East of the Brandywine?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No

In the shire?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes

North of the East Road?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.

Is it an inn/pub?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No

Is it a well known place?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.

Hmm... time for a name, Michel Delving?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No

A hobbit hole?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No
A hobbit hole? - No

Is it west of Bagend?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No
A hobbit hole? - No
Is it west of Bag End? - Yes

The tower hills?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No
A hobbit hole? - No
Is it west of Bag End? - Yes
The Tower Hills?- No

White Downs?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No
A hobbit hole? - No
Is it west of Bag End? - Yes
The Tower Hills?- No
White Downs? - No

A bit of a hint: It's in the White Downs, but it's not the White Downs. The same could be said for another guess. :)

Greenholm?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No
A hobbit hole? - No
Is it west of Bag End? - Yes
The Tower Hills?- No
White Downs? - No
Greenholm? - No

A bit of a hint: It's in the White Downs, but it's not the White Downs. The same could be said for another guess.

Town hole?

Is it a place? - Yes
Is it in Beleriand? - No
Is it in Middle-earth? - Yes
East? - well, that's a bit ambiguous, but I should say No
Is it in Eriador? - Yes
East of the Brandywine? - No
In the Shire? - Yes
North of the East Road? - Possibly, but not definitely.
Is it an inn/pub? - No
Is it a well-known place? - I would say yes.
Michel Delving? - No
A hobbit hole? - No
Is it west of Bag End? - Yes
The Tower Hills?- No
White Downs? - No
Greenholm? - No
Town hole? - I'm not quite sure what you mean by that, but No.

A bit of a hint: It's in the White Downs, but it's not the White Downs. The same could be said for another guess.

The Mathom-House?

Precisely! In the White Down, but not the White Downs, in Michel Delving, but not Michel Delving. The floor is your, Pitch. :D

Thanks, Ibrin!
Took me a while, but I've thought of something. Ask away!

A person?

A person? - No.

A place?

A substance? like water, air, fire, etc?

A person? - No.
A place? - No.
A substance? - No.

An item?

A person? - No.
A place? - No.
A substance? - No.
An item? - Yes.

Did it exist in the First Age?

A person? - No.
A place? - No.
A substance? - No.
An item? - Yes.
Did it exist in the First Age? - This is up to conjecture, but most likely yes.

A weapon?

A person? - No.
A place? - No.
A substance? - No.
An item? - Yes.
Did it exist in the First Age? - This is up to conjecture, but most likely yes.
A weapon? - No.

Is it an Elven Craft?

A person? - No.
A place? - No.
A substance? - No.
An item? - Yes.
Did it exist in the First Age? - This is up to conjecture, but most likely yes.
A weapon? - No.
Is it an Elven Craft? - I'm not sure what you mean by craft here, but it's not Elven or Elvish, so No.