20 Most Romantic Small Towns for Couples & Anniversaries (2025)

Discover America's most romantic small towns perfect for couples getaways and anniversary celebrations. From coastal villages to mountain retreats, find your perfect romantic escape.

Published: 11/4/2025

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.

Marfa

Texas•1,700 residents

Remote desert art mecca with Donald Judd installations and mysterious glowing lights. Where contemporary art meets endless Chihuahuan Desert skies.

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.

Taos

New Mexico•6,000 residents

1,000-year-old pueblo meets artist colony beneath Sangre de Cristo peaks. Adobe architecture and high desert light that inspired Georgia O'Keeffe.

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.

Hudson

New York•6,000 residents

Revitalized river town where 200+ antique shops line historic Warren Street. Farm-to-table pioneer just two hours from NYC by train.