Windsor County is Vermont’s largest by area and lies along the Connecticut River, forming much of the state’s eastern border. Established in 1781, its county seat is Woodstock — a quintessential New England town with covered bridges, green commons, and stately colonial homes. Other notable towns include Springfield, Hartford (home to White River Junction), and Ludlow, near Okemo Mountain Resort. Historically, Windsor County was a center of early manufacturing and trade. Today it’s a mix of rural villages, historic mill towns, and resort areas. The architecture blends Federal-era brick homes, post-and-beam farmhouses, and stylish ski chalets. White River Junction has become an artists’ enclave, while Ludlow and Woodstock draw tourists for skiing, antiques, and bed-and-breakfast charm. Average home prices range near US $515,000; smaller village homes may list around US $350,000–450,000, while restored colonials and ski lodges surpass US $800,000. Building new generally costs US $400,000–600,000, especially in the river valleys where land is flatter. The nearest major city, Hanover NH (home to Dartmouth College), is only 30 minutes east, while Boston lies about 2.5 hours away.