You might dress up stylishly.
You could make a splash and dress up daringly.
Or you may dare to dress up barely.
You could dress up horribly.
You may like to dress up cutely.
Or, perhaps dress up acutely.
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No. Dress is a noun, or a verb, with the adjective dressed. The related adjective dressy (fancy) has an adverb form, which is dressily.
If you mean a costume idea, you could dress up as a can - either a tin can or a trash can.
No. The verb "is" is a linking verb, which makes "upstairs" an adjective.
No. Bewilder is a verb. The adverb form could be "bewilderingly."
Our trip could turn out badly. Bad is not an adverb. Badly is an adverb.