diff --git a/modules/setting/webhook.go b/modules/setting/webhook.go
index 34cf8a62d..a14ad949f 100644
--- a/modules/setting/webhook.go
+++ b/modules/setting/webhook.go
@@ -6,6 +6,7 @@ package setting
 
 import (
 	"net/url"
+	"strings"
 
 	"code.gitea.io/gitea/modules/log"
 )
@@ -13,14 +14,18 @@ import (
 var (
 	// Webhook settings
 	Webhook = struct {
-		QueueLength    int
-		DeliverTimeout int
-		SkipTLSVerify  bool
-		Types          []string
-		PagingNum      int
-		ProxyURL       string
-		ProxyURLFixed  *url.URL
-		ProxyHosts     []string
+		QueueLength      int
+		DeliverTimeout   int
+		SkipTLSVerify    bool
+		Types            []string
+		PagingNum        int
+		ProxyURL         string
+		ProxyURLFixed    *url.URL
+		ProxyHosts       []string
+		Socks5Proxy      string
+		Socks5UserName   string
+		Socks5Password   string
+		Socks5ProxyHosts []string
 	}{
 		QueueLength:    1000,
 		DeliverTimeout: 5,
@@ -39,6 +44,10 @@ func newWebhookService() {
 	Webhook.Types = []string{"gitea", "gogs", "slack", "discord", "dingtalk", "telegram", "msteams", "feishu", "matrix"}
 	Webhook.PagingNum = sec.Key("PAGING_NUM").MustInt(10)
 	Webhook.ProxyURL = sec.Key("PROXY_URL").MustString("")
+	Webhook.Socks5Proxy = sec.Key("SOCKS5_PROXY_URL").MustString("")
+	Webhook.Socks5UserName = sec.Key("SOCKS5_USER_NAME").MustString("")
+	Webhook.Socks5Password = sec.Key("SOCKS5_PASSWORD").MustString("")
+	Webhook.Socks5ProxyHosts = strings.Split(sec.Key("SOCKS5_PROXY_HOST").MustString(""), ";")
 	if Webhook.ProxyURL != "" {
 		var err error
 		Webhook.ProxyURLFixed, err = url.Parse(Webhook.ProxyURL)
diff --git a/modules/webhook/deliver.go b/modules/webhook/deliver.go
index 7b0c65173..8348e8641 100644
--- a/modules/webhook/deliver.go
+++ b/modules/webhook/deliver.go
@@ -16,6 +16,8 @@ import (
 	"sync"
 	"time"
 
+	"golang.org/x/net/proxy"
+
 	"code.gitea.io/gitea/models"
 	"code.gitea.io/gitea/modules/graceful"
 	"code.gitea.io/gitea/modules/log"
@@ -137,8 +139,10 @@ func Deliver(t *models.HookTask) error {
 			return
 		}
 	}()
+	match := isSocks5ProxyUrlMatch(req)
+
+	resp, err := makeReq(req, match)
 
-	resp, err := webhookHTTPClient.Do(req)
 	if err != nil {
 		t.ResponseInfo.Body = fmt.Sprintf("Delivery: %v", err)
 		return err
@@ -161,6 +165,23 @@ func Deliver(t *models.HookTask) error {
 	return nil
 }
 
+func makeReq(req *http.Request, proxyMatch bool) (*http.Response, error) {
+	if proxyMatch {
+		return webhookSocks5PoxyHTTPClient.Do(req)
+	}
+	return webhookHTTPClient.Do(req)
+}
+
+func isSocks5ProxyUrlMatch(req *http.Request) bool {
+
+	for _, v := range socks5HostMatchers {
+		if v.Match(req.URL.Host) {
+			return true
+		}
+	}
+	return false
+}
+
 // DeliverHooks checks and delivers undelivered hooks.
 // FIXME: graceful: This would likely benefit from either a worker pool with dummy queue
 // or a full queue. Then more hooks could be sent at same time.
@@ -225,9 +246,11 @@ func DeliverHooks(ctx context.Context) {
 }
 
 var (
-	webhookHTTPClient *http.Client
-	once              sync.Once
-	hostMatchers      []glob.Glob
+	webhookHTTPClient           *http.Client
+	once                        sync.Once
+	hostMatchers                []glob.Glob
+	webhookSocks5PoxyHTTPClient *http.Client
+	socks5HostMatchers          []glob.Glob
 )
 
 func webhookProxy() func(req *http.Request) (*url.URL, error) {
@@ -274,5 +297,31 @@ func InitDeliverHooks() {
 		},
 	}
 
+	if setting.Webhook.Socks5Proxy != "" {
+		auth := proxy.Auth{
+			User:     setting.Webhook.Socks5UserName,
+			Password: setting.Webhook.Socks5Password,
+		}
+
+		dialSocksProxy, err := proxy.SOCKS5("tcp", setting.Webhook.Socks5Proxy, &auth, proxy.Direct)
+		if err != nil {
+			fmt.Println("Error connecting to proxy:", err)
+		}
+		tr := &http.Transport{Dial: dialSocksProxy.Dial}
+
+		webhookSocks5PoxyHTTPClient = &http.Client{
+			Transport: tr,
+		}
+
+		for _, h := range setting.Webhook.Socks5ProxyHosts {
+			if g, err := glob.Compile(h); err == nil {
+				socks5HostMatchers = append(socks5HostMatchers, g)
+			} else {
+				log.Error("glob.Compile %s failed: %v", h, err)
+			}
+		}
+
+	}
+
 	go graceful.GetManager().RunWithShutdownContext(DeliverHooks)
 }