What Healdsburg lacks in size, it more than makes up for in charm and high-end offerings. Some of Wine Country's most charismatic wine tasting rooms stand beside world-class dining and attractive boutiques. At our micro-hotel, Wheelman House, you'll vacation steps from the Plaza, perfect for a romantic couple's escape and complete with a private garden bistro. Healdsburg Plaza has been recognized by Travel + Leisure as one of America's most beautiful squares, and you and your guests can walk to its treasured wineries, boutiques, and gourmet restaurants. Wheelman House is the finest place to stay in town, and couples will find it both stylish and comfortable.