Does anyone know....

Yes, they do. I have purchased sweatshirts in May and September. Granted, the selection is not like winter's selection, but they can easily be found. :flower:
 

They're forced into carrying them year round since many places at WDW crank up the A/C in the summer and people often get chilly at a place like a restaurant where they'll be spending some forced indoor time at.
 
We were at WDW over July 4th last year and had a very hard time finding sweatshirts. (We needed two for our kids since I, thinking we won't need them in the summer, didn't pack any!!!) We checked the resort gift shops and park shops and found only T's. It was tough! FINALLY found them at the Rainforest Cafe gift shop.

My poor kids were freezing at Hoop-Dee-Doo. They did have jackets because it had rained, but the jackets were wet and no help at all. Our server was so nice though - he brought over two clean tablecloths for the girls to wear. They looked so funny with these big red cloths around their shoulders - but it did the trick until they warmed up a bit!
 















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