diff --git a/packages/app/component-tests/session-question-dock.spec.ts b/packages/app/component-tests/session-question-dock.spec.ts
index a9bd0538125..6f6d469e9d0 100644
--- a/packages/app/component-tests/session-question-dock.spec.ts
+++ b/packages/app/component-tests/session-question-dock.spec.ts
@@ -64,8 +64,31 @@ for (const variant of ["classic", "experimental"] as const) {
     await files.click({ position: { x: 4, y: 4 } })
     await expect(files).not.toBeChecked()
   })
+
+  story(`${variant} question text links URLs`, async ({ mount, page }) => {
+    await page.addInitScript(
+      (enabled) => localStorage.setItem("settings.v3", JSON.stringify({ general: { newQuestionUI: enabled } })),
+      variant === "experimental",
+    )
+
+    const component = await mount("session-question-switch--link-prompt")
+    const question = component.locator('[data-component="dock-prompt"][data-kind="question"]')
+    const url = "https://www.npmjs.com/auth/cli/2ff15723-dfa2-4eec-addd-53cb3ff7597f"
+    const link = question.locator('[data-slot="question-text"]').getByRole("link", { name: url, exact: true })
+
+    await expect(link).toHaveAttribute("href", url)
+    await expect(link).toHaveAttribute("target", "_blank")
+  })
 }
 
+story("MCP elicitation message and field descriptions link URLs", async ({ mount }) => {
+  const component = await mount("app-current-session-surface--mcp-elicitation-request")
+  const dock = component.locator('[data-component="dock-prompt"][data-kind="question"]')
+
+  for (const url of ["https://example.com/releases/v2.4.0", "https://example.com/docs/release-notes"])
+    await expect(dock.getByRole("link", { name: url, exact: true })).toHaveAttribute("href", url)
+})
+
 story(
   "uses the original question cards by default and submits selected and custom answers",
   async ({ mount, page }) => {
diff --git a/packages/app/src/session/question-switch.stories.tsx b/packages/app/src/session/question-switch.stories.tsx
index 4fd21095177..aaaead6a806 100644
--- a/packages/app/src/session/question-switch.stories.tsx
+++ b/packages/app/src/session/question-switch.stories.tsx
@@ -103,6 +103,34 @@ export const QuestionSeries = {
   ),
 }
 
+// A question whose text includes a URL to open before answering.
+export const LinkPrompt = {
+  render: () => (
+    <SessionPreview
+      title="Harden package publishing"
+      description="opencode · release"
+      document={questionPendingDocument}
+      request={{
+        type: "question",
+        value: {
+          ...activeQuestionRequest,
+          fields: [
+            {
+              key: "approval",
+              type: "string",
+              title: "Approval",
+              description:
+                'One more approval (it turns on "require 2FA, disallow tokens" for all 3 packages): https://www.npmjs.com/auth/cli/2ff15723-dfa2-4eec-addd-53cb3ff7597f',
+              options: [{ value: "done", label: "Done", description: "Approved." }],
+              custom: true,
+            },
+          ],
+        },
+      }}
+    />
+  ),
+}
+
 // A pick-any question with more answers than the dock has room for, then a short one.
 export const LongList = {
   render: () => (
diff --git a/packages/app/src/session/requests/session-elicitation-dock.tsx b/packages/app/src/session/requests/session-elicitation-dock.tsx
index 5b47798e5a4..fcc69ffcf7b 100644
--- a/packages/app/src/session/requests/session-elicitation-dock.tsx
+++ b/packages/app/src/session/requests/session-elicitation-dock.tsx
@@ -9,6 +9,7 @@ import { Select } from "@opencode/ui/select"
 import { Switch } from "@opencode/ui/switch"
 import { TextInput } from "@opencode/ui/text-input"
 import { DockPrompt } from "@opencode/session-ui/dock-prompt"
+import { LinkedText } from "@opencode/session-ui/linked-text"
 import { showToast } from "@/shell/notifications/toast"
 import { useLanguage } from "@/runtime/i18n/language"
 import { usePlatform } from "@/runtime/platform/platform"
@@ -136,7 +137,9 @@ export function SessionElicitationDock(props: {
               {(text) => (
                 <div data-slot="question-details">
                   <div data-slot="question-text">
-                    <bdi>{text()}</bdi>
+                    <bdi>
+                      <LinkedText text={text()} />
+                    </bdi>
                   </div>
                 </div>
               )}
@@ -276,7 +279,11 @@ function Label(props: { field: Field }) {
           <span data-slot="elicitation-title">{props.field.title}</span>
         </Show>
         <Show when={props.field.description}>
-          <span data-slot="elicitation-description">{props.field.description}</span>
+          {(description) => (
+            <span data-slot="elicitation-description">
+              <LinkedText text={description()} />
+            </span>
+          )}
         </Show>
       </div>
     </Show>
diff --git a/packages/app/src/session/requests/session-question-dock-classic.tsx b/packages/app/src/session/requests/session-question-dock-classic.tsx
index 4d90c980c5e..1008113e77d 100644
--- a/packages/app/src/session/requests/session-question-dock-classic.tsx
+++ b/packages/app/src/session/requests/session-question-dock-classic.tsx
@@ -5,6 +5,7 @@ import { Button } from "@opencode/ui/button"
 import { IconButton } from "@opencode/ui/icon-button"
 import { Tooltip } from "@opencode/ui/tooltip"
 import { DockPrompt } from "@opencode/session-ui/dock-prompt"
+import { LinkedText } from "@opencode/session-ui/linked-text"
 import { Icon } from "@opencode/ui/icon"
 import { Keybind } from "@opencode/ui/keybind"
 import { TextInput } from "@opencode/ui/text-input"
@@ -678,7 +679,9 @@ export const SessionQuestionDockClassic: Component<{ request: FormInfo; onSubmit
                   overflow: store.minimized ? "hidden" : undefined,
                 }}
               >
-                <bdi>{question()?.question}</bdi>
+                <bdi>
+                  <LinkedText text={question()?.question ?? ""} />
+                </bdi>
               </div>
               <Show when={!store.minimized}>
                 <div data-slot="question-hint">
diff --git a/packages/app/src/session/requests/session-question-dock-experimental.tsx b/packages/app/src/session/requests/session-question-dock-experimental.tsx
index 7949c6873a9..41d7af0dc3f 100644
--- a/packages/app/src/session/requests/session-question-dock-experimental.tsx
+++ b/packages/app/src/session/requests/session-question-dock-experimental.tsx
@@ -6,6 +6,7 @@ import { IconButton } from "@opencode/ui/icon-button"
 import { RollingNumber } from "@opencode/ui/rolling-number"
 import { Tooltip } from "@opencode/ui/tooltip"
 import { DockPrompt } from "@opencode/session-ui/dock-prompt"
+import { LinkedText } from "@opencode/session-ui/linked-text"
 import { Icon } from "@opencode/ui/icon"
 import { TextInput } from "@opencode/ui/text-input"
 import { frameLoop, Spring, type DurationOptions } from "@opencode/ui/motion"
@@ -1209,7 +1210,9 @@ export const SessionQuestionDockExperimental: Component<{ request: FormInfo; onS
                     overflow: store.minimized ? "hidden" : undefined,
                   }}
                 >
-                  <bdi>{question()?.question}</bdi>
+                  <bdi>
+                    <LinkedText text={question()?.question ?? ""} />
+                  </bdi>
                 </div>
                 <Show when={!store.minimized && multi()}>
                   <div data-slot="question-hint">{language.t("ui.question.multiHint")}</div>
diff --git a/packages/app/src/session/session-screen.stories.tsx b/packages/app/src/session/session-screen.stories.tsx
index 797ec7509c2..4386d68f68b 100644
--- a/packages/app/src/session/session-screen.stories.tsx
+++ b/packages/app/src/session/session-screen.stories.tsx
@@ -188,7 +188,11 @@ export const McpElicitationRequest = {
           id: "frm_elicitation_preview",
           sessionID: "global",
           title: "release is requesting input",
-          metadata: { kind: "mcp-elicitation", server: "release", message: "Publish v2.4.0 to the selected channel?" },
+          metadata: {
+            kind: "mcp-elicitation",
+            server: "release",
+            message: "Publish v2.4.0 to the selected channel? Changelog: https://example.com/releases/v2.4.0",
+          },
           fields: [
             { key: "approve", type: "boolean", title: "Approve publish", required: true },
             {
@@ -200,7 +204,13 @@ export const McpElicitationRequest = {
                 { value: "latest", label: "Latest" },
               ],
             },
-            { key: "notes", type: "string", title: "Release notes", placeholder: "Optional summary" },
+            {
+              key: "notes",
+              type: "string",
+              title: "Release notes",
+              description: "Follow https://example.com/docs/release-notes",
+              placeholder: "Optional summary",
+            },
             { key: "retries", type: "integer", title: "Retries", minimum: 0, default: 2 },
           ],
         },
diff --git a/packages/session-ui/component-tests/session-timeline.spec.ts b/packages/session-ui/component-tests/session-timeline.spec.ts
index 962b7a1ae24..6fcb51270ce 100644
--- a/packages/session-ui/component-tests/session-timeline.spec.ts
+++ b/packages/session-ui/component-tests/session-timeline.spec.ts
@@ -84,6 +84,15 @@ story("centers the error icon on the first line of short and wrapped errors", as
   geometry.forEach((card) => expect(card.offset).toBeCloseTo(0, 0))
 })
 
+story("links URLs in an error without splitting them at a colon", async ({ mount }) => {
+  const timeline = await mount("current-session-error-card--linked-error")
+  const card = timeline.locator('[data-kind="session-error-card"]')
+  const url = "http://localhost:11434/api"
+
+  await expect(card.getByRole("link", { name: url, exact: true })).toHaveAttribute("href", url)
+  await expect(card.locator("strong")).toHaveCount(0)
+})
+
 // Moved from packages/app/e2e/regression/session-timeline-context-state.spec.ts
 story("preserves a collapsed context group through count and status updates", async ({ mount }) => {
   const timeline = await mount("current-session-research-agents--agent-research", { args: { scenario: "exploration" } })
diff --git a/packages/session-ui/package.json b/packages/session-ui/package.json
index 530ecefb2f9..71ef5ee3439 100644
--- a/packages/session-ui/package.json
+++ b/packages/session-ui/package.json
@@ -17,6 +17,7 @@
     "./file": "./src/components/file.tsx",
     "./file-media": "./src/components/file-media.tsx",
     "./file-search": "./src/components/file-search.tsx",
+    "./linked-text": "./src/components/linked-text.tsx",
     "./line-comment": "./src/components/line-comment.tsx",
     "./line-comment-annotations": "./src/components/line-comment-annotations.tsx",
     "./markdown": "./src/components/markdown.tsx",
diff --git a/packages/session-ui/src/components/session-error.tsx b/packages/session-ui/src/components/session-error.tsx
index 12608a14af5..9037a82e643 100644
--- a/packages/session-ui/src/components/session-error.tsx
+++ b/packages/session-ui/src/components/session-error.tsx
@@ -1,10 +1,13 @@
 import { createMemo, Show } from "solid-js"
 import { Card } from "@opencode/ui/card"
 import { Icon } from "@opencode/ui/icon"
+import { LinkedText } from "./linked-text"
 
-export function SessionErrorMessage(props: { message: string }) {
+export function SessionErrorMessage(props: { message: string; links?: boolean }) {
   const content = createMemo(() => {
-    const separator = props.message.indexOf(":")
+    // Only a colon before the first URL ends a title, so a scheme or port never splits a URL.
+    const url = props.message.search(/https?:\/\//)
+    const separator = props.message.slice(0, url === -1 ? undefined : url).indexOf(":")
 
     if (separator === -1) return { detail: props.message }
 
@@ -17,7 +20,9 @@ export function SessionErrorMessage(props: { message: string }) {
   return (
     <>
       <Show when={content().title}>{(title) => <strong class="font-[530]">{title()}</strong>}</Show>
-      {content().detail}
+      <Show when={props.links} fallback={content().detail}>
+        <LinkedText text={content().detail} />
+      </Show>
     </>
   )
 }
@@ -28,7 +33,7 @@ export function SessionError(props: { message: string }) {
       <div class="flex w-full min-w-0 items-start gap-2">
         <Icon name="outline-hexagonal-warning" class="shrink-0 text-v2-state-fg-danger" />
         <div class="min-w-0">
-          <SessionErrorMessage message={props.message} />
+          <SessionErrorMessage message={props.message} links />
         </div>
       </div>
     </Card>
diff --git a/packages/session-ui/src/message/message-content.tsx b/packages/session-ui/src/message/message-content.tsx
index f45ca6a3aa8..6156ba2afb8 100644
--- a/packages/session-ui/src/message/message-content.tsx
+++ b/packages/session-ui/src/message/message-content.tsx
@@ -19,6 +19,7 @@ import { useDialog } from "@opencode/ui/context/dialog"
 import { useI18n } from "@opencode/ui/context/i18n"
 import { Markdown } from "../components/markdown"
 import { linkSegments } from "../components/link-segments"
+import { LinkedText } from "../components/linked-text"
 import { sessionReferenceText, setupSessionLinks } from "../components/markdown-session-links"
 import { useMarkdown } from "../context/markdown"
 import { useSources } from "../context/sources"
@@ -1034,7 +1035,7 @@ export function SessionCompactionMessage(props: { message: SessionMessageCompact
         </Show>
         <Show when={error()}>
           <Card variant="error" class="error-card">
-            {error()}
+            <LinkedText text={error()} />
           </Card>
         </Show>
       </div>
diff --git a/packages/session-ui/src/timeline/error-card.stories.tsx b/packages/session-ui/src/timeline/error-card.stories.tsx
index c785b1d1c0c..0be1499ba5b 100644
--- a/packages/session-ui/src/timeline/error-card.stories.tsx
+++ b/packages/session-ui/src/timeline/error-card.stories.tsx
@@ -98,3 +98,35 @@ export const ExecutionErrors = {
     />
   ),
 }
+
+const linkDocument = {
+  sessionID: CURRENT_SESSION_ID,
+  messages: [
+    ...thinkingDocument.messages,
+    {
+      id: "msg_story_error_link",
+      type: "assistant",
+      agent: "build",
+      model: STORY_MODEL,
+      content: [],
+      error: {
+        type: "provider.transport",
+        message: "Could not connect to http://localhost:11434/api. Check that Ollama is running.",
+      },
+      time: { created: STORY_TIME + 33_000, completed: STORY_TIME + 34_000 },
+    },
+  ],
+  status: { type: "idle" },
+  diffs: [],
+} satisfies SessionDocument
+
+export const LinkedError = {
+  render: () => (
+    <CurrentSessionTimelineStory
+      title="Linked error"
+      description="A provider error whose message includes a URL."
+      document={linkDocument}
+      width="480px"
+    />
+  ),
+}
diff --git a/packages/session-ui/src/tools/tool-renderer.tsx b/packages/session-ui/src/tools/tool-renderer.tsx
index 9799f8d43d8..028e873ba51 100644
--- a/packages/session-ui/src/tools/tool-renderer.tsx
+++ b/packages/session-ui/src/tools/tool-renderer.tsx
@@ -2677,7 +2677,9 @@ ToolRegistry.register({
 
                 return (
                   <div data-slot="question-answer-item">
-                    <div data-slot="question-text">{q.question}</div>
+                    <div data-slot="question-text">
+                      <LinkedText text={q.question} />
+                    </div>
                     <div data-slot="answer-text">{answer().join(", ") || i18n.t("ui.question.answer.none")}</div>
                   </div>
                 )