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Answered you below
Most people hollow out a pumpkin before they make a Jack 'O' Lantern.
No my plan was just to paint on it without carving it out.
Okay. Then I see no problem.
All vegetables rot when they have been cut from the vine or taken off the stock. If they are kept at a steady refrigerated temperature they may last a bit longer but the normal is for warmer days and colder nights which would decrease it's life.
Please LISTEN to everyone above. You could harm yourself and your family if you eat the meat from a pumpkin that's been sitting around unrefrigerated for, say, five days. Don't forget the insects that have tromped thru it! Not a good idea at all