alert");
+    }
+
+    @GetMapping("/slow")
+    public String testSlow() throws InterruptedException {
+        Thread.sleep(2000);
+        return "slow response";
+    }
+}
diff --git a/src/main/resources/application-dev.yaml b/src/main/resources/application-dev.yaml
index eb402da1..f36034ae 100644
--- a/src/main/resources/application-dev.yaml
+++ b/src/main/resources/application-dev.yaml
@@ -10,10 +10,6 @@ spring:
     base-url: ${SERVER_URL:http://localhost:8080}
 
 management:
-  endpoints:
-    web:
-      exposure:
-        include: health
   endpoint:
     health:
       show-details: always
diff --git a/src/main/resources/application-monitoring.yaml b/src/main/resources/application-monitoring.yaml
new file mode 100644
index 00000000..236f1c4c
--- /dev/null
+++ b/src/main/resources/application-monitoring.yaml
@@ -0,0 +1,16 @@
+management:
+  endpoints:
+    web:
+      exposure:
+        include: health,prometheus,metrics,info
+  endpoint:
+    health:
+      show-details: when_authorized
+  metrics:
+    tags:
+      application: cherrish
+    distribution:
+      percentiles-histogram:
+        http.server.requests: true
+      percentiles:
+        http.server.requests: 0.5, 0.95, 0.99
diff --git a/src/main/resources/application-prod.yaml b/src/main/resources/application-prod.yaml
index 2ddca3fa..101c2cbf 100644
--- a/src/main/resources/application-prod.yaml
+++ b/src/main/resources/application-prod.yaml
@@ -10,10 +10,8 @@ spring:
     base-url: ${SERVER_URL:http://localhost:8080}
 
 management:
-  endpoints:
-    web:
-      exposure:
-        include: health
+  server:
+    port: 8081
   endpoint:
     health:
       show-details: never
diff --git a/src/main/resources/application.yaml b/src/main/resources/application.yaml
index e5483e7a..83c301c5 100644
--- a/src/main/resources/application.yaml
+++ b/src/main/resources/application.yaml
@@ -7,6 +7,7 @@ spring:
     include:
       - db
       - openai
+      - monitoring
 
   config:
     import: optional:file:.env[.properties]