Shadows & Secrets: Your Ultimate Guide to Infiltrating Oblivion Remastered's Thieves Guild
Introduction
The Thieves Guild is a major faction in The Elder Scrolls IV: Oblivion Remastered, offering a unique questline centered around stealth, subterfuge, and non-lethal theft. For players interested in progressing through the criminal underworld of Cyrodiil, joining this guild is essential. This professional guide walks you through every method available to initiate contact, complete the entry trial, and officially join the Thieves Guild. Whether you're new to the game or returning for the remastered experience, this step-by-step breakdown will ensure you don't miss a detail.
Method 1: Join the Thieves Guild by Getting Arrested
One of the fastest ways to begin the Thieves Guild questline in Oblivion Remastered is by committing theft and allowing yourself to be caught. This approach triggers an encounter upon your release from prison.
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Steal any item in public and wait to be arrested.
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After serving your sentence, a guild representative will find you.
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This character introduces the Gray Fox and invites you to a secret midnight meeting in the Imperial City’s Waterfront District.
This method is straightforward and effective, especially if you're playing a character with a focus on stealth or have no objections to early-game imprisonment.
Method 2: Discover the Guild Through Posters and Beggars
If you’d prefer to avoid prison, another legitimate method is available. Travel to the Imperial City and search for a wanted poster featuring the Gray Fox. This begins a separate dialogue path that ultimately leads you to the guild.
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Find and read a Gray Fox wanted poster in the Imperial City.
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Speak to a city guard until the "Gray Fox" dialogue option becomes available.
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Visit beggars in the Waterfront District. They will guide you to the meeting location once your disposition with them is high enough.
This option is ideal for players focused on roleplaying a lawful character while still pursuing the Thieves Guild storyline.
Method 3: Start the Quest in Bravil via City-Swimmer
A more narrative-driven method begins in the southern town of Bravil. This approach allows players to gather information organically by speaking to an NPC named City-Swimmer.
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Travel to Bravil and wait near the north gate until around 10:00 a.m.
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Locate City-Swimmer, an Argonian NPC with ties to the guild.
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Initiate conversation and follow her dialogue until she references the Gray Fox and the guild.
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She will point you to the same Waterfront District meeting spot in the Imperial City.
This route provides more world-building and is well-suited for players who enjoy immersive interactions.
Locating the Secret Meeting Spot
No matter which method you choose, all roads lead to the secret meeting in the Garden of Dareloth.
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Go to the Imperial City’s Waterfront District.
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Locate the Garden of Dareloth, which is tucked behind a row of homes on the eastern side.
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Visit the area at midnight for the recruitment meeting.
During the meeting, Armand Christophe will greet potential recruits and present the guild's trial. This marks the beginning of the official initiation quest: "May the Best Thief Win."
Completing “May the Best Thief Win” – The Trial
To gain official membership, you’ll compete with two other candidates in a test of skill. The objective is to steal the diary of Aengius Alecius without killing him.
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Follow the quest marker to the Temple District in the Imperial City.
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Locate Alecius’s home and pick the lock (difficulty is low).
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Enter stealth mode and search the desk upstairs to find the diary.
Tip: If another recruit reaches it first, you can track them down and retrieve the diary stealthily from their home in the Waterfront District.
Once you obtain the diary, return to the Garden of Dareloth at midnight and speak with Armand Christophe.
Joining the Thieves Guild
If you present the diary first, you are welcomed into the Thieves Guild immediately.
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Armand Christophe will confirm your success and grant you the first guild rank: Pickpocket.
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From here, new questlines and exclusive benefits are unlocked, including fences for stolen goods and unique Thieves Guild gear.
Joining the guild marks the start of a multi-layered storyline involving stealth missions, moral choices, and the mysterious Gray Fox.
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