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Penny Black usually has their holiday stamp release mid August. Whimsy Stamps usually during September and October, but several years ago I remember they had a special "Christmas in July" release.
Stampin Up, I believe, releases their Holiday mini in September.
Sorry, but these are the only 3 companies I've followed over the years.
A lot of companies will reveal their Fall/Winter lines at the AFCI (formerly CHA) Mixed Media show - that's July 17-20. I'm working on board and catalog samples now! ;)