diff --git a/src/logger.ts b/src/logger.ts
index a4ffbeb..ed4828d 100644
--- a/src/logger.ts
+++ b/src/logger.ts
@@ -1,28 +1,196 @@
-import pino from "pino";
+import fs from "node:fs";
+import path from "node:path";
+import winston from "winston";
 
 const isDev = process.env.NODE_ENV !== "production";
+const logLevel = process.env.LOG_LEVEL || (isDev ? "debug" : "info");
+const logsDir = path.resolve(process.cwd(), "logs");
 
-export const logger = pino({
-  level: process.env.LOG_LEVEL || (isDev ? "debug" : "info"),
-  serializers: {
-    error: pino.stdSerializers.err,
-    err: pino.stdSerializers.err,
-    reason: (value) =>
-      value instanceof Error ? pino.stdSerializers.err(value) : value,
-  },
-  transport: isDev
-    ? {
-        target: "pino-pretty",
-        options: {
-          colorize: true,
-          translateTime: "SYS:standard",
-          ignore: "pid,hostname",
-        },
-      }
-    : undefined,
-  timestamp: pino.stdTimeFunctions.isoTime,
+fs.mkdirSync(logsDir, { recursive: true });
+
+type LogMetadata = Record<string, unknown>;
+
+type SerializedError = {
+  name: string;
+  message: string;
+  stack?: string;
+  code?: unknown;
+  statusCode?: unknown;
+} & Record<string, unknown>;
+
+const serializeError = (error: Error): SerializedError => {
+  const serialized: SerializedError = {
+    name: error.name,
+    message: error.message,
+  };
+
+  if (error.stack) {
+    serialized.stack = error.stack;
+  }
+
+  const errorWithFields = error as Error & {
+    code?: unknown;
+    statusCode?: unknown;
+    [key: string]: unknown;
+  };
+
+  if (errorWithFields.code !== undefined) {
+    serialized.code = errorWithFields.code;
+  }
+
+  if (errorWithFields.statusCode !== undefined) {
+    serialized.statusCode = errorWithFields.statusCode;
+  }
+
+  for (const [key, value] of Object.entries(errorWithFields)) {
+    if (serialized[key] === undefined) {
+      serialized[key] = value;
+    }
+  }
+
+  return serialized;
+};
+
+const serializeLogValue = (value: unknown): unknown => {
+  if (value instanceof Error) {
+    return serializeError(value);
+  }
+
+  if (Array.isArray(value)) {
+    return value.map(serializeLogValue);
+  }
+
+  if (value && typeof value === "object") {
+    return Object.fromEntries(
+      Object.entries(value).map(([key, nestedValue]) => [
+        key,
+        serializeLogValue(nestedValue),
+      ]),
+    );
+  }
+
+  return value;
+};
+
+const formatLogMetadata = (metadata: LogMetadata): LogMetadata => {
+  return Object.fromEntries(
+    Object.entries(metadata).map(([key, value]) => [key, serializeLogValue(value)]),
+  );
+};
+
+const metadataFormat = winston.format((info) => {
+  const { level, message, timestamp, ...metadata } = info;
+  return {
+    level,
+    message,
+    timestamp,
+    ...formatLogMetadata(metadata),
+  };
 });
 
-export const createChildLogger = (context: string) => {
+const consoleFormat = winston.format.printf((info) => {
+  const { level, message, timestamp, context, ...metadata } = info;
+  const contextLabel = context ? ` [${String(context)}]` : "";
+  const metadataText = Object.keys(metadata).length
+    ? ` ${JSON.stringify(metadata)}`
+    : "";
+
+  return `${timestamp} ${level}${contextLabel}: ${message}${metadataText}`;
+});
+
+export interface CustomLogger {
+  error: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  warn: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  info: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  debug: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  trace: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  fatal: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  silent: (msgOrObj: any, msgOrArgs?: any, ...args: any[]) => void;
+  child(options: { context: string } & Record<string, any>): CustomLogger;
+  [key: string]: any;
+}
+
+const winstonLogger = winston.createLogger({
+  level: logLevel,
+  levels: winston.config.npm.levels,
+  format: winston.format.combine(
+    winston.format.timestamp(),
+    winston.format.errors({ stack: true }),
+    metadataFormat(),
+  ),
+  transports: [
+    new winston.transports.Console({
+      format: winston.format.combine(
+        winston.format.colorize(),
+        winston.format.timestamp(),
+        metadataFormat(),
+        consoleFormat,
+      ),
+    }),
+    new winston.transports.File({
+      filename: path.join(logsDir, "app.log"),
+      format: winston.format.json(),
+    }),
+    new winston.transports.File({
+      filename: path.join(logsDir, "error.log"),
+      level: "error",
+      format: winston.format.json(),
+    }),
+  ],
+});
+
+function wrapLogger(wLogger: winston.Logger): CustomLogger {
+  const logAtLevel = (level: string) => {
+    return (arg1: any, arg2?: any) => {
+      if (typeof arg1 === "object" && arg1 !== null) {
+        // arg1 is object, arg2 is message string
+        const msg = typeof arg2 === "string" ? arg2 : "";
+        wLogger.log(level, msg, { ...arg1 });
+      } else {
+        // arg1 is message string, arg2 is metadata (or nothing)
+        const msg = typeof arg1 === "string" ? arg1 : String(arg1);
+        const meta = typeof arg2 === "object" && arg2 !== null ? arg2 : {};
+        wLogger.log(level, msg, meta);
+      }
+    };
+  };
+
+  const wrapped: CustomLogger = {
+    error: logAtLevel("error"),
+    warn: logAtLevel("warn"),
+    info: logAtLevel("info"),
+    debug: logAtLevel("debug"),
+    trace: logAtLevel("debug"), // Map trace to debug in Winston npm levels
+    fatal: logAtLevel("error"), // Map fatal to error in Winston npm levels
+    silent: () => {},
+    child: (options: any) => {
+      const childWinston = wLogger.child(options);
+      return wrapLogger(childWinston);
+    }
+  };
+
+  // Add all winston.Logger properties/methods to custom logger to make typescript happy for standard properties
+  const proxy = new Proxy(wrapped, {
+    get(target, prop) {
+      if (prop in target) {
+        return (target as any)[prop];
+      }
+      const val = (wLogger as any)[prop];
+      if (typeof val === "function") {
+        return val.bind(wLogger);
+      }
+      return val;
+    }
+  });
+
+  return proxy;
+}
+
+export const logger: CustomLogger = wrapLogger(winstonLogger);
+
+export const createChildLogger = (context: string): CustomLogger => {
   return logger.child({ context });
 };
+
+export const serializeLogValueForTest = serializeLogValue;
+export const formatLogMetadataForTest = formatLogMetadata;
diff --git a/src/retry.ts b/src/retry.ts
index 342b0ff..b1ce7c3 100644
--- a/src/retry.ts
+++ b/src/retry.ts
@@ -1,12 +1,12 @@
 import pRetry from "p-retry";
-import type { Logger } from "pino";
+import type { CustomLogger } from "./logger.ts";
 
 export interface RetryOptions {
   retries?: number;
   minTimeout?: number;
   maxTimeout?: number;
   factor?: number;
-  logger?: Logger;
+  logger?: CustomLogger;
 }
 
 export async function retryWithBackoff<T>(