Try browsing the website for
11th Hour Vacations.com. Just make sure you read the fine print - whether you are buying at a "per person" rate or "per room" and what taxes and/or fees may be added.
I'm not sure whether you can do a trip to Orlando including airfare & park tix for under $1,000. There are great special rates out there for the room, especially if you'll complete travel prior to February 11th. However, I'm guessing that your school break is over President's week, when prices increase significantly.
Are you interested in a drive-to vacation? How about a nice resort in the Poconos with some skiing, maybe skating, indoor pool and other family activities. Some of the resorts have condos w/ a fireplace. Some have been refurbished and upgraded in recent years. This could be a very economical stay, with a weekly rental.
Another fun possibility, though it could be quite cold, is Washington, D.C. There are so many free and low cost things to do, that it offsets the cost of the room. Consider all the Smithsonians, the Library of Congress, Arlington Cemetery, Mount Vernon. The Spy Museum is awesome! Don't miss seeing the monuments lit up at night. Get a room or suite where there's an indoor pool for relaxing.
Boston is another fun city, so long as you don't get a blizzard. There are plenty of great sights & museums, shopping & restaurants, comedy & theater.
Williamsburg can be cold too but there is still a lot of history to see. Package deals abound and it's still within a day's drive for you.
Consider looking for a really great package deal that provides air/hotel/car for under $500 to someplace you've never been. If you can find that, the rest could cover 4 days of food & exploring. You may be surprised at what you'd enjoy in Atlanta, Miami or Las Vegas (thinking of hub cities, where airfare deals may be had).
If you do settle on Orlando or nothing, how about thinking of it as a sunshine vacation. Just spend one day at the parks and relax for the other days... visit FW's petting zoo and playgrounds, wander other resorts to look around, spend a half day at DTD, swim at the hotel pool. Also, you may want to try Universal... the discounts are much better. HTH!