diff --git a/packages/jsii-pacmak/lib/targets/python.ts b/packages/jsii-pacmak/lib/targets/python.ts
index 54bfeab317..22f85650c6 100644
--- a/packages/jsii-pacmak/lib/targets/python.ts
+++ b/packages/jsii-pacmak/lib/targets/python.ts
@@ -12,6 +12,10 @@ import { md2rst } from '../markdown';
 import { Target } from '../target';
 import { shell } from '../util';
 
+/* eslint-disable @typescript-eslint/no-var-requires */
+const spdxLicenseList = require('spdx-license-list');
+/* eslint-enable @typescript-eslint/no-var-requires */
+
 export default class Python extends Target {
   protected readonly generator = new PythonGenerator();
 
@@ -1162,6 +1166,7 @@ class Package {
       name: this.name,
       version: this.version,
       description: this.metadata.description,
+      license: this.metadata.license,
       url: this.metadata.homepage,
       long_description_content_type: 'text/markdown',
       author: this.metadata.author.name + (
@@ -1175,9 +1180,32 @@ class Package {
       package_data: packageData,
       python_requires: '>=3.6',
       install_requires: [`jsii~=${jsiiVersionSimple}`, 'publication>=0.0.3'].concat(dependencies),
+      classifiers: [
+        'Intended Audience :: Developers',
+        'Operating System :: OS Independent',
+        'Programming Language :: Python :: 3',
+      ],
     };
     /* eslint-enable @typescript-eslint/camelcase */
 
+    switch (this.metadata.docs && this.metadata.docs.stability) {
+      case spec.Stability.Experimental:
+        setupKwargs.classifiers.push('Development Status :: 4 - Beta');
+        break;
+      case spec.Stability.Stable:
+        setupKwargs.classifiers.push('Development Status :: 5 - Production/Stable');
+        break;
+      case spec.Stability.Deprecated:
+        setupKwargs.classifiers.push('Development Status :: 7 - Inactive');
+        break;
+      default:
+        // No 'Development Status' trove classifier for you!
+    }
+
+    if (spdxLicenseList[this.metadata.license] && spdxLicenseList[this.metadata.license].osiApproved) {
+      setupKwargs.classifiers.push('License :: OSI Approved');
+    }
+
     // We Need a setup.py to make this Package, actually a Package.
     // TODO:
     //      - License
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-base-of-base/python/setup.py b/packages/jsii-pacmak/test/expected.jsii-calc-base-of-base/python/setup.py
index 1e6e7da4f5..863ee9311e 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc-base-of-base/python/setup.py
+++ b/packages/jsii-pacmak/test/expected.jsii-calc-base-of-base/python/setup.py
@@ -6,6 +6,7 @@
     "name": "scope.jsii-calc-base-of-base",
     "version": "0.20.2",
     "description": "An example transitive dependency for jsii-calc.",
+    "license": "Apache-2.0",
     "url": "https://github.com/aws/jsii",
     "long_description_content_type": "text/markdown",
     "author": "Amazon Web Services",
@@ -31,6 +32,12 @@
     "install_requires": [
         "jsii~=0.20.2",
         "publication>=0.0.3"
+    ],
+    "classifiers": [
+        "Intended Audience :: Developers",
+        "Operating System :: OS Independent",
+        "Programming Language :: Python :: 3",
+        "License :: OSI Approved"
     ]
 }
 """)
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-base/python/setup.py b/packages/jsii-pacmak/test/expected.jsii-calc-base/python/setup.py
index fb8800d33f..640c735d1b 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc-base/python/setup.py
+++ b/packages/jsii-pacmak/test/expected.jsii-calc-base/python/setup.py
@@ -6,6 +6,7 @@
     "name": "scope.jsii-calc-base",
     "version": "0.20.2",
     "description": "An example direct dependency for jsii-calc.",
+    "license": "Apache-2.0",
     "url": "https://github.com/aws/jsii",
     "long_description_content_type": "text/markdown",
     "author": "Amazon Web Services",
@@ -32,6 +33,12 @@
         "jsii~=0.20.2",
         "publication>=0.0.3",
         "scope.jsii-calc-base-of-base~=0.20.2"
+    ],
+    "classifiers": [
+        "Intended Audience :: Developers",
+        "Operating System :: OS Independent",
+        "Programming Language :: Python :: 3",
+        "License :: OSI Approved"
     ]
 }
 """)
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-lib/python/setup.py b/packages/jsii-pacmak/test/expected.jsii-calc-lib/python/setup.py
index d9957e25df..dd04aa7091 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc-lib/python/setup.py
+++ b/packages/jsii-pacmak/test/expected.jsii-calc-lib/python/setup.py
@@ -6,6 +6,7 @@
     "name": "scope.jsii-calc-lib",
     "version": "0.20.2",
     "description": "A simple calcuator library built on JSII.",
+    "license": "Apache-2.0",
     "url": "https://github.com/aws/jsii",
     "long_description_content_type": "text/markdown",
     "author": "Amazon Web Services",
@@ -32,6 +33,13 @@
         "jsii~=0.20.2",
         "publication>=0.0.3",
         "scope.jsii-calc-base~=0.20.2"
+    ],
+    "classifiers": [
+        "Intended Audience :: Developers",
+        "Operating System :: OS Independent",
+        "Programming Language :: Python :: 3",
+        "Development Status :: 7 - Inactive",
+        "License :: OSI Approved"
     ]
 }
 """)
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/python/setup.py b/packages/jsii-pacmak/test/expected.jsii-calc/python/setup.py
index 16df87ddca..e0a801490c 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc/python/setup.py
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/python/setup.py
@@ -6,6 +6,7 @@
     "name": "jsii-calc",
     "version": "0.20.2",
     "description": "A simple calcuator built on JSII.",
+    "license": "Apache-2.0",
     "url": "https://github.com/aws/jsii",
     "long_description_content_type": "text/markdown",
     "author": "Amazon Web Services",
@@ -34,6 +35,13 @@
         "scope.jsii-calc-base~=0.20.2",
         "scope.jsii-calc-base-of-base~=0.20.2",
         "scope.jsii-calc-lib~=0.20.2"
+    ],
+    "classifiers": [
+        "Intended Audience :: Developers",
+        "Operating System :: OS Independent",
+        "Programming Language :: Python :: 3",
+        "Development Status :: 4 - Beta",
+        "License :: OSI Approved"
     ]
 }
 """)