Although the impacts of intensive agriculture on biodiversity and strategies for mitigating these effects have been widely described, small-scale, diversified farms and the opportunities they present for bird conservation have been less thoroughly examined. This omission is potentially significant, because this form of agriculture represents a growing sector of the industry in the populous northeastern USA, and the diverse habitats on these farms contrast with larger, structurally homogeneous intensive agriculture. To evaluate bird-habitat associations and conservation opportunities for supporting species of conservation concern on these small, diversified farms, we conducted avian point count and vegetation surveys across 23 farms in western Massachusetts during the summers of 2017 and 2018. We used Poisson-binomial mixture models and canonical correspondence analysis to assess the effects of a suite of microhabitat-, field- and landscape-scale (1 km buffer around the field) variables on the abundance of bird species. Our results confirmed that shrubland birds, a group of species of elevated conservation concern, accounted for 52% of the total observations, including song sparrow (Melospiza melodia), gray catbird (Dumatella carolinensis), common yellowthroat (Geothlypis trichas) and American goldfinch (Spinus tristis). Species–habitat relationships were diverse; however, smaller field sizes, and increased cover of tall, dense, woody or non-productive vegetation types were associated with higher abundance of shrubland species as well as lower abundance of crop pests such as European starling (Sturnus vulgaris) and house sparrow (Passer domesticus). These findings support the hypothesis that small, diversified farms are supporting birds of high conservation concern, and we provide species-specific guidelines for farmers interested in conserving birds on their land.