We live in Tallahassee have traveled the route both to B'ham and Orlando routienly. Generally the Marriott Brands there are on the higher end price wise both and points wise but there are a couple right off the interstate and a ton of nice places to eat.
Route wise Dothan to Tallahassee by way of Bainbridge, GA will be the best quickest way to Tallahassee but you might have to set GPS to avoid toll roads as there is one across rural north Tallahassee that is not maned. Depending on how late you'll be leaving, the Marianna exit off I-10 taking 231 all the way south to 1-10 is a good stop. Cheaper hotel options and several places to eat.
From Tallahassee the fastest way, if there are no I-75 holdups, is interstate. Going through Perry and turning toward Ocala at Chiefland will add about 20 minutes to the trip but is a comfortable and pretty drive.