What would Winston do as a boy during the summer?

Winston would search for food.

"He remembered long afternoons spent with other boys in scrounging round dustbins and rubbish heaps, picking out the ribs of cabbage leaves, potato peelings, sometimes even scraps of stale bread crust from which they carefully scraped away the cinders; and also in waiting for the passing of trucks which travelled over a certain route and were known to carry cattle feed, and which, when they jolted over the bad patches in the road, sometimes spilt a few fragments of oil-cake."

He also played dice as a child.

"He saw a candle-lit room with a vast white-counterpaned bed, and himself, a boy of nine or ten, sitting on the floor, shaking a dice-box, and laughing excitedly."

If you need something more specific, please let me know if you are supposed to be referencing a certain chapter.