We use data-driven methodologies to evaluate financial products and services - our reviews and ratings are not influenced by advertisers. You can read more about our editorial guidelines and our products and services review methodology . Savvy shoppers know many of the best, cheapest winter essentials can be found at Dollar Tree. GOBankingRates took a $20 budget and found 10 winter items worth buying. See what we’re recommending and explore the top winter items retirees should buy at Dollar Tree.