I would highly recommend visiting this town. The plaza is a great place to start or the centre for your activities. If you are driving (I suggest you spend a couple of nights, leave your car at the hotel), you may snag a parking spot around the square. On all sides you will find interesting shops, great restaurants, and wine tasting rooms. What more do you need. You certainly can stroll down the side streets and admire the many charming residences. I highly recommend visiting the Healdsburg Chamber of Commerce. The staff are extremely helpful- can arrange accommodations, coupons for wine tastings, etc. We planned on staying 1 night but decided to spend 2. It was great. I love the idea of the tasting rooms in town & within walking distance so no need to drive. Then both my husband & I can both enjoy tastings. We certainly will be back.