diff --git a/src/chocolatey.tests/infrastructure.app/nuget/NugetCommonSpecs.cs b/src/chocolatey.tests/infrastructure.app/nuget/NugetCommonSpecs.cs
index 0ec5be524..6821e0479 100644
--- a/src/chocolatey.tests/infrastructure.app/nuget/NugetCommonSpecs.cs
+++ b/src/chocolatey.tests/infrastructure.app/nuget/NugetCommonSpecs.cs
@@ -127,7 +127,7 @@ public void Should_parse_relative_path_source()
             {
                 Context();
                 var source = "choco";
-                var fullsource = "C:\\packages\\choco";
+                var fullsource = "C:\\packages\\choco\\";
                 _configuration.Sources = source;
 
                 _because();
diff --git a/src/chocolatey/infrastructure.app/nuget/NugetCommon.cs b/src/chocolatey/infrastructure.app/nuget/NugetCommon.cs
index 3b76c8832..07ddfa20d 100644
--- a/src/chocolatey/infrastructure.app/nuget/NugetCommon.cs
+++ b/src/chocolatey/infrastructure.app/nuget/NugetCommon.cs
@@ -18,6 +18,7 @@
 using System.Collections.Concurrent;
 using System.Collections.Generic;
 using System.ComponentModel;
+using System.IO;
 using System.Linq;
 using System.Net;
 using System.Security.Cryptography.X509Certificates;
@@ -253,6 +254,13 @@ public static IEnumerable<SourceRepository> GetRemoteRepositories(ChocolateyConf
                             // If an invalid source was passed in, we don't care here, pass it along
                             fullsource = source;
                         }
+
+                        // filesystem.GetFullPath sometimes resolves to `C:` instead of `C:\` which PackageSource can't handle. This corrects for that edge case.
+                        if ( !fullsource.EndsWith(Path.DirectorySeparatorChar.ToString()) && !fullsource.EndsWith(Path.AltDirectorySeparatorChar.ToString()) )
+                        {
+                            fullsource += Path.DirectorySeparatorChar;
+                        }
+
                         nugetSource = new PackageSource(fullsource);
 
                         if (!nugetSource.IsLocal)
diff --git a/tests/pester-tests/scenarios/localpathsource.Tests.ps1 b/tests/pester-tests/scenarios/localpathsource.Tests.ps1
new file mode 100644
index 000000000..3105d847a
--- /dev/null
+++ b/tests/pester-tests/scenarios/localpathsource.Tests.ps1
@@ -0,0 +1,61 @@
+Describe "Actions from the root of a drive" -Tag Scenario {
+        BeforeAll {
+        Initialize-ChocolateyTestInstall
+        Push-Location '\'
+        Invoke-Choco new roottest --version 1.0.0
+        Remove-Item roottest/tools/*.ps1 -ErrorAction SilentlyContinue
+        Invoke-Choco pack roottest/roottest.nuspec
+    }
+
+    AfterAll {
+        Remove-ChocolateyTestInstall
+        Remove-Item roottest, roottest.1.0.0.nupkg -Force -Recurse -ErrorAction SilentlyContinue
+        Pop-Location
+    }
+
+    Context "Searching with <_> '.' source at the root of a drive" -ForEach @('find', 'search') {
+        BeforeAll {
+            $Output = Invoke-Choco $_ --source="'.'"
+        }
+
+        It 'Exits with Success (0)' {
+            $Output.ExitCode | Should -Be 0 -Because $Output.String
+        }
+
+        It 'Does not output message about being unable to parse a source' {
+            $Output.Lines | Should -Not -Contain "Source '.' is unable to be parsed" -Because $Output.String
+        }
+
+        It "Finds the package expected" {
+            $Output.Lines | Should -Contain "roottest 1.0.0" -Because $Output.String
+        }
+    }
+
+    Context "Installing from '.' source using <_> at the root of a drive" -ForEach @( 'install', 'upgrade' ) {
+        BeforeAll {
+            Restore-ChocolateyInstallSnapshot
+            $Output = Invoke-Choco $_ roottest --source="'.'"
+        }
+
+        AfterAll {
+            Remove-ChocolateyInstallSnapshot
+        }
+
+        It 'Exits with Success (0)' {
+            $Output.ExitCode | Should -Be 0 -Because $Output.String
+        }
+
+        It 'Does not output message about being unable to parse a source' {
+            $Output.Lines | Should -Not -Contain "Source '.' is unable to be parsed" -Because $Output.String
+        }
+
+        It "Finds the package expected" {
+            $Output.Lines | Should -Contain "roottest v1.0.0" -Because $Output.String
+        }
+
+        It "Successfully updates the package" {
+            $Action = $_.TrimEnd('e') + 'ed'
+            $Output.Lines | Should -Contain "Chocolatey $Action 1/1 packages." -Because $Output.String
+        }
+    }
+}