diff --git a/Lib/http/server.py b/Lib/http/server.py
index f170747..f019bd9 100644
--- a/Lib/http/server.py
+++ b/Lib/http/server.py
@@ -678,8 +678,10 @@
         """Serve a GET request."""
         f = self.send_head()
         if f:
-            self.copyfile(f, self.wfile)
-            f.close()
+            try:
+                self.copyfile(f, self.wfile)
+            finally:
+                f.close()
 
     def do_HEAD(self):
         """Serve a HEAD request."""
@@ -720,13 +722,17 @@
         except OSError:
             self.send_error(404, "File not found")
             return None
-        self.send_response(200)
-        self.send_header("Content-type", ctype)
-        fs = os.fstat(f.fileno())
-        self.send_header("Content-Length", str(fs[6]))
-        self.send_header("Last-Modified", self.date_time_string(fs.st_mtime))
-        self.end_headers()
-        return f
+        try:
+            self.send_response(200)
+            self.send_header("Content-type", ctype)
+            fs = os.fstat(f.fileno())
+            self.send_header("Content-Length", str(fs[6]))
+            self.send_header("Last-Modified", self.date_time_string(fs.st_mtime))
+            self.end_headers()
+            return f
+        except:
+            f.close()
+            raise
 
     def list_directory(self, path):
         """Helper to produce a directory listing (absent index.html).
diff --git a/Lib/imghdr.py b/Lib/imghdr.py
index 0cba063..add2ea8 100644
--- a/Lib/imghdr.py
+++ b/Lib/imghdr.py
@@ -7,18 +7,16 @@
 #-------------------------#
 
 def what(file, h=None):
-    if h is None:
-        if isinstance(file, str):
-            f = open(file, 'rb')
-            h = f.read(32)
-        else:
-            location = file.tell()
-            h = file.read(32)
-            file.seek(location)
-            f = None
-    else:
-        f = None
+    f = None
     try:
+        if h is None:
+            if isinstance(file, str):
+                f = open(file, 'rb')
+                h = f.read(32)
+            else:
+                location = file.tell()
+                h = file.read(32)
+                file.seek(location)
         for tf in tests:
             res = tf(h, f)
             if res:
diff --git a/Lib/mailcap.py b/Lib/mailcap.py
index bd61b0b..97e3035 100644
--- a/Lib/mailcap.py
+++ b/Lib/mailcap.py
@@ -22,8 +22,8 @@
             fp = open(mailcap, 'r')
         except OSError:
             continue
-        morecaps = readmailcapfile(fp)
-        fp.close()
+        with fp:
+            morecaps = readmailcapfile(fp)
         for key, value in morecaps.items():
             if not key in caps:
                 caps[key] = value
diff --git a/Lib/mimetypes.py b/Lib/mimetypes.py
index d7161f8..b98c874 100644
--- a/Lib/mimetypes.py
+++ b/Lib/mimetypes.py
@@ -363,9 +363,10 @@
         f = open(file)
     except OSError:
         return None
-    db = MimeTypes()
-    db.readfp(f, True)
-    return db.types_map[True]
+    with f:
+        db = MimeTypes()
+        db.readfp(f, True)
+        return db.types_map[True]
 
 
 def _default_mime_types():
diff --git a/Lib/xml/etree/ElementInclude.py b/Lib/xml/etree/ElementInclude.py
index 73e491e..963470e 100644
--- a/Lib/xml/etree/ElementInclude.py
+++ b/Lib/xml/etree/ElementInclude.py
@@ -76,14 +76,13 @@
 
 def default_loader(href, parse, encoding=None):
     if parse == "xml":
-        file = open(href, 'rb')
-        data = ElementTree.parse(file).getroot()
+        with open(href, 'rb') as file:
+            data = ElementTree.parse(file).getroot()
     else:
         if not encoding:
             encoding = 'UTF-8'
-        file = open(href, 'r', encoding=encoding)
-        data = file.read()
-    file.close()
+        with open(href, 'r', encoding=encoding) as file:
+            data = file.read()
     return data
 
 ##