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In this paper, we describe a maximum entropy-based automatic prosody labeling framework that exploits both language and speech information. We apply the proposed framework to both prominence and phrase structure detection within the Tones and Break Indices (ToBI) annotation scheme. Our framework utilizes novel syntactic features in the form of supertags and a quantized acoustic-prosodic feature representation that is similar to linear parameterizations of the prosodic contour. The proposed model is trained discriminatively and is robust in the selection of appropriate features for the task of prosody detection. The proposed maximum entropy acoustic-syntactic model achieves pitch accent and boundary tone detection accuracies of 86.0% and 93.1% on the Boston University Radio News corpus, and, 79.8% and 90.3% on the Boston Directions corpus. The phrase structure detection through prosodic break index labeling provides accuracies of 84% and 87% on the two corpora, respectively. The reported results are significantly better than previously reported results and demonstrate the strength of maximum entropy model in jointly modeling simple lexical, syntactic, and acoustic features for automatic prosody labeling.