diff --git a/.github/workflows/test-nginx.yml b/.github/workflows/test-nginx.yml
new file mode 100644
index 00000000..4646e5d4
--- /dev/null
+++ b/.github/workflows/test-nginx.yml
@@ -0,0 +1,24 @@
+name: Test nginx config
+
+on:
+  push:
+  pull_request:
+
+jobs:
+  build:
+    timeout-minutes: 10
+    runs-on: ubuntu-latest
+    steps:
+    - uses: actions/checkout@v4
+    - uses: actions/setup-node@v4
+      with:
+        node-version: 20
+    - run: cd test && npm i
+    - run: cd test && ./run-tests.sh
+
+    - if: always()
+      run: docker logs test-nginx-1
+    - if: always()
+      run: docker logs test-service-1
+    - if: always()
+      run: docker logs test-enketo-1
diff --git a/test/.gitignore b/test/.gitignore
new file mode 100644
index 00000000..2ccbe465
--- /dev/null
+++ b/test/.gitignore
@@ -0,0 +1 @@
+/node_modules/
diff --git a/test/files/nginx-test/acme-challenge b/test/files/nginx-test/acme-challenge
new file mode 100644
index 00000000..8225aa0a
--- /dev/null
+++ b/test/files/nginx-test/acme-challenge
@@ -0,0 +1 @@
+hi-from-letsencrypt
diff --git a/test/files/nginx-test/http_root/index.html b/test/files/nginx-test/http_root/index.html
new file mode 100644
index 00000000..2bfbdb7b
--- /dev/null
+++ b/test/files/nginx-test/http_root/index.html
@@ -0,0 +1 @@
+hi:/index.html
diff --git a/test/files/nginx-test/http_root/should-be-cached.txt b/test/files/nginx-test/http_root/should-be-cached.txt
new file mode 100644
index 00000000..4dc7efef
--- /dev/null
+++ b/test/files/nginx-test/http_root/should-be-cached.txt
@@ -0,0 +1 @@
+hi:/should-be-cached.txt
diff --git a/test/files/nginx-test/http_root/version.txt b/test/files/nginx-test/http_root/version.txt
new file mode 100644
index 00000000..e7399495
--- /dev/null
+++ b/test/files/nginx-test/http_root/version.txt
@@ -0,0 +1 @@
+hi:/version.txt
diff --git a/test/mock-http-server/.gitignore b/test/mock-http-server/.gitignore
new file mode 100644
index 00000000..2ccbe465
--- /dev/null
+++ b/test/mock-http-server/.gitignore
@@ -0,0 +1 @@
+/node_modules/
diff --git a/test/mock-http-server/index.js b/test/mock-http-server/index.js
new file mode 100644
index 00000000..e04e9f42
--- /dev/null
+++ b/test/mock-http-server/index.js
@@ -0,0 +1,37 @@
+const express = require('express');
+
+const port = process.env.PORT || 80;
+const log = (...args) => console.log('[mock-http-server]', ...args);
+
+const requests = [];
+
+const app = express();
+
+app.get('/health',      withStdLogging((req, res) => res.send('OK')));
+app.get('/request-log', withStdLogging((req, res) => res.json(requests)));
+app.get('/reset',       withStdLogging((req, res) => {
+  requests.length = 0;
+  res.json('OK');
+}));
+
+app.get('/*', ok('GET'));
+app.post('/*', ok('POST'));
+// TODO add more methods as required
+
+app.listen(port, () => {
+  log(`Listening on port: ${port}`);
+});
+
+function withStdLogging(fn) {
+  return (req, res) => {
+    console.log(new Date(), req.method, req.path);
+    return fn(req, res);
+  };
+}
+
+function ok(method) {
+  return withStdLogging((req, res) => {
+    requests.push({ method, path:req.path });
+    res.send('OK');
+  });
+}
diff --git a/test/mock-http-server/package-lock.json b/test/mock-http-server/package-lock.json
new file mode 100644
index 00000000..75660bbe
--- /dev/null
+++ b/test/mock-http-server/package-lock.json
@@ -0,0 +1,705 @@
+{
+  "name": "mock-http-server",
+  "lockfileVersion": 3,
+  "requires": true,
+  "packages": {
+    "": {
+      "name": "mock-http-server",
+      "dependencies": {
+        "express": "^4.21.0"
+      }
+    },
+    "node_modules/accepts": {
+      "version": "1.3.8",
+      "resolved": "https://registry.npmjs.org/accepts/-/accepts-1.3.8.tgz",
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+      "dependencies": {
+        "mime-types": "~2.1.34",
+        "negotiator": "0.6.3"
+      },
+      "engines": {
+        "node": ">= 0.6"
+      }
+    },
+    "node_modules/array-flatten": {
+      "version": "1.1.1",
+      "resolved": "https://registry.npmjs.org/array-flatten/-/array-flatten-1.1.1.tgz",
+      "integrity": "sha512-PCVAQswWemu6UdxsDFFX/+gVeYqKAod3D3UVm91jHwynguOwAvYPhx8nNlM++NqRcK6CxxpUafjmhIdKiHibqg=="
+    },
+    "node_modules/body-parser": {
+      "version": "1.20.3",
+      "resolved": "https://registry.npmjs.org/body-parser/-/body-parser-1.20.3.tgz",
+      "integrity": "sha512-7rAxByjUMqQ3/bHJy7D6OGXvx/MMc4IqBn/X0fcM1QUcAItpZrBEYhWGem+tzXH90c+G01ypMcYJBO9Y30203g==",
+      "dependencies": {
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+        "content-type": "~1.0.5",
+        "debug": "2.6.9",
+        "depd": "2.0.0",
+        "destroy": "1.2.0",
+        "http-errors": "2.0.0",
+        "iconv-lite": "0.4.24",
+        "on-finished": "2.4.1",
+        "qs": "6.13.0",
+        "raw-body": "2.5.2",
+        "type-is": "~1.6.18",
+        "unpipe": "1.0.0"
+      },
+      "engines": {
+        "node": ">= 0.8",
+        "npm": "1.2.8000 || >= 1.4.16"
+      }
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+          "url": "https://github.com/sponsors/feross"
+        },
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+          "type": "patreon",
+          "url": "https://www.patreon.com/feross"
+        },
+        {
+          "type": "consulting",
+          "url": "https://feross.org/support"
+        }
+      ]
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+}
diff --git a/test/mock-http-server/package.json b/test/mock-http-server/package.json
new file mode 100644
index 00000000..02964122
--- /dev/null
+++ b/test/mock-http-server/package.json
@@ -0,0 +1,9 @@
+{
+  "name": "mock-http-server",
+  "scripts": {
+    "start": "node index.js"
+  },
+  "dependencies": {
+    "express": "^4.21.0"
+  }
+}
diff --git a/test/mock-http-service.dockerfile b/test/mock-http-service.dockerfile
new file mode 100644
index 00000000..1179e586
--- /dev/null
+++ b/test/mock-http-service.dockerfile
@@ -0,0 +1,7 @@
+FROM node:20.12.2-slim
+
+WORKDIR /workspace
+
+COPY ./mock-http-server .
+RUN npm install
+ENTRYPOINT ["npm", "run", "start"]
diff --git a/test/nginx-test.dockerfile b/test/nginx-test.dockerfile
new file mode 100644
index 00000000..e1f9457c
--- /dev/null
+++ b/test/nginx-test.dockerfile
@@ -0,0 +1,28 @@
+#
+# KEEP THIS FILE AS CLOSE AS POSSIBLE TO ../nginx.dockerfile
+#
+# It is ESPECIALLY IMPORTANT to keep IDENTICAL BASE IMAGES.
+#
+FROM jonasal/nginx-certbot:5.0.1
+
+EXPOSE 80
+EXPOSE 443
+
+# Persist Diffie-Hellman parameters and/or selfsign key
+VOLUME [ "/etc/dh", "/etc/selfsign" ]
+
+RUN apt-get update && apt-get install -y netcat-openbsd
+
+RUN mkdir -p /usr/share/odk/nginx/
+
+COPY files/nginx/setup-odk.sh /scripts/
+RUN chmod +x /scripts/setup-odk.sh
+
+COPY files/nginx/redirector.conf /usr/share/odk/nginx/
+COPY files/nginx/common-headers.conf /usr/share/odk/nginx/
+
+COPY ./test/files/nginx-test/http_root/ /usr/share/nginx/html
+COPY ./test/files/nginx-test/acme-challenge /var/www/letsencrypt/
+RUN ls /var/www/letsencrypt/
+
+ENTRYPOINT [ "/scripts/setup-odk.sh" ]
diff --git a/test/nginx.test.docker-compose.yml b/test/nginx.test.docker-compose.yml
new file mode 100644
index 00000000..1615c8f8
--- /dev/null
+++ b/test/nginx.test.docker-compose.yml
@@ -0,0 +1,40 @@
+services:
+  enketo:
+    build:
+      dockerfile: mock-http-service.dockerfile
+    ports:
+      - "8005:8005"
+    environment:
+      - PORT=8005
+  service:
+    build:
+      dockerfile: mock-http-service.dockerfile
+    ports:
+      - "8383:8383"
+    environment:
+      - PORT=8383
+  nginx:
+    build:
+      context: ..
+      dockerfile: ./test/nginx-test.dockerfile
+    depends_on:
+      - service
+      - enketo
+    environment:
+      - DOMAIN=odk-nginx.example.test
+      - SENTRY_ORG_SUBDOMAIN=example
+      - SSL_TYPE=selfsign
+      - OIDC_ENABLED=false
+    volumes:
+      - ../files/nginx/odk.conf.template:/usr/share/odk/nginx/odk.conf.template:ro
+      - ../files/nginx/client-config.json.template:/usr/share/odk/nginx/client-config.json.template:ro
+    ports:
+      - "9000:80"
+      - "9001:443"
+    healthcheck:
+      test: [ "CMD-SHELL", "nc -z localhost 80 || exit 1" ]
+    restart: always
+    logging:
+      driver: local
+      options:
+        max-file: "30"
diff --git a/test/package-lock.json b/test/package-lock.json
new file mode 100644
index 00000000..d89b7c75
--- /dev/null
+++ b/test/package-lock.json
@@ -0,0 +1,862 @@
+{
+  "name": "odk-central-tests",
+  "lockfileVersion": 3,
+  "requires": true,
+  "packages": {
+    "": {
+      "name": "odk-central-tests",
+      "dependencies": {
+        "chai": "^4.5.0",
+        "mocha": "^10.7.3"
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diff --git a/test/package.json b/test/package.json
new file mode 100644
index 00000000..1c8e71fc
--- /dev/null
+++ b/test/package.json
@@ -0,0 +1,10 @@
+{
+  "name": "odk-central-tests",
+  "scripts": {
+    "test:nginx": "NODE_TLS_REJECT_UNAUTHORIZED=0 mocha test-nginx.js"
+  },
+  "dependencies": {
+    "chai": "^4.5.0",
+    "mocha": "^10.7.3"
+  }
+}
diff --git a/test/run-tests.sh b/test/run-tests.sh
new file mode 100755
index 00000000..3833414f
--- /dev/null
+++ b/test/run-tests.sh
@@ -0,0 +1,46 @@
+#!/bin/bash -eu
+set -o pipefail
+
+log() { echo >&2 "[$(basename "$0")] $*"; }
+
+docker_compose() {
+  docker compose --file nginx.test.docker-compose.yml "$@"
+}
+
+wait_for_http_response() {
+  local seconds="$1"
+  local url="$2"
+  local expectedStatus="${3-200}"
+  echo >&2 -n "[$(basename "$0")] [$(date)] Waiting for server: $url "
+  if timeout "$seconds" bash -c -- "
+    until [[ \$(curl --max-time 1 --silent --output /dev/null -w '%{http_code}' '$url') = \"$expectedStatus\" ]]; do
+      printf >&2 .
+      sleep 0.25
+    done
+  "; then
+    printf >&2 '✅\n'
+  else
+    printf >&2 '❌\n'
+    log "!!! URL timed out: $url"
+    exit 1
+  fi  
+}
+
+log "Checking nginx dockerfiles have same base image..."
+# It would be nice if Dockerfiles allowed some kind of templating which would
+# allow for direct sharing between the real and test nginx dockerfiles.
+diff <(grep FROM nginx-test.dockerfile) <(grep FROM ../nginx.dockerfile | grep -v AS)
+
+log "Starting test services..."
+docker_compose up --build --detach
+
+log "Waiting for mock backend..."
+wait_for_http_response  5 localhost:8383/health 200
+log "Waiting for mock enketo..."
+wait_for_http_response  5 localhost:8005/health 200
+log "Waiting for nginx..."
+wait_for_http_response 90 localhost:9000 301
+
+npm run test:nginx
+
+log "Completed OK."
diff --git a/test/test-nginx.js b/test/test-nginx.js
new file mode 100644
index 00000000..878e3e00
--- /dev/null
+++ b/test/test-nginx.js
@@ -0,0 +1,144 @@
+const { assert } = require('chai');
+
+describe('nginx config', () => {
+  beforeEach(() => Promise.all([
+    resetEnketoMock(),
+    resetBackendMock(),
+  ]));
+
+  it('well-known should serve from HTTP', async () => {
+    // when
+    const res = await fetchHttp('/.well-known/acme-challenge');
+
+    // then
+    assert.isFalse(res.ok);
+    assert.equal(res.status, 301);
+    assert.equal(res.headers.get('location'), 'https://localhost:9000/.well-known/acme-challenge');
+  });
+
+  it('well-known should serve from HTTPS', async () => {
+    // when
+    const res = await fetchHttps('/.well-known/acme-challenge');
+
+    // then
+    assert.isFalse(res.ok);
+    assert.equal(res.status, 404);
+  });
+
+  it('HTTP should forward to HTTPS', async () => {
+    // when
+    const res = await fetchHttp('/');
+
+    // then
+    assert.isFalse(res.ok);
+    assert.equal(res.status, 301);
+    assert.equal(res.headers.get('location'), 'https://localhost:9000/');
+  });
+
+  it('should serve generated client-config.json', async () => {
+    // when
+    const res = await fetchHttps('/client-config.json');
+
+    // then
+    assert.isTrue(res.ok);
+    assert.equal(res.status, 200);
+    assert.deepEqual(await res.json(), { oidcEnabled: false });
+    assert.equal(await res.headers.get('cache-control'), 'no-cache');
+  });
+
+  [
+    '/index.html',
+    '/version.txt',
+  ].forEach(staticFile => {
+    it(`${staticFile} file should have no-cache header`, async () => {
+      // when
+      const res = await fetchHttps(staticFile);
+
+      // then
+      assert.isTrue(res.ok);
+      assert.equal(res.status, 200);
+      assert.equal(await res.text(), `hi:${staticFile}\n`);
+      assert.equal(await res.headers.get('cache-control'), 'no-cache');
+    });
+  });
+
+  [
+    '/should-be-cached.txt',
+  ].forEach(staticFile => {
+    it(`${staticFile} file should not have no-cache header`, async () => {
+      // when
+      const res = await fetchHttps(staticFile);
+
+      // then
+      assert.isTrue(res.ok);
+      assert.equal(res.status, 200);
+      assert.equal(await res.text(), `hi:${staticFile}\n`);
+      assert.isNull(await res.headers.get('cache-control'));
+    });
+  });
+
+  it('/-/... should forward to enketo', async () => {
+    // when
+    const res = await fetchHttps('/-/some/enketo/path');
+
+    // then
+    assert.isTrue(res.ok);
+    assert.equal(res.status, 200);
+    assert.equal(await res.text(), 'OK');
+    // and
+    await assertEnketoReceived(
+      { method:'GET', path:'/-/some/enketo/path' },
+    );
+  });
+
+  it('/v1/... should forward to backend', async () => {
+    // when
+    const res = await fetchHttps('/v1/some/central-backend/path');
+
+    // then
+    assert.isTrue(res.ok);
+    assert.equal(res.status, 200);
+    assert.equal(await res.text(), 'OK');
+    // and
+    await assertBackendReceived(
+      { method:'GET', path:'/v1/some/central-backend/path' },
+    );
+  });
+});
+
+function fetchHttp(path, options) {
+  if(!path.startsWith('/')) throw new Error('Invalid path.');
+  return fetch(`http://localhost:9000${path}`, { redirect:'manual', ...options });
+}
+
+function fetchHttps(path, options) {
+  if(!path.startsWith('/')) throw new Error('Invalid path.');
+  return fetch(`https://localhost:9001${path}`, { redirect:'manual', ...options });
+}
+
+function assertEnketoReceived(...expectedRequests) {
+  return assertMockHttpReceived(8005, expectedRequests);
+}
+
+function assertBackendReceived(...expectedRequests) {
+  return assertMockHttpReceived(8383, expectedRequests);
+}
+
+async function assertMockHttpReceived(port, expectedRequests) {
+  const res = await fetch(`http://localhost:${port}/request-log`);
+  assert.isTrue(res.ok);
+  assert.deepEqual(expectedRequests, await res.json());
+}
+
+function resetEnketoMock() {
+  return resetMock(8005);
+}
+
+function resetBackendMock() {
+  return resetMock(8383);
+}
+
+async function resetMock(port) {
+  const res = await fetch(`http://localhost:${port}/reset`);
+  assert.isTrue(res.ok);
+}