diff --git a/lib/jekyll/collection.rb b/lib/jekyll/collection.rb
index b09a7ed9..e8740cf6 100644
--- a/lib/jekyll/collection.rb
+++ b/lib/jekyll/collection.rb
@@ -170,7 +170,9 @@ module Jekyll
     #
     # Returns the URL template to render collection's documents at.
     def url_template
-      metadata.fetch('permalink', "/:collection/:path:output_ext")
+      metadata.fetch('permalink') do
+          Utils.add_permalink_suffix("/:collection/:path", site.permalink_style)
+      end
     end
 
     # Extract options for this collection from the site configuration.
diff --git a/lib/jekyll/page.rb b/lib/jekyll/page.rb
index ca824245..a4ddb698 100644
--- a/lib/jekyll/page.rb
+++ b/lib/jekyll/page.rb
@@ -63,16 +63,12 @@ module Jekyll
     #
     # Returns the template String.
     def template
-      if site.permalink_style == :pretty
-        if index? && html?
-          "/:path/"
-        elsif html?
-          "/:path/:basename/"
-        else
-          "/:path/:basename:output_ext"
-        end
-      else
+      if !html?
         "/:path/:basename:output_ext"
+      elsif index?
+        "/:path/"
+      else
+        Utils.add_permalink_suffix("/:path/:basename", site.permalink_style)
       end
     end
 
diff --git a/lib/jekyll/utils.rb b/lib/jekyll/utils.rb
index bba8b148..39302790 100644
--- a/lib/jekyll/utils.rb
+++ b/lib/jekyll/utils.rb
@@ -158,5 +158,45 @@ module Jekyll
         downcase
     end
 
+    # Add an appropriate suffix to template so that it matches the specified
+    # permalink style.
+    #
+    # template - permalink template without trailing slash or file extension
+    # permalink_style - permalink style, either built-in or custom
+    #
+    # The returned permalink template will use the same ending style as
+    # specified in permalink_style.  For example, if permalink_style contains a
+    # trailing slash (or is :pretty, which indirectly has a trailing slash),
+    # then so will the returned template.  If permalink_style has a trailing
+    # ":output_ext" (or is :none, :date, or :ordinal) then so will the returned
+    # template.  Otherwise, template will be returned without modification.
+    #
+    # Examples:
+    #   add_permalink_suffix("/:basename", :pretty)
+    #   # => "/:basename/"
+    #
+    #   add_permalink_suffix("/:basename", :date)
+    #   # => "/:basename:output_ext"
+    #
+    #   add_permalink_suffix("/:basename", "/:year/:month/:title/")
+    #   # => "/:basename/"
+    #
+    #   add_permalink_suffix("/:basename", "/:year/:month/:title")
+    #   # => "/:basename"
+    #
+    # Returns the updated permalink template
+    def add_permalink_suffix(template, permalink_style)
+      case permalink_style
+      when :pretty
+        template << "/"
+      when :date, :ordinal, :none
+        template << ":output_ext"
+      else
+        template << "/" if permalink_style.to_s.end_with?("/")
+        template << ":output_ext" if permalink_style.to_s.end_with?(":output_ext")
+      end
+      template
+    end
+
   end
 end
diff --git a/test/test_document.rb b/test/test_document.rb
index 56d6a671..f8b9db66 100644
--- a/test/test_document.rb
+++ b/test/test_document.rb
@@ -219,7 +219,31 @@ class TestDocument < JekyllUnitTest
       assert_equal "/slides/test/example-slide-1", @document.url
     end
 
-    should "produce the right destination" do
+    should "produce the right destination file" do
+      assert_equal @dest_file, @document.destination(dest_dir)
+    end
+  end
+
+  context "a document in a collection with pretty permalink style" do
+    setup do
+      @site = fixture_site({
+        "collections" => {
+          "slides" => {
+            "output"    => true,
+          }
+        },
+      })
+      @site.permalink_style = :pretty
+      @site.process
+      @document = @site.collections["slides"].docs[0]
+      @dest_file = dest_dir("slides/example-slide-1/index.html")
+    end
+
+    should "produce the right URL" do
+      assert_equal "/slides/example-slide-1/", @document.url
+    end
+
+    should "produce the right destination file" do
       assert_equal @dest_file, @document.destination(dest_dir)
     end
   end
diff --git a/test/test_page.rb b/test/test_page.rb
index 9918442f..1e4d3da6 100644
--- a/test/test_page.rb
+++ b/test/test_page.rb
@@ -46,7 +46,7 @@ class TestPage < JekyllUnitTest
 
         should "create index url based on filename" do
           @page = setup_page('/contacts', 'index.html')
-          assert_equal "/contacts/index.html", @page.url
+          assert_equal "/contacts/", @page.url
         end
       end
 
@@ -129,6 +129,58 @@ class TestPage < JekyllUnitTest
         end
       end
 
+      context "with date permalink style" do
+        setup do
+          @site.permalink_style = :date
+        end
+
+        should "return url and destination correctly" do
+          @page = setup_page('contacts.html')
+          @dest_file = dest_dir("contacts.html")
+          assert_equal '/contacts.html', @page.url
+          assert_equal @dest_file, @page.destination(dest_dir)
+        end
+      end
+
+      context "with custom permalink style with trailing slash" do
+        setup do
+          @site.permalink_style = "/:title/"
+        end
+
+        should "return url and destination correctly" do
+          @page = setup_page('contacts.html')
+          @dest_file = dest_dir("contacts/index.html")
+          assert_equal '/contacts/', @page.url
+          assert_equal @dest_file, @page.destination(dest_dir)
+        end
+      end
+
+      context "with custom permalink style with file extension" do
+        setup do
+          @site.permalink_style = "/:title:output_ext"
+        end
+
+        should "return url and destination correctly" do
+          @page = setup_page('contacts.html')
+          @dest_file = dest_dir("contacts.html")
+          assert_equal '/contacts.html', @page.url
+          assert_equal @dest_file, @page.destination(dest_dir)
+        end
+      end
+
+      context "with custom permalink style with no extension" do
+        setup do
+          @site.permalink_style = "/:title"
+        end
+
+        should "return url and destination correctly" do
+          @page = setup_page('contacts.html')
+          @dest_file = dest_dir("contacts.html")
+          assert_equal '/contacts', @page.url
+          assert_equal @dest_file, @page.destination(dest_dir)
+        end
+      end
+
       context "with any other permalink style" do
         should "return dir correctly" do
           @site.permalink_style = nil
diff --git a/test/test_utils.rb b/test/test_utils.rb
index ddb63d4b..9d4a5a4d 100644
--- a/test/test_utils.rb
+++ b/test/test_utils.rb
@@ -166,4 +166,18 @@ class TestUtils < JekyllUnitTest
     end
   end
 
+  context "The \`Utils.add_permalink_suffix\` method" do
+    should "handle built-in permalink styles" do
+      assert_equal "/:basename/", Utils.add_permalink_suffix("/:basename", :pretty)
+      assert_equal "/:basename:output_ext", Utils.add_permalink_suffix("/:basename", :date)
+      assert_equal "/:basename:output_ext", Utils.add_permalink_suffix("/:basename", :ordinal)
+      assert_equal "/:basename:output_ext", Utils.add_permalink_suffix("/:basename", :none)
+    end
+
+    should "handle custom permalink styles" do
+      assert_equal "/:basename/", Utils.add_permalink_suffix("/:basename", "/:title/")
+      assert_equal "/:basename:output_ext", Utils.add_permalink_suffix("/:basename", "/:title:output_ext")
+      assert_equal "/:basename", Utils.add_permalink_suffix("/:basename", "/:title")
+    end
+  end
 end