diff --git a/src/Octokit.Webhooks/Events/DeploymentEvent.cs b/src/Octokit.Webhooks/Events/DeploymentEvent.cs
index bae7ff63..0d3fd256 100644
--- a/src/Octokit.Webhooks/Events/DeploymentEvent.cs
+++ b/src/Octokit.Webhooks/Events/DeploymentEvent.cs
@@ -11,5 +11,11 @@ public abstract record DeploymentEvent : WebhookEvent
     {
         [JsonPropertyName("deployment")]
         public Models.DeploymentEvent.Deployment Deployment { get; init; } = null!;
+
+        [JsonPropertyName("workflow")]
+        public Models.Workflow? Workflow { get; init; } = null!;
+
+        [JsonPropertyName("workflow_run")]
+        public Models.DeploymentEvent.DeploymentWorkflowRun? WorkflowRun { get; init; } = null!;
     }
 }
diff --git a/src/Octokit.Webhooks/Events/DeploymentStatusEvent.cs b/src/Octokit.Webhooks/Events/DeploymentStatusEvent.cs
index f3e02f43..69436ff8 100644
--- a/src/Octokit.Webhooks/Events/DeploymentStatusEvent.cs
+++ b/src/Octokit.Webhooks/Events/DeploymentStatusEvent.cs
@@ -14,5 +14,14 @@ public abstract record DeploymentStatusEvent : WebhookEvent
 
         [JsonPropertyName("deployment")]
         public Models.DeploymentStatusEvent.Deployment Deployment { get; init; } = null!;
+
+        [JsonPropertyName("check_run")]
+        public Models.DeploymentEvent.DeploymentCheckRun? CheckRun { get; init; }
+
+        [JsonPropertyName("workflow_run")]
+        public Models.DeploymentEvent.DeploymentWorkflowRun? WorkflowRun { get; init; }
+
+        [JsonPropertyName("workflow")]
+        public Models.Workflow? Workflow { get; init; }
     }
 }
diff --git a/src/Octokit.Webhooks/Models/CheckRunEvent/CheckRun.cs b/src/Octokit.Webhooks/Models/CheckRunEvent/CheckRun.cs
index cebb46fa..dff0c26f 100644
--- a/src/Octokit.Webhooks/Models/CheckRunEvent/CheckRun.cs
+++ b/src/Octokit.Webhooks/Models/CheckRunEvent/CheckRun.cs
@@ -58,5 +58,8 @@ public sealed record CheckRun
 
         [JsonPropertyName("pull_requests")]
         public IEnumerable<CheckRunPullRequest> PullRequests { get; init; } = null!;
+
+        [JsonPropertyName("deployment")]
+        public Deployment Deployment { get; init; } = null!;
     }
 }
diff --git a/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRun.cs b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRun.cs
new file mode 100644
index 00000000..ab42ef8d
--- /dev/null
+++ b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRun.cs
@@ -0,0 +1,49 @@
+namespace Octokit.Webhooks.Models.DeploymentEvent
+{
+    using System;
+    using System.Text.Json.Serialization;
+    using JetBrains.Annotations;
+    using Octokit.Webhooks.Converter;
+
+    [PublicAPI]
+    public sealed record DeploymentCheckRun
+    {
+        [JsonPropertyName("id")]
+        public long Id { get; init; }
+
+        [JsonPropertyName("name")]
+        public string Name { get; init; } = null!;
+
+        [JsonPropertyName("node_id")]
+        public string NodeId { get; init; } = null!;
+
+        [JsonPropertyName("head_sha")]
+        public string HeadSha { get; init; } = null!;
+
+        [JsonPropertyName("external_id")]
+        public string ExternalId { get; init; } = null!;
+
+        [JsonPropertyName("url")]
+        public string Url { get; init; } = null!;
+
+        [JsonPropertyName("html_url")]
+        public string HtmlUrl { get; init; } = null!;
+
+        [JsonPropertyName("details_url")]
+        public string DetailsUrl { get; init; } = null!;
+
+        [JsonPropertyName("status")]
+        public DeploymentCheckRunStatus Status { get; init; }
+
+        [JsonPropertyName("conclusion")]
+        public DeploymentCheckRunConclusion? Conclusion { get; init; }
+
+        [JsonPropertyName("started_at")]
+        [JsonConverter(typeof(DateTimeOffsetConverter))]
+        public DateTimeOffset StartedAt { get; init; }
+
+        [JsonPropertyName("completed_at")]
+        [JsonConverter(typeof(NullableDateTimeOffsetConverter))]
+        public DateTimeOffset? CompletedAt { get; init; }
+    }
+}
diff --git a/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRunConclusion.cs b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRunConclusion.cs
new file mode 100644
index 00000000..24280b00
--- /dev/null
+++ b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRunConclusion.cs
@@ -0,0 +1,26 @@
+namespace Octokit.Webhooks.Models.DeploymentEvent
+{
+    using System.Runtime.Serialization;
+    using System.Text.Json.Serialization;
+
+    [JsonConverter(typeof(JsonStringEnumMemberConverter))]
+    public enum DeploymentCheckRunConclusion
+    {
+        [EnumMember(Value = "success")]
+        Success,
+        [EnumMember(Value = "failure")]
+        Failure,
+        [EnumMember(Value = "neutral")]
+        Neutral,
+        [EnumMember(Value = "cancelled")]
+        Cancelled,
+        [EnumMember(Value = "timed_out")]
+        TimedOut,
+        [EnumMember(Value = "actionRequired")]
+        ActionRequired,
+        [EnumMember(Value = "stale")]
+        Stale,
+        [EnumMember(Value = "skipped")]
+        Skipped,
+    }
+}
diff --git a/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRunStatus.cs b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRunStatus.cs
new file mode 100644
index 00000000..d84d33e0
--- /dev/null
+++ b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentCheckRunStatus.cs
@@ -0,0 +1,20 @@
+namespace Octokit.Webhooks.Models.DeploymentEvent
+{
+    using System.Runtime.Serialization;
+    using System.Text.Json.Serialization;
+
+    [JsonConverter(typeof(JsonStringEnumMemberConverter))]
+    public enum DeploymentCheckRunStatus
+    {
+        [EnumMember(Value = "requested")]
+        Requested,
+        [EnumMember(Value = "in_progress")]
+        InProgress,
+        [EnumMember(Value = "completed")]
+        Completed,
+        [EnumMember(Value = "queued")]
+        Queued,
+        [EnumMember(Value = "waiting")]
+        Waiting,
+    }
+}
diff --git a/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRun.cs b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRun.cs
new file mode 100644
index 00000000..e86a8259
--- /dev/null
+++ b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRun.cs
@@ -0,0 +1,79 @@
+namespace Octokit.Webhooks.Models.DeploymentEvent
+{
+    using System;
+    using System.Collections.Generic;
+    using System.Text.Json.Serialization;
+    using JetBrains.Annotations;
+    using Octokit.Webhooks.Converter;
+    using Octokit.Webhooks.Models.CheckRunEvent;
+
+    [PublicAPI]
+    public sealed record DeploymentWorkflowRun
+    {
+        [JsonPropertyName("id")]
+        public long Id { get; init; }
+
+        [JsonPropertyName("name")]
+        public string Name { get; init; } = null!;
+
+        [JsonPropertyName("node_id")]
+        public string NodeId { get; init; } = null!;
+
+        [JsonPropertyName("head_branch")]
+        public string HeadBranch { get; init; } = null!;
+
+        [JsonPropertyName("head_sha")]
+        public string HeadSha { get; init; } = null!;
+
+        [JsonPropertyName("run_number")]
+        public long RunNumber { get; init; }
+
+        [JsonPropertyName("event")]
+        public string Event { get; init; } = null!;
+
+        [JsonPropertyName("status")]
+        public DeploymentWorkflowRunStatus? Status { get; init; }
+
+        [JsonPropertyName("conclusion")]
+        public DeploymentWorkflowRunConclusion? Conclusion { get; init; }
+
+        [JsonPropertyName("workflow_id")]
+        public long WorkflowId { get; init; }
+
+        [JsonPropertyName("check_suite_id")]
+        public long CheckSuiteId { get; init; }
+
+        [JsonPropertyName("check_suite_node_id")]
+        public string CheckSuiteNodeId { get; init; } = null!;
+
+        [JsonPropertyName("url")]
+        public string Url { get; init; } = null!;
+
+        [JsonPropertyName("html_url")]
+        public string HtmlUrl { get; init; } = null!;
+
+        [JsonPropertyName("pull_requests")]
+        public IEnumerable<CheckRunPullRequest> PullRequests { get; init; } = null!;
+
+        [JsonPropertyName("created_at")]
+        [JsonConverter(typeof(DateTimeOffsetConverter))]
+        public DateTimeOffset CreatedAt { get; init; }
+
+        [JsonPropertyName("updated_at")]
+        [JsonConverter(typeof(DateTimeOffsetConverter))]
+        public DateTimeOffset UpdatedAt { get; init; }
+
+        [JsonPropertyName("actor")]
+        public User Actor { get; init; } = null!;
+
+        [JsonPropertyName("triggering_actor")]
+        public User TriggeringActor { get; init; } = null!;
+
+        [JsonPropertyName("run_attempt")]
+        public long RunAttempt { get; init; }
+
+        [JsonPropertyName("run_started_at")]
+        [JsonConverter(typeof(DateTimeOffsetConverter))]
+        public DateTimeOffset RunStartedAt { get; init; }
+    }
+}
diff --git a/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRunConclusion.cs b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRunConclusion.cs
new file mode 100644
index 00000000..4dd0ac1c
--- /dev/null
+++ b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRunConclusion.cs
@@ -0,0 +1,24 @@
+namespace Octokit.Webhooks.Models.DeploymentEvent
+{
+    using System.Runtime.Serialization;
+    using System.Text.Json.Serialization;
+
+    [JsonConverter(typeof(JsonStringEnumMemberConverter))]
+    public enum DeploymentWorkflowRunConclusion
+    {
+        [EnumMember(Value = "success")]
+        Success,
+        [EnumMember(Value = "failure")]
+        Failure,
+        [EnumMember(Value = "neutral")]
+        Neutral,
+        [EnumMember(Value = "cancelled")]
+        Cancelled,
+        [EnumMember(Value = "timed_out")]
+        TimedOut,
+        [EnumMember(Value = "action_required")]
+        ActionRequired,
+        [EnumMember(Value = "stale")]
+        Stale,
+    }
+}
diff --git a/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRunStatus.cs b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRunStatus.cs
new file mode 100644
index 00000000..f1601b58
--- /dev/null
+++ b/src/Octokit.Webhooks/Models/DeploymentEvent/DeploymentWorkflowRunStatus.cs
@@ -0,0 +1,20 @@
+namespace Octokit.Webhooks.Models.DeploymentEvent
+{
+    using System.Runtime.Serialization;
+    using System.Text.Json.Serialization;
+
+    [JsonConverter(typeof(JsonStringEnumMemberConverter))]
+    public enum DeploymentWorkflowRunStatus
+    {
+        [EnumMember(Value = "requested")]
+        Requested,
+        [EnumMember(Value = "in_progress")]
+        InProgress,
+        [EnumMember(Value = "completed")]
+        Completed,
+        [EnumMember(Value = "queued")]
+        Queued,
+        [EnumMember(Value = "waiting")]
+        Waiting,
+    }
+}
diff --git a/src/Octokit.Webhooks/Models/DeploymentStatusEvent/DeploymentStatus.cs b/src/Octokit.Webhooks/Models/DeploymentStatusEvent/DeploymentStatus.cs
index 03fa1152..0d862465 100644
--- a/src/Octokit.Webhooks/Models/DeploymentStatusEvent/DeploymentStatus.cs
+++ b/src/Octokit.Webhooks/Models/DeploymentStatusEvent/DeploymentStatus.cs
@@ -29,6 +29,12 @@ public sealed record DeploymentStatus
         [JsonPropertyName("environment")]
         public string Environment { get; init; } = null!;
 
+        [JsonPropertyName("environment_url")]
+        public string? EnvironmentUrl { get; init; }
+
+        [JsonPropertyName("log_url")]
+        public string? LogUrl { get; init; }
+
         [JsonPropertyName("target_url")]
         public string TargetUrl { get; init; } = null!;
 
diff --git a/src/Octokit.Webhooks/Models/WorkflowRun.cs b/src/Octokit.Webhooks/Models/WorkflowRun.cs
index 2ed212ae..84946b50 100644
--- a/src/Octokit.Webhooks/Models/WorkflowRun.cs
+++ b/src/Octokit.Webhooks/Models/WorkflowRun.cs
@@ -91,5 +91,21 @@ public sealed record WorkflowRun
 
         [JsonPropertyName("workflow_url")]
         public string WorkflowUrl { get; init; } = null!;
+
+        [JsonPropertyName("run_attempt")]
+        public long RunAttempt { get; init; }
+
+        [JsonPropertyName("run_started_at")]
+        [JsonConverter(typeof(DateTimeOffsetConverter))]
+        public DateTimeOffset RunStartedAt { get; init; }
+
+        [JsonPropertyName("previous_attempt_url")]
+        public string? PreviousAttemptUrl { get; init; }
+
+        [JsonPropertyName("actor")]
+        public User Actor { get; init; } = null!;
+
+        [JsonPropertyName("triggering_actor")]
+        public User TriggeringActor { get; init; } = null!;
     }
 }