Part II, Ch. 1-3
Part II, ch. 4-7
Part II, Ch. 8-10
Part III, ch. 1-2
Part III, ch. 3-6
100

What was the name of the dark-haired girl Winston begins a love affair with? 

Julia

100

Where does Winston decide to rent a place for him and Julia to meet up?

The upstairs room in the antique shop

100

How did Winston and Julia get caught by the Party?

There was a telescreen hidden behind a picture in the upstairs room of the antique shop.

100

Who was vaporized for saying "down with Big Brother" in his sleep?

Parsons

100

What does Winston say about Big Brother at the end of the book?

He loved Big Brother!

200

How did Julia deliver the note that said "I love you" to Winston?

She pretended to trip near Winston so he would help her up, and she slipped the note into his hand.

200

Why did Winston run away from his mother?

He felt ashamed after taking a piece of chocolate from his starving little sister.

200

What was Mr. Charrington's real profession revealed to be?

He was a member of the Thought Police

200

What test does O'Brien keep repeating with Winston during the interrogation?

He holds up four fingers and wants Winston to believe it's five.

200

How does O'Brien torture Winston in Room 101?

He threatens to put hungry rats inside Winston's facemask to eat him alive.

300

Why do Julia and Winston decide to meet in the countryside for their first true "date"?

They have to avoid surveillance by the Party. 

300

Who does Winston finally speak to at work in Part II, ch. 6 and what does he give him?

O'Brien; he gives Winston his address and wants to offer him a copy of newest Newspeak Dictionary.

300

What is the only thing Winston says he is not willing to do for the Brotherhood (resistance)?

Stop seeing Julia.

300

Why was Ampleforth vaporized?

He left God in a poem

300

Why is the Party interested in power, according to O'Brien?

For it's own sake

400

Why was Julia initially drawn to Winston despite his unimpressive appearance?

She could tell he hated the Party like her.

400

Why does Winston say Julia is only a rebel "from the waist downwards"?

She only rebels with her promiscuous actions. 

She does not care about the ideology of the Party until it affects her directly.

400

The title of Goldstein's book calls the Party's ideology "oligarchical collectivism"; what is oligarchy?

When the few (elites) rule for their own sake.

400

Why does Winston see O’Brien as both his tormentor and protector during his interrogation?

O'Brien controls everything that happens to Winston, both inflicting Pain and relieving him of it.

400

What does Winston shout to get O'Brien to spare him from the rats?

"Do it to Julia! Not me!"

500

Winston and Julia had to learn to switch from romantic to official conversation at a moment’s notice to avoid suspicion from the Party; What did Julia call this practice?

"Talking in installments"

500

Why does Winston liken his relationship with Julia to the glass paperweight he bought from Mr. Charrington?

Authentic relationships like theirs belonged in a different time just like the paperweight. (It was more than 100 years old)

Also their situation is very fragile.

500

What does Goldstein's book say about Big Brother?

He is mainly a just a symbol to show the might of the Party that can last forever.

500

Why does O'Brien argue that Big Brother exists more than Winston?

O’Brien truly believes that truth is whatever the Party says, so Winston is an “unperson”, whereas Big Brother is immortal and acknowledged by everyone in the Party.

500

Why is Winston sent to Room 101?

Winston is still holding onto his love for Julia and hatred for the Party.

O'Brien wants Winston to betray Julia.