diff --git a/cask/src/cask/internal/DispatchTrie.scala b/cask/src/cask/internal/DispatchTrie.scala
index 9f1a9c3394..cc9f7e7252 100644
--- a/cask/src/cask/internal/DispatchTrie.scala
+++ b/cask/src/cask/internal/DispatchTrie.scala
@@ -1,8 +1,9 @@
 package cask.internal
 import collection.mutable
 object DispatchTrie{
-  def construct[T](index: Int,
-                   inputs: collection.Seq[(collection.IndexedSeq[String], T, Boolean)]): DispatchTrie[T] = {
+  def construct[T, V](index: Int,
+                      inputs: collection.Seq[(collection.IndexedSeq[String], T, Boolean)])
+                     (validationGroups: T => Seq[V]): DispatchTrie[T] = {
     val continuations = mutable.Map.empty[String, mutable.Buffer[(collection.IndexedSeq[String], T, Boolean)]]
 
     val terminals = mutable.Buffer.empty[(collection.IndexedSeq[String], T, Boolean)]
@@ -17,29 +18,67 @@ object DispatchTrie{
       }
     }
 
+    for(group <- inputs.flatMap(t => validationGroups(t._2)).distinct) {
+      val groupTerminals = terminals.flatMap{case (path, v, allowSubpath) =>
+        validationGroups(v)
+          .filter(_ == group)
+          .map{group => (path, v, allowSubpath, group)}
+      }
+
+      val groupContinuations = continuations
+        .map { case (k, vs) =>
+          k -> vs.flatMap { case (path, v, allowSubpath) =>
+            validationGroups(v)
+              .filter(_ == group)
+              .map { group => (path, v, allowSubpath, group) }
+          }
+        }
+        .filter(_._2.nonEmpty)
+
+      validateGroup(groupTerminals, groupContinuations)
+    }
+
+    DispatchTrie[T](
+      current = terminals.headOption.map(x => x._2 -> x._3),
+      children = continuations
+        .map{ case (k, vs) => (k, construct(index + 1, vs)(validationGroups))}
+        .toMap
+    )
+  }
+
+  def validateGroup[T, V](terminals: collection.Seq[(collection.Seq[String], T, Boolean, V)],
+                          continuations: mutable.Map[String, mutable.Buffer[(collection.IndexedSeq[String], T, Boolean, V)]]) = {
     val wildcards = continuations.filter(_._1(0) == ':')
-    if (terminals.length > 1){
+
+    def renderTerminals = terminals
+      .map{case (path, v, allowSubpath, group) => s"$group${renderPath(path)}"}
+      .mkString(", ")
+
+    def renderContinuations = continuations.toSeq
+        .flatMap(_._2)
+        .map{case (path, v, allowSubpath, group) => s"$group${renderPath(path)}"}
+        .mkString(", ")
+
+    if (terminals.length > 1) {
       throw new Exception(
-        "More than one endpoint has the same path: " +
-          terminals.map(_._1.map(_.mkString("/"))).mkString(", ")
+        s"More than one endpoint has the same path: $renderTerminals"
       )
-    } else if(wildcards.size >= 1 && continuations.size > 1) {
+    }
+
+    if (wildcards.size >= 1 && continuations.size > 1) {
       throw new Exception(
-        "Routes overlap with wildcards: " +
-          (wildcards ++ continuations).flatMap(_._2).map(_._1.mkString("/"))
+        s"Routes overlap with wildcards: $renderContinuations"
       )
-    }else if (terminals.headOption.exists(_._3) && continuations.size == 1){
+    }
+
+    if (terminals.headOption.exists(_._3) && continuations.size == 1) {
       throw new Exception(
-        "Routes overlap with subpath capture: " +
-          (wildcards ++ continuations).flatMap(_._2).map(_._1.mkString("/"))
-      )
-    }else{
-      DispatchTrie[T](
-        current = terminals.headOption.map(x => x._2 -> x._3),
-        children = continuations.map{ case (k, vs) => (k, construct(index + 1, vs))}.toMap
+        s"Routes overlap with subpath capture: $renderTerminals, $renderContinuations"
       )
     }
   }
+
+  def renderPath(p: collection.Seq[String]) = " /" + p.mkString("/")
 }
 
 /**
@@ -72,4 +111,9 @@ case class DispatchTrie[T](current: Option[(T, Boolean)],
 
     }
   }
+
+  def map[V](f: T => V): DispatchTrie[V] = DispatchTrie(
+    current.map{case (t, v) => (f(t), v)},
+    children.map { case (k, v) => (k, v.map(f))}
+  )
 }
diff --git a/cask/src/cask/main/Main.scala b/cask/src/cask/main/Main.scala
index 6019196262..597a73993c 100644
--- a/cask/src/cask/main/Main.scala
+++ b/cask/src/cask/main/Main.scala
@@ -154,12 +154,12 @@ object Main{
     }
 
     val dispatchInputs = flattenedRoutes.groupBy(_._1).map { case (segments, values) =>
-      val methodMap = values.map(_._2).flatten.toMap
+      val methodMap = values.map(_._2).flatten
       val hasSubpath = values.map(_._3).contains(true)
       (segments, methodMap, hasSubpath)
     }.toSeq
 
-    DispatchTrie.construct(0, dispatchInputs)
+    DispatchTrie.construct(0, dispatchInputs)(_.map(_._1)).map(_.toMap)
   }
 
   def writeResponse(exchange: HttpServerExchange, response: Response.Raw) = {
diff --git a/cask/test/src/test/cask/DispatchTrieTests.scala b/cask/test/src/test/cask/DispatchTrieTests.scala
index 77e0369607..1da0df3286 100644
--- a/cask/test/src/test/cask/DispatchTrieTests.scala
+++ b/cask/test/src/test/cask/DispatchTrieTests.scala
@@ -8,7 +8,7 @@ object DispatchTrieTests extends TestSuite {
     "hello" - {
       val x = DispatchTrie.construct(0,
         Seq((Vector("hello"), 1, false))
-      )
+      )(Seq(_))
 
       assert(
         x.lookup(List("hello"), Map()) == Some((1, Map(), Nil)),
@@ -22,7 +22,7 @@ object DispatchTrieTests extends TestSuite {
           (Vector("hello", "world"), 1, false),
           (Vector("hello", "cow"), 2, false)
         )
-      )
+      )(Seq(_))
       assert(
         x.lookup(List("hello", "world"), Map()) == Some((1, Map(), Nil)),
         x.lookup(List("hello", "cow"), Map()) == Some((2, Map(), Nil)),
@@ -34,7 +34,7 @@ object DispatchTrieTests extends TestSuite {
     "bindings" - {
       val x = DispatchTrie.construct(0,
         Seq((Vector(":hello", ":world"), 1, false))
-      )
+      )(Seq(_))
       assert(
         x.lookup(List("hello", "world"), Map()) == Some((1, Map("hello" -> "hello", "world" -> "world"), Nil)),
         x.lookup(List("world", "hello"), Map()) == Some((1, Map("hello" -> "world", "world" -> "hello"), Nil)),
@@ -47,7 +47,7 @@ object DispatchTrieTests extends TestSuite {
     "path" - {
       val x = DispatchTrie.construct(0,
         Seq((Vector("hello"), 1, true))
-      )
+      )(Seq(_))
 
       assert(
         x.lookup(List("hello", "world"), Map()) ==  Some((1,Map(), Seq("world"))),
@@ -58,44 +58,113 @@ object DispatchTrieTests extends TestSuite {
     }
 
     "errors" - {
-      intercept[Exception]{
+      test - {
         DispatchTrie.construct(0,
           Seq(
             (Vector("hello", ":world"), 1, false),
             (Vector("hello", "world"),  2, false)
           )
+        )(Seq(_))
+
+        val ex = intercept[Exception]{
+          DispatchTrie.construct(0,
+            Seq(
+              (Vector("hello", ":world"), 1, false),
+              (Vector("hello", "world"),  1, false)
+            )
+          )(Seq(_))
+        }
+
+        assert(
+          ex.getMessage ==
+          "Routes overlap with wildcards: 1 /hello/:world, 1 /hello/world"
         )
       }
-      intercept[Exception]{
+      test - {
         DispatchTrie.construct(0,
           Seq(
             (Vector("hello", ":world"), 1, false),
             (Vector("hello", "world", "omg"), 2, false)
           )
+        )(Seq(_))
+
+        val ex = intercept[Exception]{
+          DispatchTrie.construct(0,
+            Seq(
+              (Vector("hello", ":world"), 1, false),
+              (Vector("hello", "world", "omg"), 1, false)
+            )
+          )(Seq(_))
+        }
+
+        assert(
+          ex.getMessage ==
+          "Routes overlap with wildcards: 1 /hello/:world, 1 /hello/world/omg"
         )
       }
-      intercept[Exception]{
+      test - {
         DispatchTrie.construct(0,
           Seq(
             (Vector("hello"), 1, true),
             (Vector("hello", "cow", "omg"), 2, false)
           )
+        )(Seq(_))
+
+        val ex = intercept[Exception]{
+          DispatchTrie.construct(0,
+            Seq(
+              (Vector("hello"), 1, true),
+              (Vector("hello", "cow", "omg"), 1, false)
+            )
+          )(Seq(_))
+        }
+
+        assert(
+          ex.getMessage ==
+          "Routes overlap with subpath capture: 1 /hello, 1 /hello/cow/omg"
         )
       }
-      intercept[Exception]{
+      test - {
         DispatchTrie.construct(0,
           Seq(
             (Vector("hello", ":world"), 1, false),
             (Vector("hello", ":cow"), 2, false)
           )
+        )(Seq(_))
+
+        val ex = intercept[Exception]{
+          DispatchTrie.construct(0,
+            Seq(
+              (Vector("hello", ":world"), 1, false),
+              (Vector("hello", ":cow"), 1, false)
+            )
+          )(Seq(_))
+        }
+
+        assert(
+          ex.getMessage ==
+          "Routes overlap with wildcards: 1 /hello/:world, 1 /hello/:cow"
         )
       }
-      intercept[Exception]{
+      test - {
         DispatchTrie.construct(0,
           Seq(
             (Vector("hello", "world"), 1, false),
             (Vector("hello", "world"), 2, false)
           )
+        )(Seq(_))
+
+        val ex = intercept[Exception]{
+          DispatchTrie.construct(0,
+            Seq(
+              (Vector("hello", "world"), 1, false),
+              (Vector("hello", "world"), 1, false)
+            )
+          )(Seq(_))
+        }
+        assert(
+          ex.getMessage ==
+          "More than one endpoint has the same path: 1 /hello/world, 1 /hello/world"
         )
       }
     }
diff --git a/example/variableRoutes/app/src/VariableRoutes.scala b/example/variableRoutes/app/src/VariableRoutes.scala
index a1c8a4fef5..c9e55bf08d 100644
--- a/example/variableRoutes/app/src/VariableRoutes.scala
+++ b/example/variableRoutes/app/src/VariableRoutes.scala
@@ -15,5 +15,10 @@ object VariableRoutes extends cask.MainRoutes{
     s"Subpath ${request.remainingPathSegments}"
   }
 
+  @cask.post("/path", subpath = true)
+  def postShowSubpath(request: cask.Request) = {
+    s"POST Subpath ${request.remainingPathSegments}"
+  }
+
   initialize()
 }
diff --git a/example/variableRoutes/app/test/src/ExampleTests.scala b/example/variableRoutes/app/test/src/ExampleTests.scala
index 78bf991668..c818ee8126 100644
--- a/example/variableRoutes/app/test/src/ExampleTests.scala
+++ b/example/variableRoutes/app/test/src/ExampleTests.scala
@@ -46,6 +46,9 @@ object ExampleTests extends TestSuite{
 
       requests.get(s"$host/path/one/two/three").text() ==>
         "Subpath List(one, two, three)"
+
+      requests.post(s"$host/path/one/two/three").text() ==>
+        "POST Subpath List(one, two, three)"
     }
 
   }