diff --git a/.github/workflows/cpp_extra.yml b/.github/workflows/cpp_extra.yml
index 7ab4c73270d..7844b0b0112 100644
--- a/.github/workflows/cpp_extra.yml
+++ b/.github/workflows/cpp_extra.yml
@@ -39,6 +39,7 @@ on:
       - 'ci/scripts/util_*'
       - 'cpp/**'
       - 'compose.yaml'
+      - 'dev/archery/archery/**'
       - 'format/Flight.proto'
       - 'testing'
     tags:
@@ -61,6 +62,7 @@ on:
       - 'ci/scripts/util_*'
       - 'cpp/**'
       - 'compose.yaml'
+      - 'dev/archery/archery/**'
       - 'format/Flight.proto'
       - 'testing'
     types:
diff --git a/.github/workflows/package_linux.yml b/.github/workflows/package_linux.yml
index 3e4b7592153..1d2ae61f1eb 100644
--- a/.github/workflows/package_linux.yml
+++ b/.github/workflows/package_linux.yml
@@ -29,6 +29,7 @@ on:
       - '.github/workflows/report_ci.yml'
       - 'cpp/**'
       - 'c_glib/**'
+      - 'dev/archery/archery/**'
       - 'dev/release/binary-task.rb'
       - 'dev/release/verify-apt.sh'
       - 'dev/release/verify-yum.sh'
@@ -43,6 +44,7 @@ on:
       - '.github/workflows/report_ci.yml'
       - 'cpp/**'
       - 'c_glib/**'
+      - 'dev/archery/archery/**'
       - 'dev/release/binary-task.rb'
       - 'dev/release/verify-apt.sh'
       - 'dev/release/verify-yum.sh'
diff --git a/.github/workflows/r_extra.yml b/.github/workflows/r_extra.yml
index 687a4e0aa05..443d2354d7f 100644
--- a/.github/workflows/r_extra.yml
+++ b/.github/workflows/r_extra.yml
@@ -27,15 +27,16 @@ on:
       - '.github/workflows/check_labels.yml'
       - '.github/workflows/r_extra.yml'
       - '.github/workflows/report_ci.yml'
-      - "ci/docker/**"
-      - "ci/etc/rprofile"
-      - "ci/scripts/PKGBUILD"
-      - "ci/scripts/cpp_*.sh"
-      - "ci/scripts/install_minio.sh"
-      - "ci/scripts/r_*.sh"
-      - "cpp/**"
-      - "compose.yaml"
-      - "r/**"
+      - 'ci/docker/**'
+      - 'ci/etc/rprofile'
+      - 'ci/scripts/PKGBUILD'
+      - 'ci/scripts/cpp_*.sh'
+      - 'ci/scripts/install_minio.sh'
+      - 'ci/scripts/r_*.sh'
+      - 'cpp/**'
+      - 'compose.yaml'
+      - 'dev/archery/archery/**'
+      - 'r/**'
     tags:
       - '**'
   pull_request:
@@ -44,15 +45,16 @@ on:
       - '.github/workflows/check_labels.yml'
       - '.github/workflows/r_extra.yml'
       - '.github/workflows/report_ci.yml'
-      - "ci/docker/**"
-      - "ci/etc/rprofile"
-      - "ci/scripts/PKGBUILD"
-      - "ci/scripts/cpp_*.sh"
-      - "ci/scripts/install_minio.sh"
-      - "ci/scripts/r_*.sh"
-      - "cpp/**"
-      - "compose.yaml"
-      - "r/**"
+      - 'ci/docker/**'
+      - 'ci/etc/rprofile'
+      - 'ci/scripts/PKGBUILD'
+      - 'ci/scripts/cpp_*.sh'
+      - 'ci/scripts/install_minio.sh'
+      - 'ci/scripts/r_*.sh'
+      - 'cpp/**'
+      - 'compose.yaml'
+      - 'dev/archery/archery/**'
+      - 'r/**'
     types:
       - labeled
       - opened
diff --git a/dev/archery/archery/ci/cli.py b/dev/archery/archery/ci/cli.py
index bf7b68d5327..5597dff733e 100644
--- a/dev/archery/archery/ci/cli.py
+++ b/dev/archery/archery/ci/cli.py
@@ -73,6 +73,22 @@ def report_chat(obj, workflow_id, send, repository, ignore, webhook,
         output.write(report_chat.render("workflow_report"))
 
 
+class WorkflowEmailReport(EmailReport):
+    def __init__(self, **kwargs):
+        super().__init__('workflow_report', **kwargs)
+
+    def date(self):
+        return self.report.datetime
+
+    def subject(self):
+        workflow = self.report
+        date = self.date().strftime('%Y-%m-%d')
+        return (
+            f'[{date}] Arrow Build Report for Job {workflow.name}: '
+            f'{len(workflow.failed_jobs())} failed'
+        )
+
+
 @ci.command()
 @click.argument('workflow_id', required=True)
 @click.option('--sender-name', '-n',
@@ -105,9 +121,10 @@ def report_email(obj, workflow_id, sender_name, sender_email, recipient_email,
     """
     output = obj['output']
 
-    email_report = EmailReport(
-        report=Workflow(workflow_id, repository,
-                        ignore_job=ignore, gh_token=obj['github_token']),
+    workflow = Workflow(workflow_id, repository,
+                        ignore_job=ignore, gh_token=obj['github_token'])
+    email_report = WorkflowEmailReport(
+        report=workflow,
         sender_name=sender_name,
         sender_email=sender_email,
         recipient_email=recipient_email
@@ -119,8 +136,7 @@ def report_email(obj, workflow_id, sender_name, sender_email, recipient_email,
             smtp_password=smtp_password,
             smtp_server=smtp_server,
             smtp_port=smtp_port,
-            recipient_email=recipient_email,
-            message=email_report.render("workflow_report")
+            report=email_report
         )
     else:
-        output.write(email_report.render("workflow_report"))
+        output.write(str(email_report.render()))
diff --git a/dev/archery/archery/crossbow/cli.py b/dev/archery/archery/crossbow/cli.py
index c73c4d1ff7e..10aa3dedf44 100644
--- a/dev/archery/archery/crossbow/cli.py
+++ b/dev/archery/archery/crossbow/cli.py
@@ -343,6 +343,22 @@ def latest_prefix(obj, prefix, fetch):
     click.echo(latest.branch)
 
 
+class NightlyEmailReport(EmailReport):
+    def __init__(self, **kwargs):
+        super().__init__('nightly_report', **kwargs)
+
+    def subject(self):
+        report = self.report
+        n_errors = len(report.tasks_by_state['error'])
+        n_failures = len(report.tasks_by_state['failure'])
+        n_pendings = len(report.tasks_by_state['pending'])
+        return (
+            f'[NIGHTLY] Arrow Build Report for Job {report.job.branch}: '
+            f'{n_errors + n_failures} failed, '
+            f'{n_pendings} pending'
+        )
+
+
 @crossbow.command()
 @click.argument('job-name', required=True)
 @click.option('--sender-name', '-n',
@@ -382,8 +398,9 @@ def report(obj, job_name, sender_name, sender_email, recipient_email,
         queue.fetch()
 
     job = queue.get(job_name)
-    email_report = EmailReport(
-        report=Report(job),
+    report = Report(job)
+    email_report = NightlyEmailReport(
+        report=report,
         sender_name=sender_name,
         sender_email=sender_email,
         recipient_email=recipient_email
@@ -401,11 +418,10 @@ def report(obj, job_name, sender_name, sender_email, recipient_email,
             smtp_password=smtp_password,
             smtp_server=smtp_server,
             smtp_port=smtp_port,
-            recipient_email=recipient_email,
-            message=email_report.render("nightly_report")
+            report=email_report
         )
     else:
-        output.write(email_report.render("nightly_report"))
+        output.write(str(email_report.render()))
 
 
 @crossbow.command()
@@ -601,6 +617,17 @@ def batch_gen(iterable, step):
             print(batch)
 
 
+class TokenExpirationEmailReport(EmailReport):
+    def __init__(self, **kwargs):
+        super().__init__('token_expiration', **kwargs)
+
+    def subject(self):
+        token_expiration_date = self.report.token_expiration_date
+        return (
+            f'[CI] Arrow Crossbow Token Expiration in {token_expiration_date}'
+        )
+
+
 @crossbow.command()
 @click.option('--days', default=30,
               help='Notification will be sent if expiration date is '
@@ -645,23 +672,18 @@ def __init__(self, token_expiration_date, days_left):
             self.token_expiration_date = token_expiration_date
             self.days_left = days_left
 
-    email_report = EmailReport(
-        report=TokenExpirationReport(
-            token_expiration_date or "ALREADY_EXPIRED", days_left),
-        sender_name=sender_name,
-        sender_email=sender_email,
-        recipient_email=recipient_email
-    )
+    if not token_expiration_date:
+        token_expiration_date = 'ALREADY_EXPIRED'
+    report = TokenExpirationReport(token_expiration_date, days_left)
+    email_report = TokenExpirationEmailReport(report)
 
-    message = email_report.render("token_expiration").strip()
     if send:
         ReportUtils.send_email(
             smtp_user=smtp_user,
             smtp_password=smtp_password,
             smtp_server=smtp_server,
             smtp_port=smtp_port,
-            recipient_email=recipient_email,
-            message=message
+            report=email_report
         )
     else:
-        output.write(message)
+        output.write(str(email_report.render()))
diff --git a/dev/archery/archery/crossbow/reports.py b/dev/archery/archery/crossbow/reports.py
index 32962410d6e..a2c0487a2b1 100644
--- a/dev/archery/archery/crossbow/reports.py
+++ b/dev/archery/archery/crossbow/reports.py
@@ -17,6 +17,10 @@
 
 import collections
 import csv
+import datetime
+import email.headerregistry
+import email.message
+import email.utils
 import operator
 import fnmatch
 import functools
@@ -246,7 +250,7 @@ def send_message(cls, webhook, message):
 
     @classmethod
     def send_email(cls, smtp_user, smtp_password, smtp_server, smtp_port,
-                   recipient_email, message):
+                   report):
         from smtplib import SMTP, SMTP_SSL
 
         if smtp_port == 465:
@@ -259,7 +263,8 @@ def send_email(cls, smtp_user, smtp_password, smtp_server, smtp_port,
             else:
                 smtp.starttls()
             smtp.login(smtp_user, smtp_password)
-            smtp.sendmail(smtp_user, recipient_email, message)
+            message = report.render()
+            smtp.send_message(smtp_user, report.recipient_email, message)
 
     @classmethod
     def write_csv(cls, report, add_headers=True):
@@ -271,11 +276,6 @@ def write_csv(cls, report, add_headers=True):
 
 
 class EmailReport(JinjaReport):
-    templates = {
-        'nightly_report': 'email_nightly_report.txt.j2',
-        'token_expiration': 'email_token_expiration.txt.j2',
-        'workflow_report': 'email_workflow_report.txt.j2',
-    }
     fields = [
         'report',
         'sender_name',
@@ -283,6 +283,35 @@ class EmailReport(JinjaReport):
         'recipient_email',
     ]
 
+    def __init__(self, template_name, **kwargs):
+        self._template_name = template_name
+        super().__init__(**kwargs)
+
+    @property
+    def templates(self):
+        return {
+            self._template_name: f'email_{self._template_name}.txt.j2',
+        }
+
+    def date(self):
+        return None
+
+    def render(self):
+        message = email.message.EmailMessage()
+        message.set_charset('utf-8')
+        message['Message-Id'] = email.utils.make_msgid()
+        date = self.date()
+        if isinstance(date, datetime.datetime):
+            message['Date'] = date
+        else:
+            message['Date'] = email.utils.formatdate(date)
+        message['From'] = email.headerregistry.Address(
+            self.sender_name, addr_spec=self.sender_email)
+        message['To'] = email.headerregistry.Address(addr_spec=self.recipient_email)
+        message['Subject'] = self.subject()
+        message.set_content(super().render(self._template_name))
+        return message
+
 
 class CommentReport(Report):
 
diff --git a/dev/archery/archery/crossbow/tests/fixtures/email-report.txt b/dev/archery/archery/crossbow/tests/fixtures/nightly-email-report.txt
similarity index 83%
rename from dev/archery/archery/crossbow/tests/fixtures/email-report.txt
rename to dev/archery/archery/crossbow/tests/fixtures/nightly-email-report.txt
index c29cafd3938..5e7b8e9c67d 100644
--- a/dev/archery/archery/crossbow/tests/fixtures/email-report.txt
+++ b/dev/archery/archery/crossbow/tests/fixtures/nightly-email-report.txt
@@ -1,6 +1,11 @@
+MIME-Version: 1.0
+Message-Id: <message-id>
+Date: date
 From: Sender Reporter <sender@arrow.com>
 To: recipient@arrow.com
 Subject: [NIGHTLY] Arrow Build Report for Job ursabot-1: 2 failed, 1 pending
+Content-Type: text/plain; charset="utf-8"
+Content-Transfer-Encoding: 7bit
 
 Arrow Build Report for Job ursabot-1
 
diff --git a/dev/archery/archery/crossbow/tests/fixtures/token-expiration-email-report.txt b/dev/archery/archery/crossbow/tests/fixtures/token-expiration-email-report.txt
new file mode 100644
index 00000000000..1f8ccbf30c6
--- /dev/null
+++ b/dev/archery/archery/crossbow/tests/fixtures/token-expiration-email-report.txt
@@ -0,0 +1,14 @@
+MIME-Version: 1.0
+Message-Id: <message-id>
+Date: date
+From: Sender Reporter <sender@arrow.com>
+To: recipient@arrow.com
+Subject: [CI] Arrow Crossbow Token Expiration in 2026-01-17
+Content-Type: text/plain; charset="utf-8"
+Content-Transfer-Encoding: 7bit
+
+The Arrow Crossbow Token will expire in 7 days.
+
+Please generate a new Token. Send it to Apache INFRA to update the
+CROSSBOW_GITHUB_TOKEN. Update it on the crossbow repository and in
+the Azure pipelines.
diff --git a/dev/archery/archery/crossbow/tests/test_reports.py b/dev/archery/archery/crossbow/tests/test_reports.py
index 620b4c78bbc..02012d2f1be 100644
--- a/dev/archery/archery/crossbow/tests/test_reports.py
+++ b/dev/archery/archery/crossbow/tests/test_reports.py
@@ -15,11 +15,12 @@
 # specific language governing permissions and limitations
 # under the License.
 
+import re
 import textwrap
 
+from archery.crossbow.cli import (NightlyEmailReport, TokenExpirationEmailReport)
 from archery.crossbow.core import yaml
-from archery.crossbow.reports import (ChatReport, CommentReport, EmailReport,
-                                      Report)
+from archery.crossbow.reports import (ChatReport, CommentReport, Report)
 
 
 def test_crossbow_comment_formatter(load_fixture):
@@ -71,19 +72,55 @@ def test_crossbow_chat_report_extra_message_success(load_fixture):
     assert report_chat.render("text") == textwrap.dedent(expected_msg)
 
 
-def test_crossbow_email_report(load_fixture):
-    expected_msg = load_fixture('email-report.txt')
+def test_crossbow_nightly_email_report(load_fixture):
+    expected_msg = load_fixture('nightly-email-report.txt')
     job = load_fixture('crossbow-job.yaml', decoder=yaml.load)
     report = Report(job)
     assert report.tasks_by_state is not None
-    email_report = EmailReport(report=report, sender_name="Sender Reporter",
-                               sender_email="sender@arrow.com",
-                               recipient_email="recipient@arrow.com")
+    email_report = NightlyEmailReport(
+        report=report,
+        sender_name='Sender Reporter',
+        sender_email='sender@arrow.com',
+        recipient_email='recipient@arrow.com'
+    )
 
-    assert (
-        email_report.render("nightly_report") == textwrap.dedent(expected_msg)
+    actual = str(email_report.render())
+    # Normalize dynamic headers
+    actual = re.sub(r'(?m)^Message-Id: <.+?>',
+                    'Message-Id: <message-id>',
+                    actual)
+    actual = re.sub(r'(?m)^Date: [^\n]+ -0000$',
+                    'Date: date',
+                    actual)
+    assert actual == textwrap.dedent(expected_msg)
+
+
+def test_crossbow_token_expiration_email_report(load_fixture):
+    expected_msg = load_fixture('token-expiration-email-report.txt')
+
+    class TokenExpirationReport:
+        def __init__(self, token_expiration_date, days_left):
+            self.token_expiration_date = token_expiration_date
+            self.days_left = days_left
+
+    report = TokenExpirationReport('2026-01-17', 7)
+    email_report = TokenExpirationEmailReport(
+        report=report,
+        sender_name='Sender Reporter',
+        sender_email='sender@arrow.com',
+        recipient_email='recipient@arrow.com'
     )
 
+    actual = str(email_report.render())
+    # Normalize dynamic headers
+    actual = re.sub(r'(?m)^Message-Id: <.+?>',
+                    'Message-Id: <message-id>',
+                    actual)
+    actual = re.sub(r'(?m)^Date: [^\n]+ -0000$',
+                    'Date: date',
+                    actual)
+    assert actual == textwrap.dedent(expected_msg)
+
 
 def test_crossbow_export_report(load_fixture):
     job = load_fixture('crossbow-job.yaml', decoder=yaml.load)
diff --git a/dev/archery/archery/templates/email_nightly_report.txt.j2 b/dev/archery/archery/templates/email_nightly_report.txt.j2
index bc040734b03..7b43d7c867e 100644
--- a/dev/archery/archery/templates/email_nightly_report.txt.j2
+++ b/dev/archery/archery/templates/email_nightly_report.txt.j2
@@ -15,13 +15,7 @@
 # KIND, either express or implied.  See the License for the
 # specific language governing permissions and limitations
 # under the License.
-#}
-{%- if True -%}
-{%- endif -%}
-From: {{ sender_name }} <{{ sender_email }}>
-To: {{ recipient_email }}
-Subject: [NIGHTLY] Arrow Build Report for Job {{report.job.branch}}: {{ (report.tasks_by_state["error"] | length) +  (report.tasks_by_state["failure"] | length) }} failed, {{ report.tasks_by_state["pending"] | length }} pending
-
+-#}
 Arrow Build Report for Job {{ report.job.branch }}
 
 See https://s3.amazonaws.com/arrow-data/index.html for more information.
@@ -58,4 +52,4 @@ Succeeded Tasks:
 - {{ task_name }}
   {{ report.task_url(task) }}
 {% endfor %}
-{%- endif -%}
\ No newline at end of file
+{%- endif -%}
diff --git a/dev/archery/archery/templates/email_token_expiration.txt.j2 b/dev/archery/archery/templates/email_token_expiration.txt.j2
index 54c2005e57e..340cb4a5353 100644
--- a/dev/archery/archery/templates/email_token_expiration.txt.j2
+++ b/dev/archery/archery/templates/email_token_expiration.txt.j2
@@ -15,12 +15,9 @@
 # KIND, either express or implied.  See the License for the
 # specific language governing permissions and limitations
 # under the License.
-#}
-From: {{ sender_name }} <{{ sender_email }}>
-To: {{ recipient_email }}
-Subject: [CI] Arrow Crossbow Token Expiration in {{ report.token_expiration_date }}
-
+-#}
 The Arrow Crossbow Token will expire in {{ report.days_left }} days.
 
-Please generate a new Token. Send it to Apache INFRA to update the CROSSBOW_GITHUB_TOKEN.
-Update it on the crossbow repository and in the Azure pipelines.
+Please generate a new Token. Send it to Apache INFRA to update the
+CROSSBOW_GITHUB_TOKEN. Update it on the crossbow repository and in
+the Azure pipelines.
diff --git a/dev/archery/archery/templates/email_workflow_report.txt.j2 b/dev/archery/archery/templates/email_workflow_report.txt.j2
index 193856c1806..6668d6c67ee 100644
--- a/dev/archery/archery/templates/email_workflow_report.txt.j2
+++ b/dev/archery/archery/templates/email_workflow_report.txt.j2
@@ -15,13 +15,7 @@
 # KIND, either express or implied.  See the License for the
 # specific language governing permissions and limitations
 # under the License.
-#}
-{%- if True -%}
-{%- endif -%}
-From: {{ sender_name }} <{{ sender_email }}>
-To: {{ recipient_email }}
-Subject: [{{ report.datetime.strftime('%Y-%m-%d') }}] Arrow Build Report for {{ report.name }}: {{ report.failed_jobs() | length }} failed
-
+-#}
 Arrow Build Report for {{ report.name }}
 
 Workflow URL: {{ report.url }}
@@ -42,4 +36,4 @@ Succeeded Jobs:
 - {{ job.name }}
   {{ job.url }}
 {% endfor %}
-{%- endif -%}
\ No newline at end of file
+{%- endif -%}