We present the first nest descriptions for two Hispaniolan endemic songbirds, the Western Chat-tanager (Calyptophilus tertius) and Hispaniolan Highland-tanager (Xenoligea montana) from a montane broadleaf forest site in the Sierra de Bahoruco of the Dominican Republic. Single Western Chat-tanager nests were found on 17 May 2002 and 9 June 2004. Both were coarsely-built, partially-domed, bulky structures 1.0–1.5 m above ground. One nest was freshly-depredated when found, whereas the second contained two eggs which hatched on 19 and 20 June. The nestlings were depredated on 25 June. A Hispaniolan Highland-tanager nest found on 27 June 2004 fledged a single chick the following day. This nest, in a vine tangle 2.5 m above ground, was an open cup structure composed of moss, small herbaceous stems, leaf fragments, lichens, and other plant fibers. We describe the eggs of both species, the nestlings of Western Chat-tanager, and the juvenal plumage of Hispaniolan Highland-tanager. We believe that depredation by introduced feral cats (Felis domesticus) and rats (Rattus spp.) is a serious problem in these montane forests.