Hack The Box Special Season: Aero

Hack The Box: Layover Walkthrough

Author
Dulanjana Fernando
Sep 28, 2026  •  2 min read  •  9 views
Hack The Box: Layover Walkthrough

Layover is a Medium difficulty HackTheBox machine that is part of Season 12.

1. Initial Access & Internal Network Enumeration

1.1 Remote Desktop Access

Since I had the initial access credentials, I used xfreerdp3 to RDP into the target machine as the user contractor. I will refer to this machine as airside-ws01.

1.2 Network Interface & Subnet Discovery

Since the user contractor has unrestricted administrator access to this machine, the first step was to map the resources that this machine has access to.

2. Traffic Sniffing & Credential Harvesting

3. Web Exploitation & Foothold

4. SSH Pivot & User Flag

5. Privilege Escalation & Root Flag

Writeup Pending Retirement

This machine is currently active, so the full walkthrough is temporarily unavailable. The complete writeup will be published once the machine is officially retired.

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Tags:
Special Season: Aero Season 12

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