15 Best Small Towns for Christmas Markets & Winter Festivals (2025)
Experience magical Christmas markets and winter festivals in charming small towns. From German-themed villages to New England traditions, find your perfect holiday destination.
Published: 11/9/2025
Towns Featured in This Guide
Woodstock
Vermont•3,000 residents
Classic New England village with four covered bridges and spectacular fall foliage. Historic architecture meets farm-to-table dining in Vermont's most charming town.
Port Townsend
Washington•9,700 residents
Victorian seaport frozen in time with over 70 historic buildings from the 1880s. Maritime heritage meets thriving arts community on Puget Sound.
Stockbridge
Massachusetts•2,000 residents
Norman Rockwell's idealized America brought to life in the Berkshires. Main Street looks just like his famous painting, museum and all.