diff --git a/plugin/http/Error.lua b/plugin/http/Error.lua
index ed85fc674..f9e46b38e 100644
--- a/plugin/http/Error.lua
+++ b/plugin/http/Error.lua
@@ -3,12 +3,12 @@ Error.__index = Error
 
 Error.Kind = {
 	HttpNotEnabled = {
-		message = "Rojo requires HTTP access, which is not enabled.\n" ..
-			"Check your game settings, located in the 'Home' tab of Studio.",
+		message = "Rojo requires HTTP access, which is not enabled.\n"
+			.. "Check your game settings, located in the 'Home' tab of Studio.",
 	},
 	ConnectFailed = {
-		message = "Couldn't connect to the Rojo server.\n" ..
-			"Make sure the server is running — use 'rojo serve' to run it!",
+		message = "Couldn't connect to the Rojo server.\n"
+			.. "Make sure the server is running — use 'rojo serve' to run it!",
 	},
 	Timeout = {
 		message = "HTTP request timed out.",
@@ -63,4 +63,13 @@ function Error.fromRobloxErrorString(message)
 	return Error.new(Error.Kind.Unknown, message)
 end
 
+function Error.fromResponse(response)
+	local lower = (response.body or ""):lower()
+	if response.code == 408 or response.code == 504 or lower:find("timed? ?out") then
+		return Error.new(Error.Kind.Timeout)
+	end
+
+	return Error.new(Error.Kind.Unknown, string.format("%s: %s", tostring(response.code), tostring(response.body)))
+end
+
 return Error
diff --git a/plugin/http/init.lua b/plugin/http/init.lua
index 686130ef6..cac0ebc4a 100644
--- a/plugin/http/init.lua
+++ b/plugin/http/init.lua
@@ -30,8 +30,13 @@ local function performRequest(requestParams)
 			end)
 
 			if success then
-				Log.trace("Request {} success, status code {}", requestId, response.StatusCode)
-				resolve(HttpResponse.fromRobloxResponse(response))
+				Log.trace("Request {} success, response {:#?}", requestId, response)
+				local httpResponse = HttpResponse.fromRobloxResponse(response)
+				if httpResponse:isSuccess() then
+					resolve(httpResponse)
+				else
+					reject(HttpError.fromResponse(httpResponse))
+				end
 			else
 				Log.trace("Request {} failure: {:?}", requestId, response)
 				reject(HttpError.fromRobloxErrorString(response))
@@ -63,4 +68,4 @@ function Http.jsonDecode(source)
 	return HttpService:JSONDecode(source)
 end
 
-return Http
\ No newline at end of file
+return Http