When is the best time of year to get the best prices when shopping? The best time of year to get the best prices when shopping depends on the type of item, but there are several key periods known for deep discounts: Major holiday weekends like Memorial Day, Labor Day, and Presidents Day are excellent for big sales across electronics, appliances, furniture, and more. Post-holiday sales in January and late December often feature markdowns on seasonal items like winter clothing and holiday decorations. End of season clearance sales offer good deals on clothing: winter clothes in January-February, spring gear in May, summer wear in July-August, and fall attire in October-December. Black Friday (the day after Thanksgiving) and Cyber Monday bring steep discounts on a wide range of products, including tech, clothing, and toys. Amazon Prime Day (several over the course of the year) is a good time for technology and home goods deals. Ba...