The Highland Center Inn

If you’ve driven Route 250–Main Street–through Monterey, then you’ve seen her. Her Eastlake porches with their ornate balusters and posts are a dressy reminder of her status as the county’s architectural Grande Dame. Her silvery tin roof gleams in the sunlight, glows in the moonlight. Along her third-story roofline, twin triangular dormers each house a window, this pair of eyes serving as a silent sentinel, watching over the town now for more than a century.