Kerberoasting

Cross-platform resources for Kerberoasting: curated HTB machines, PortSwigger labs and TryHackMe rooms with validated writeups and related skills.

This page aggregates cross-platform resources to practice Kerberoasting: retired Hack The Box machines, PortSwigger Web Security Academy labs and TryHackMe rooms, plus curated resources (HackTricks, PortSwigger, etc.) and related skills.

Coverage: 7 challenges across 2 platforms — 5 HackTheBox · 2 TryHackMe. 5 with a Spanish writeup, 5 with a video writeup.

Where to start

Ordered by actual difficulty. At the same level: isolated lab first, then the guided room, and the full machine last.

1. TryHackMe — Corp (Easy · ~45 min) · 🇬🇧
2. TryHackMe — Post-Exploitation Basics (Easy · ~45 min) · 🇬🇧
3. HackTheBox — Active (Fácil) · 🇪🇸 🇬🇧 📹
4. HackTheBox — Cascade (Medio) · 🇪🇸 🇬🇧 📹
5. HackTheBox — Scrambled (Medio) · 🇪🇸 🇬🇧 📹
6. HackTheBox — Search (Difícil) · 🇪🇸 🇬🇧 📹

Curated resources

Source	Link
HackTricks	https://book.hacktricks.wiki/en/windows-hardening/active-directory-methodology/kerberoast.html

HTB machines practicing Kerberoasting (5)

Machine	OS	Difficulty	Writeup
Active	Windows	EASY	🇪🇸 🇬🇧 📹
Cascade	Windows	MEDIUM	🇪🇸 🇬🇧 📹
Scrambled	Windows	MEDIUM	🇪🇸 🇬🇧 📹
Search	Windows	HARD	🇪🇸 🇬🇧 📹
Sizzle	Windows	INSANE	🇪🇸 🇬🇧 📹

TryHackMe rooms practicing Kerberoasting (2)

Room	Difficulty	Type	Access	Official
Corp	EASY	Walkthrough	🔵 VIP	Open
Post-Exploitation Basics	EASY	Walkthrough	🟢 Free	Open

Related skills

• /en/skills/asreproast
• /en/skills/dcsync
• /en/skills/active-directory
• /en/skills/bloodhound

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Last updated: 2026-08-13