diff --git a/app/main/views/send.py b/app/main/views/send.py
index d0f311b88..79596f84e 100644
--- a/app/main/views/send.py
+++ b/app/main/views/send.py
@@ -19,6 +19,7 @@ from flask import (
 
 from flask_login import login_required, current_user
 
+from notifications_python_client.errors import HTTPError
 from notifications_utils.columns import Columns
 from notifications_utils.recipients import (
     RecipientCSV,
@@ -280,7 +281,7 @@ def send_test_step(service_id, template_id, step_index):
 
     back_link = get_back_link(service_id, template_id, step_index)
 
-    template.values = get_receipient_and_placeholders_from_session(template.template_type)
+    template.values = get_recipient_and_placeholders_from_session(template.template_type)
     template.values[current_placeholder] = None
 
     if (
@@ -530,7 +531,7 @@ def get_normalised_placeholders_from_session():
     }
 
 
-def get_receipient_and_placeholders_from_session(template_type):
+def get_recipient_and_placeholders_from_session(template_type):
     placeholders = get_normalised_placeholders_from_session()
 
     if template_type == 'sms':
@@ -601,6 +602,10 @@ def get_back_link(service_id, template_id, step_index):
 @login_required
 @user_has_permissions('manage_templates')
 def check_notification(service_id, template_id):
+    return _check_notification(service_id, template_id)
+
+
+def _check_notification(service_id, template_id, exception=None):
     db_template = service_api_client.get_service_template(service_id, template_id)['data']
 
     template = get_template(
@@ -621,16 +626,29 @@ def check_notification(service_id, template_id):
     ):
         return redirect(back_link)
 
-    template.values = get_receipient_and_placeholders_from_session(template.template_type)
-
+    template.values = get_recipient_and_placeholders_from_session(template.template_type)
     return render_template(
         'views/notifications/check.html',
         template=template,
         back_link=back_link,
         help=get_help_argument(),
+
+        **(get_template_error_dict(exception) if exception else {})
     )
 
 
+def get_template_error_dict(exception):
+    if 'service is in trial mode' in exception.message:
+        error = 'not-allowed-to-send-to'
+    else:
+        raise exception
+
+    return {
+        'error': error,
+        'SMS_CHAR_COUNT_LIMIT': 0
+    }
+
+
 @main.route("/services/<service_id>/template/<template_id>/notification/check", methods=['POST'])
 @login_required
 @user_has_permissions('manage_templates')
@@ -642,12 +660,15 @@ def send_notification(service_id, template_id):
             template_id=template_id,
         ))
 
-    noti = notification_api_client.send_notification(
-        service_id,
-        template_id=template_id,
-        recipient=session['recipient'],
-        personalisation=session['placeholders']
-    )
+    try:
+        noti = notification_api_client.send_notification(
+            service_id,
+            template_id=template_id,
+            recipient=session['recipient'],
+            personalisation=session['placeholders']
+        )
+    except HTTPError as exception:
+        return _check_notification(service_id, template_id, exception)
 
     session.pop('placeholders')
     session.pop('recipient')
diff --git a/tests/app/main/views/test_send.py b/tests/app/main/views/test_send.py
index 3df6316f2..a4218e3e0 100644
--- a/tests/app/main/views/test_send.py
+++ b/tests/app/main/views/test_send.py
@@ -1,5 +1,6 @@
 # -*- coding: utf-8 -*-
 import uuid
+from unittest.mock import Mock
 from io import BytesIO
 from os import path
 from glob import glob
@@ -9,6 +10,7 @@ from functools import partial
 import pytest
 from bs4 import BeautifulSoup
 from flask import url_for
+from notifications_python_client.errors import HTTPError
 from notifications_utils.template import LetterPreviewTemplate, LetterImageTemplate
 from notifications_utils.recipients import RecipientCSV
 
@@ -1726,3 +1728,32 @@ def test_send_notification_redirects_to_view_page(
         notification_id=fake_uuid,
         _external=True
     )
+
+
+def test_send_notification_shows_error_if_400(
+    client_request,
+    service_one,
+    fake_uuid,
+    mocker,
+    mock_get_service_template
+):
+    trial_mode_msg = (
+        'Can’t send to this recipient when service is in trial mode – '
+        'see https://www.notifications.service.gov.uk/trial-mode'
+    )
+    mocker.patch(
+        'app.notification_api_client.send_notification',
+        side_effect=HTTPError(response=Mock(status_code=400), message=trial_mode_msg)
+    )
+    with client_request.session_transaction() as session:
+        session['recipient'] = '07700900001'
+        session['placeholders'] = {'a': 'b'}
+
+    page = client_request.post(
+        'main.send_notification',
+        service_id=service_one['id'],
+        template_id=fake_uuid,
+        _expected_status=200
+    )
+
+    assert ' '.join(page.h1.text.split()) == 'You can’t send to this phone number'