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Best Deals for Fall Shopping

Take advantage of reduced prices on jeans, lingerie and travel

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Like so many things in life, when it comes to saving money, timing is everything. Or at least it can be.

See also: Explore a web of free stuff.

Knowing the right times to get the best deals — like maximizing savings on seasonal products by shopping at the end of the season and putting items away for next year — is a style of bargain hunting that has been elevated to an art form by some of my fellow cheapskates. In fact, I call these seasonal shopping specialists "discount druids."

No one knows more about when to get the best deals than Mark Di Vincenzo, author of the best-selling book Buy Ketchup in May and Fly at Noon: A Guide to the Best Time to Buy This, Do That and Go There. I interviewed Mark at noon on a Wednesday, and given the boatload of money-saving advice he had to share with me, I'm convinced that Wednesday at noon is the best time to interview a discount druid guru.

Here's the skinny from Mark on when to find the best deals:

savings challenge best falls deals rake and money

Autumn is the time to rake in savings on gardening supplies, cars, boats and more. — Photo by Getty Images

In the fall, you'll find discount druids in the back of most sporting goods stores, trying on last summer's reduced-for-quick-sale swimsuits amid the racks of full-priced parkas and ski wear. But beware: It's easy to forget how you actually look in a Speedo if it's marked down low enough.

"Fall is probably the best season of the year to find the most bargains on the widest range of things," Mark told me. (In case you're wondering, he says the worst season is actually summer.) "The Christmas shopping season has been getting longer and longer, so holiday sales now start in early fall," he says, adding that with the current recession, many retailers are slashing prices from the very first day of the elongated holiday shopping season in order to get more shoppers into the stores earlier.

Mark also says that fall is the season when manufacturers of many items — including cars, RVs and boats — release their new product lines for the coming year. This prompts retailers to cut prices on remaining inventory before it becomes "last year's model."

Next: Save on beach items, garden supplies and more. »

September: Stock up on items for your home office, since leftover back-to-school supplies will be marked down. Buy up bargain-priced end-of-season items like outdoor grills, lawn furniture, garden ornaments, lawn mowers, beach towels — and don't forget the Speedo. For September travel bargains, Mark says try Paris, Mount Rushmore or Martha's Vineyard.

October: October is usually the best month to buy jeans, as retailers stock up for the back to school rush and by now are discounting the leftovers. If you're looking for something sexier, lingerie (as well as jewelry) often goes on sale in October, as retailers make room for their holiday selection. Adding to a romantic evening: Wines are usually a bargain this month too, as vintners release new supplies to coincide with harvest time promotions. Gardening supplies and tools are often discounted, and remainder lots of perennial plants and other nursery stock can often be had for a small fraction of their original price as nurseries make room for mums, pumpkins and Christmas trees — plus, fall is the best time to plant perennials in many parts of the country. If you're in the market for a new bicycle, October is a good month to shop. And wait until the week just before Halloween to buy your costume — many retailers will have marked them down.

November: Start by stocking up on leftover Halloween candy at a deep discount (most can be frozen to keep it fresh). Many housewares, including cookware and kitchen utensils, are a bargain this month too. Travel in November if you can. Disney (World and Land) and the Bahamas are real bargains then. Cruise lines move their ships around the globe to accommodate winter schedules, sometimes offering dirt-cheap "repositioning cruises" to passengers rather than moving the ships empty. (FYI, they do the same thing — only in reverse — every April.) November is also the best time to buy toys for the grandkids. Don't buy just for the year-end holidays, but stock up for their next birthdays as well. Stock up on turkeys, hams and other holiday meats for the freezer. Look for special "loss leader" sale prices on these items at most grocery stores during the Thanksgiving and Christmas seasons that are likely to be the lowest prices of the year.

Jeff Yeager is the author of The Ultimate Cheapskate's Road Map to True Riches and The Cheapskate Next Door. His website is and you can friend him on Facebook at JeffYeagerUltimateCheapskate or follow him on Twitter.

Updated Fall 2012

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