In the travel business, this is what's known as "Shoulder Season."
Noelani Berkholtz of BookIt.com explains, "The great thing with booking during the shoulder season is that this is when rates are being brought down. Hotels want to entice you. So you can be doing some last-minute booking, which is great."
Among the recent deals on BookIt.com, rates starting at $98 a night at the Verdanza Hotel in Puerto Rico, plus kids stay free and a third night free, when you book two.
A Best Western in Orlando is offering rooms for $59 a night, including free breakfast and a $25 food and beverage credit.
If you want to stay a bit closer to home, how about Washington, DC? Most of the national attractions are free and you can book the Capitol Skyline hotel for just $89 a night Thursday through Sundays.
Berkholtz explains, "You get two free Spy Museum tickets, its a $42 value. You get free parking, which is another $25 value a day, kids stay free, so when you start adding on all of those discounts, it's pretty substantial."
Berkholtz adds BookIt is known for its package deals, where you save by purchasing airfare and hotel together.
But even if you're booking on your own, she has a few tips. Look for airfares on Tuesdays and Wednesdays when the flights tend to be cheapest and look for hotel deals after 6:30 at night.
To check out deals on BookIt.com, click here.