Old Waterstreet Inn

Winchester is a lovely small city with an historic center. Old Waterstreet Inn is located in Old Town, just 2 blocks from the charming walking mall, where you’ll find interesting shops, restaurants, galleries, and nightlife. It’s the perfect place for a romantic getaway, or a relaxing break from the big city, and it’s a great base for area attractions, history, events, or business.

At Old Waterstreet Inn, you can unwind in an atmosphere that is easy going yet sophisticated. The federal style brick home, which is designated a Winchester Historic Building, was built in 1840 – 1890. Architectural details enhance the elegance of the inn, with its high ceilings, classic archways and moldings, fireplaces, lovely staircase, and built-in corner cabinets. Your hosts have decorated the inn in an eclectic mix of styles, and of old and new, which creates a charming casual ambiance.