I'm not sure where the "land of chocolate chips" is but most cheap vacations are in relation to where one lives and what's near them.
For example if you lived in Massachusetts you might elect to drive along the northeast coast and stay at a hotel near the beach that has a town with various things to do.
With a little research you can find out about upcoming festivals and events taking place in various towns.
It really comes down to how much money one has to spend. The word "inexpensive" conjures up different price points for different people.
You could sign up for alerts from Apple Vacations which offer a wide variety of "all inclusive resort" getaways to places like Cancun from 3 nights to 7.
You might also sign up for alerts from Travel Zoo which often lists some last minute deals as well.
Some cruise lines have 3,5, and 7 day trips. Most meals are included and you have outdoor excursions to choose from on the various islands you visit. The Atlantis resort in the Bahamas is always offering some special.
Some people are content with renting an RV and going to a campsite.
Another fun option if you live or near a major city is be a "tourist" in your own area. Stay in a nice hotel downtown, take in the sites and activities that TripAdvisor and other tourist sites recommend for visitors in your area. You're bound to discover new things, museums, restaurants, nightclubs, parks, festivals, and so on. Riding a in an open air tour bus is informative.
Generally speaking it's not the cost of trips that keep people from taking vacations. It's the poor planning in advance that limits their options.
Most people with (advance notice and the discipline) to save for something can just about go anywhere. My wife and I aren't "millionaires" but last April 2014 we decided to take a cruise for September 2015.
We already have plans for a trip to Hawaii in June/July in 2016.
While you're making plans for this year's vacation go ahead and research to put something down on your calendar for this time next year!