diff --git a/logging/logfile.go b/logging/logfile.go
index 2317217500..153473482f 100644
--- a/logging/logfile.go
+++ b/logging/logfile.go
@@ -4,6 +4,7 @@ import (
 	"fmt"
 	"os"
 	"path/filepath"
+	"sort"
 	"strconv"
 	"strings"
 	"sync"
@@ -107,6 +108,7 @@ func (l *LogFile) pruneFiles() error {
 		return nil
 	}
 
+	sort.Strings(matches)
 	last := len(matches) - l.MaxFiles
 	return removeFiles(matches[:last])
 }
diff --git a/logging/logfile_test.go b/logging/logfile_test.go
index 115f1bcff4..d56e4d42c0 100644
--- a/logging/logfile_test.go
+++ b/logging/logfile_test.go
@@ -2,135 +2,122 @@ package logging
 
 import (
 	"io/ioutil"
+	"os"
 	"path/filepath"
+	"sort"
 	"testing"
 	"time"
 
+	"github.com/stretchr/testify/require"
+
 	"github.com/hashicorp/consul/sdk/testutil"
 )
 
-const (
-	testFileName = "Consul.log"
-	testDuration = 50 * time.Millisecond
-	testBytes    = 10
-)
-
-func TestLogFile_timeRotation(t *testing.T) {
-	tempDir := testutil.TempDir(t, "LogWriterTime")
+func TestLogFile_Rotation_MaxDuration(t *testing.T) {
+	tempDir := testutil.TempDir(t, "")
 	logFile := LogFile{
-		fileName: testFileName,
+		fileName: "consul.log",
 		logPath:  tempDir,
-		duration: testDuration,
+		duration: 50 * time.Millisecond,
 	}
+
 	logFile.Write([]byte("Hello World"))
-	time.Sleep(3 * testDuration)
+	time.Sleep(3 * logFile.duration)
 	logFile.Write([]byte("Second File"))
-	want := 2
-	if got, _ := ioutil.ReadDir(tempDir); len(got) != want {
-		t.Errorf("Expected %d files, got %v file(s)", want, len(got))
-	}
+	require.Len(t, listDir(t, tempDir), 2)
 }
 
 func TestLogFile_openNew(t *testing.T) {
-	tempDir := testutil.TempDir(t, "LogWriterOpen")
-	logFile := LogFile{fileName: testFileName, logPath: tempDir, duration: testDuration}
-	if err := logFile.openNew(); err != nil {
-		t.Errorf("Expected open file %s, got an error (%s)", testFileName, err)
+	logFile := LogFile{
+		fileName: "consul.log",
+		logPath:  testutil.TempDir(t, ""),
+		duration: defaultRotateDuration,
 	}
+	err := logFile.openNew()
+	require.NoError(t, err)
 
-	if _, err := ioutil.ReadFile(logFile.FileInfo.Name()); err != nil {
-		t.Errorf("Expected readable file %s, got an error (%s)", logFile.FileInfo.Name(), err)
-	}
+	msg := "[INFO] Something"
+	_, err = logFile.Write([]byte(msg))
+	require.NoError(t, err)
+
+	content, err := ioutil.ReadFile(logFile.FileInfo.Name())
+	require.NoError(t, err)
+	require.Contains(t, string(content), msg)
 }
 
-func TestLogFile_byteRotation(t *testing.T) {
+func TestLogFile_Rotation_MaxBytes(t *testing.T) {
 	tempDir := testutil.TempDir(t, "LogWriterBytes")
 	logFile := LogFile{
-		fileName: testFileName,
+		fileName: "somefile.log",
 		logPath:  tempDir,
-		MaxBytes: testBytes,
-		duration: 24 * time.Hour,
+		MaxBytes: 10,
+		duration: defaultRotateDuration,
 	}
 	logFile.Write([]byte("Hello World"))
 	logFile.Write([]byte("Second File"))
-	want := 2
-	tempFiles, _ := ioutil.ReadDir(tempDir)
-	if got := tempFiles; len(got) != want {
-		t.Errorf("Expected %d files, got %v file(s)", want, len(got))
-	}
+	require.Len(t, listDir(t, tempDir), 2)
 }
 
-func TestLogFile_deleteArchives(t *testing.T) {
-	tempDir := testutil.TempDir(t, "LogWriteDeleteArchives")
+func TestLogFile_PruneFiles(t *testing.T) {
+	tempDir := testutil.TempDir(t, t.Name())
 	logFile := LogFile{
-		fileName: testFileName,
+		fileName: "consul.log",
 		logPath:  tempDir,
-		MaxBytes: testBytes,
-		duration: 24 * time.Hour,
+		MaxBytes: 10,
+		duration: defaultRotateDuration,
 		MaxFiles: 1,
 	}
 	logFile.Write([]byte("[INFO] Hello World"))
 	logFile.Write([]byte("[INFO] Second File"))
 	logFile.Write([]byte("[INFO] Third File"))
-	want := 2
-	tempFiles, _ := ioutil.ReadDir(tempDir)
-	if got := tempFiles; len(got) != want {
-		t.Errorf("Expected %d files, got %v file(s)", want, len(got))
-		return
-	}
-	for _, tempFile := range tempFiles {
-		var bytes []byte
-		var err error
-		path := filepath.Join(tempDir, tempFile.Name())
-		if bytes, err = ioutil.ReadFile(path); err != nil {
-			t.Errorf(err.Error())
-			return
-		}
-		contents := string(bytes)
 
-		if contents == "[INFO] Hello World" {
-			t.Errorf("Should have deleted the eldest log file")
-			return
-		}
-	}
+	logFiles := listDir(t, tempDir)
+	sort.Strings(logFiles)
+	require.Len(t, logFiles, 2)
+
+	content, err := ioutil.ReadFile(filepath.Join(tempDir, logFiles[0]))
+	require.NoError(t, err)
+	require.Contains(t, string(content), "Second File")
+
+	content, err = ioutil.ReadFile(filepath.Join(tempDir, logFiles[1]))
+	require.NoError(t, err)
+	require.Contains(t, string(content), "Third File")
 }
 
-func TestLogFile_deleteArchivesDisabled(t *testing.T) {
+func TestLogFile_PruneFiles_Disabled(t *testing.T) {
 	tempDir := testutil.TempDir(t, t.Name())
 	logFile := LogFile{
-		fileName: testFileName,
+		fileName: "somename.log",
 		logPath:  tempDir,
-		MaxBytes: testBytes,
-		duration: 24 * time.Hour,
+		MaxBytes: 10,
+		duration: defaultRotateDuration,
 		MaxFiles: 0,
 	}
 	logFile.Write([]byte("[INFO] Hello World"))
 	logFile.Write([]byte("[INFO] Second File"))
 	logFile.Write([]byte("[INFO] Third File"))
-	want := 3
-	tempFiles, _ := ioutil.ReadDir(tempDir)
-	if got := tempFiles; len(got) != want {
-		t.Errorf("Expected %d files, got %v file(s)", want, len(got))
-		return
-	}
+	require.Len(t, listDir(t, tempDir), 3)
 }
 
-func TestLogFile_rotationDisabled(t *testing.T) {
+func TestLogFile_FileRotation_Disabled(t *testing.T) {
 	tempDir := testutil.TempDir(t, t.Name())
 	logFile := LogFile{
-		fileName: testFileName,
+		fileName: "consul.log",
 		logPath:  tempDir,
-		MaxBytes: testBytes,
-		duration: 24 * time.Hour,
+		MaxBytes: 10,
 		MaxFiles: -1,
 	}
 	logFile.Write([]byte("[INFO] Hello World"))
 	logFile.Write([]byte("[INFO] Second File"))
 	logFile.Write([]byte("[INFO] Third File"))
-	want := 1
-	tempFiles, _ := ioutil.ReadDir(tempDir)
-	if got := tempFiles; len(got) != want {
-		t.Errorf("Expected %d files, got %v file(s)", want, len(got))
-		return
-	}
+	require.Len(t, listDir(t, tempDir), 1)
+}
+
+func listDir(t *testing.T, name string) []string {
+	t.Helper()
+	fh, err := os.Open(name)
+	require.NoError(t, err)
+	files, err := fh.Readdirnames(100)
+	require.NoError(t, err)
+	return files
 }