diff --git a/osu.Game.Tests/Beatmaps/Formats/LegacyBeatmapDecoderTest.cs b/osu.Game.Tests/Beatmaps/Formats/LegacyBeatmapDecoderTest.cs
index d3c61960bb..ad203d2107 100644
--- a/osu.Game.Tests/Beatmaps/Formats/LegacyBeatmapDecoderTest.cs
+++ b/osu.Game.Tests/Beatmaps/Formats/LegacyBeatmapDecoderTest.cs
@@ -230,5 +230,23 @@ namespace osu.Game.Tests.Beatmaps.Formats
 
             SampleInfo getTestableSampleInfo(HitObject hitObject) => hitObject.SampleControlPoint.ApplyTo(new SampleInfo { Name = "hitnormal" });
         }
+
+        [Test]
+        public void TestDecodeCustomHitObjectSamples()
+        {
+            var decoder = new LegacyBeatmapDecoder { ApplyOffsets = false };
+            using (var resStream = Resource.OpenResource("custom-hitobject-samples.osu"))
+            using (var stream = new StreamReader(resStream))
+            {
+                var hitObjects = decoder.Decode(stream).HitObjects;
+
+                Assert.AreEqual("hit_1.wav", hitObjects[0].Samples[0].LookupNames.First());
+                Assert.AreEqual("hit_2.wav", hitObjects[1].Samples[0].LookupNames.First());
+                Assert.AreEqual("hitnormal2", getTestableSampleInfo(hitObjects[2]).Name);
+                Assert.AreEqual("hit_1.wav", hitObjects[3].Samples[0].LookupNames.First());
+            }
+
+            SampleInfo getTestableSampleInfo(HitObject hitObject) => hitObject.SampleControlPoint.ApplyTo(new SampleInfo { Name = "hitnormal" });
+        }
     }
 }
diff --git a/osu.Game.Tests/Resources/custom-hitobject-samples.osu b/osu.Game.Tests/Resources/custom-hitobject-samples.osu
new file mode 100644
index 0000000000..588672e2d9
--- /dev/null
+++ b/osu.Game.Tests/Resources/custom-hitobject-samples.osu
@@ -0,0 +1,16 @@
+osu file format v14
+
+[General]
+SampleSet: Normal
+
+[TimingPoints]
+2170,468.75,4,1,0,40,1,0
+2638,-100,4,1,1,40,0,0
+3107,-100,4,1,2,40,0,0
+3576,-100,4,1,0,40,0,0
+
+[HitObjects]
+255,193,2170,1,0,0:0:0:0:hit_1.wav
+256,191,2638,5,0,0:0:0:0:hit_2.wav
+255,193,3107,1,0,0:0:0:0:
+256,191,3576,1,0,0:0:0:0:hit_1.wav
diff --git a/osu.Game/Audio/SampleInfo.cs b/osu.Game/Audio/SampleInfo.cs
index 53b6e439f5..7e329ac651 100644
--- a/osu.Game/Audio/SampleInfo.cs
+++ b/osu.Game/Audio/SampleInfo.cs
@@ -2,6 +2,7 @@
 // Licensed under the MIT Licence - https://raw.githubusercontent.com/ppy/osu/master/LICENCE
 
 using System;
+using System.Collections.Generic;
 
 namespace osu.Game.Audio
 {
@@ -33,6 +34,20 @@ namespace osu.Game.Audio
         /// </summary>
         public int Volume;
 
+        /// <summary>
+        /// Retrieve all possible filenames that can be used as a source, returned in order of preference (highest first).
+        /// </summary>
+        public virtual IEnumerable<string> LookupNames
+        {
+            get
+            {
+                if (!string.IsNullOrEmpty(Namespace))
+                    yield return $"{Namespace}/{Bank}-{Name}";
+
+                yield return $"{Bank}-{Name}"; // Without namespace as a fallback even when we have a namespace
+            }
+        }
+
         public SampleInfo Clone() => (SampleInfo)MemberwiseClone();
     }
 }
diff --git a/osu.Game/Rulesets/Objects/Legacy/ConvertHitObjectParser.cs b/osu.Game/Rulesets/Objects/Legacy/ConvertHitObjectParser.cs
index 9edd0f1f34..95589d8953 100644
--- a/osu.Game/Rulesets/Objects/Legacy/ConvertHitObjectParser.cs
+++ b/osu.Game/Rulesets/Objects/Legacy/ConvertHitObjectParser.cs
@@ -6,6 +6,7 @@ using osu.Game.Rulesets.Objects.Types;
 using System;
 using System.Collections.Generic;
 using System.Globalization;
+using System.IO;
 using osu.Game.Beatmaps.Formats;
 using osu.Game.Audio;
 using System.Linq;
@@ -196,9 +197,6 @@ namespace osu.Game.Rulesets.Objects.Legacy
             var bank = (LegacyBeatmapDecoder.LegacySampleBank)Convert.ToInt32(split[0]);
             var addbank = (LegacyBeatmapDecoder.LegacySampleBank)Convert.ToInt32(split[1]);
 
-            // Let's not implement this for now, because this doesn't fit nicely into the bank structure
-            //string sampleFile = split2.Length > 4 ? split2[4] : string.Empty;
-
             string stringBank = bank.ToString().ToLower();
             if (stringBank == @"none")
                 stringBank = null;
@@ -211,6 +209,8 @@ namespace osu.Game.Rulesets.Objects.Legacy
 
             if (split.Length > 3)
                 bankInfo.Volume = int.Parse(split[3]);
+
+            bankInfo.Filename = split.Length > 4 ? split[4] : null;
         }
 
         /// <summary>
@@ -252,6 +252,10 @@ namespace osu.Game.Rulesets.Objects.Legacy
 
         private List<SampleInfo> convertSoundType(LegacySoundType type, SampleBankInfo bankInfo)
         {
+            // Todo: This should return the normal SampleInfos if the specified sample file isn't found, but that's a pretty edge-case scenario
+            if (!string.IsNullOrEmpty(bankInfo.Filename))
+                return new List<SampleInfo> { new FileSampleInfo { Filename = bankInfo.Filename } };
+
             var soundTypes = new List<SampleInfo>
             {
                 new SampleInfo
@@ -297,14 +301,24 @@ namespace osu.Game.Rulesets.Objects.Legacy
 
         private class SampleBankInfo
         {
+            public string Filename;
+
             public string Normal;
             public string Add;
             public int Volume;
 
-            public SampleBankInfo Clone()
+            public SampleBankInfo Clone() => (SampleBankInfo)MemberwiseClone();
+        }
+
+        private class FileSampleInfo : SampleInfo
+        {
+            public string Filename;
+
+            public override IEnumerable<string> LookupNames => new[]
             {
-                return (SampleBankInfo)MemberwiseClone();
-            }
+                Filename,
+                Path.ChangeExtension(Filename, null)
+            };
         }
 
         [Flags]
diff --git a/osu.Game/Skinning/SkinnableSound.cs b/osu.Game/Skinning/SkinnableSound.cs
index 1a11b0c03e..2fc9cff463 100644
--- a/osu.Game/Skinning/SkinnableSound.cs
+++ b/osu.Game/Skinning/SkinnableSound.cs
@@ -44,19 +44,17 @@ namespace osu.Game.Skinning
 
         private SampleChannel loadChannel(SampleInfo info, Func<string, SampleChannel> getSampleFunction)
         {
-            SampleChannel ch = null;
+            foreach (var lookup in info.LookupNames)
+            {
+                var ch = getSampleFunction($"Gameplay/{lookup}");
+                if (ch == null)
+                    continue;
 
-            if (info.Namespace != null)
-                ch = getSampleFunction($"Gameplay/{info.Namespace}/{info.Bank}-{info.Name}");
-
-            // try without namespace as a fallback.
-            if (ch == null)
-                ch = getSampleFunction($"Gameplay/{info.Bank}-{info.Name}");
-
-            if (ch != null)
                 ch.Volume.Value = info.Volume / 100.0;
+                return ch;
+            }
 
-            return ch;
+            return null;
         }
     }
 }