Built in 1901, this classic California inn sits right on the historic Healdsburg Plaza, which means you’re at the center of everything happening in town. Summer concerts in the outdoor bandstand, antique fairs, holiday tree lightings — all the events take place literally outside your door. When you’re not watching the plaza action, you’re steps away from stylish shops, galleries, wine tasting rooms, and restaurants that line the surrounding streets.

The inn blends boutique hotel polish with B&B charm. You get modern amenities and sophisticated service without losing the character of the building itself. It’s the kind of place where you notice the details — the thoughtful design, the quality of service — without it feeling stuffy.

For your dog, there’s the Pawfect Pet Package for $65 plus tax. It includes a doggie bed and bowl to borrow, treats on arrival, and a Four Sisters Inns dog bandana. You also get breakfast in bed (for you), plus two complimentary wine tasting passes at Mutt Lynch Winery & Tasting Room. The winery even provides charcuterie treats for your dog while you’re tasting wine, which is a nice touch if you’re splitting time between dog care and wine sampling.

Three rooms are dog-friendly, but you need to book your pet reservation by calling ahead. Since the plaza location is prime real estate in Healdsburg, availability can go quickly, especially during peak season or when there’s an event happening. The trade-off for being right in the action is that you’re not looking for a quiet retreat — you’re looking for a place where you and your dog are part of the town’s energy, with wine country and everything else within walking distance.