diff --git a/packages/rest/src/manager.ts b/packages/rest/src/manager.ts
index 290e58bf9..7b5c4aadb 100644
--- a/packages/rest/src/manager.ts
+++ b/packages/rest/src/manager.ts
@@ -64,6 +64,7 @@ import {
   camelize,
   delay,
   getBotIdFromToken,
+  hasProperty,
   logger,
   processReactionString,
   urlToBase64,
@@ -453,7 +454,9 @@ export function createRestManager(options: CreateRestManagerOptions): RestManage
         rest.logger.debug(`Request to ${url} failed.`)
 
         if (response.status !== HttpResponseCode.TooManyRequests) {
-          options.reject({ ok: false, status: response.status, body: await response.text() })
+          const body = response.headers.get('Content-Type') === 'application/json' ? ((await response.json()) as object) : await response.text()
+
+          options.reject({ ok: false, status: response.status, statusText: response.statusText, body })
           return
         }
 
@@ -468,6 +471,7 @@ export function createRestManager(options: CreateRestManagerOptions): RestManage
           options.reject({
             ok: false,
             status: response.status,
+            statusText: response.statusText,
             error: 'The request was rate limited and it maxed out the retries limit.',
           })
 
@@ -545,7 +549,6 @@ export function createRestManager(options: CreateRestManagerOptions): RestManage
     async makeRequest(method, route, options) {
       // This error needs to be created here because of how stack traces get calculated
       const error = new Error()
-      error.message = 'Failed to send request to discord.'
 
       if (rest.isProxied) {
         if (rest.authorization) {
@@ -584,6 +587,42 @@ export function createRestManager(options: CreateRestManagerOptions): RestManage
             resolve(data.status !== 204 ? JSON.parse(data.body ?? '{}') : undefined)
           },
           reject: (reason) => {
+            let errorText: string
+
+            switch (reason.status) {
+              case 400:
+                errorText = "The options was improperly formatted, or the server couldn't understand it."
+                break
+              case 401:
+                errorText = 'The Authorization header was missing or invalid.'
+                break
+              case 403:
+                errorText = 'The Authorization token you passed did not have permission to the resource.'
+                break
+              case 404:
+                errorText = "The resource at the location specified doesn't exist."
+                break
+              case 405:
+                errorText = 'The HTTP method used is not valid for the location specified.'
+                break
+              case 429:
+                errorText = "You're being ratelimited."
+                break
+              case 502:
+                errorText = 'There was not a gateway available to process your options. Wait a bit and retry.'
+                break
+              default:
+                errorText = reason.statusText ?? 'Unknown error'
+            }
+
+            error.message = `[${reason.status}] ${errorText}`
+
+            // If discord sent us JSON, it is probably going to be an error message from which we can get and add some information about the error to the error message, the full body will be in the error.cause
+            // https://discord.com/developers/docs/reference#error-messages
+            if (typeof reason.body === 'object' && hasProperty(reason.body, 'code') && hasProperty(reason.body, 'message')) {
+              error.message += `\nDiscord error: [${reason.body.code}] ${reason.body.message}`
+            }
+
             error.cause = reason
             reject(error)
           },
diff --git a/packages/rest/src/types.ts b/packages/rest/src/types.ts
index 3992ee9ea..b73e6ae12 100644
--- a/packages/rest/src/types.ts
+++ b/packages/rest/src/types.ts
@@ -3219,6 +3219,9 @@ export interface RestRequestResponse {
 export interface RestRequestRejection {
   ok: boolean
   status: number
-  body?: string
+  /** The HTTP 1.1 status code text */
+  statusText?: string
+  /** The returned body parsed if it was JSON, otherwise it will be the raw body as a string */
+  body?: string | object
   error?: string
 }