Very Good 343 Reviews
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What We Love

  • Free hot breakfast, cookies, hors d'oeuvres and wine by the glass are served daily in the second-floor living room
  • Spacious bathrooms with deep soaking tubs — some have powered jets
  • Top location: The inn is a stone's throw from some of Wine Country’s best restaurants, boutiques and tasting rooms

What To Know

  • No overnight staff; guests are given a key to the front door, which is locked for the night at 8 p.m.
  • Harvest season is typically from late August through October, and wineries can get extremely packed on the weekends
  • Parking on and around the plaza is limited to three hours (including weekends and holidays) and is strongly enforced


  •  Free WiFi
  •  Handicap Accessible
  •  Parking On Site
  •  Pet-friendly
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
Bedroom Boutique Inn property home living room cottage Suite


Old-fashioned charm and Victorian style abound in this 12-room B&B on a leafy plaza in Healdsburg

The Look

On the leafy south side of Healdsburg’s central plaza, the B&B-style Healdsburg Inn exudes old-fashioned charm. It has remained in prime condition for more than a century, surviving even the 1906 earthquake, which ravaged most of the neighboring towns along the San Andreas Fault. Built in 1901, the inn features a Victorian elegance that alternates between keyhole rail–trimmed balconies off select guestrooms to traditional white wainscoting in the inviting living areas. Common spaces with marble-encased fireplaces and framed artwork — all illuminated by large skylights — give the inn a modest, homey appeal. Modern details such as dark hardwood headboards, vinyl-upholstered wooden desk chairs and linens patterned in a retro damask motif in the rooms offset the early-20th-century look.

Bed and Bath

Each of the 12 spacious guestrooms features such Victorian-style details as high ceilings, original white moulding and wooden shutters, as well as such mod cons as flat-screen TVs, iPod docks and free WiFi. French doors veiled in sheer white drapes lead to spacious bathrooms that feature traditional black-and-white Victorian tile and deep soaking tubs, which are equipped with either classic claw feet or high-powered jets. Traditional bay windows overlook the oak- and palm-shaded plaza near the front of the inn, while airy wooden balconies in other rooms offer views of downtown Healdsburg.


True to its B&B roots, the inn specializes in a daily breakfast that will win you plenty of bragging rights. Expect lavish spreads of fresh fruit, herb- and cheese-sprinkled scrambled eggs, fluffy blueberry buttermilk pancakes, artichoke quiches and Grand Marnier french toast served with a side of vanilla-nutmeg custard, a sweet accoutrement that has become so popular its recipe is now featured in the latest edition of the inn’s cookbook, The Kitchen. Afternoons feature free cookies followed by hors d’oeuvres and wine by the glass from 5 to 7 p.m. There’s also a DVD and board game library, as well as an extensive teddy bear collection — a friendly amenity that beckons to little ones who pass through the inn’s light-filled lobby. The biggest perk? The inn’s stellar location on the south side of the plaza, which is lined with clothing boutiques, high-end home furnishing stores, intimate art galleries, tasting rooms and award-winning farm-to-table restaurants.

In the Area

At the crux of four of Wine Country’s most productive areas — the Russian River, Deer Creek, Sonoma and Alexander valleys — Healdsburg is a one-stop shop for all things culinary. Of the hundreds of wineries in the region, 35 have tasting rooms in downtown Healdsburg. Pop into Kendall Jackson for the deep Cabernet, Selby for the award-winning Zinfandel and Roadhouse, which offers a Pinot for every palate. For complex Syrahs and uninterrupted Russian River Valley views, make a tasting appointment at the hillside Copain Wines, a young winery on a vineyard-speckled hill about 15 minutes south of downtown. Dinner in Healdsburg starts shortly after the wineries close (around 4 or 5 p.m.), so be sure to snag an early reservation. Italian specialties at the pint-size farm-to-table Scopa include the tomato-braised brick chicken, the grilled ribeye for two and the coma-inducing chocolate soufflé. Around the corner, Zin Restaurant features nouveau American fare with an extensive wine list to accentuate the flavors, and, as the name suggests, the best varietals are the zins. Enjoy quiet mornings on the plaza with a coffee from Downtown Bakery & Creamery — the vegan carrot cake muffin is a must — followed by a stroll down Matheson Street to check out the impressive lineup of original Victorian homes. Local designers specializing in hammered metal, silver and gold pieces showcase their creations at Lulo, a jewelry boutique and art gallery hybrid that features local and national artists.

How to Get There

Healdsburg Inn on the Plaza, A Four Sisters Inn
112 Matheson
Healdsburg, CA 95448 United States


Great bed and breakfast!
Richard O

Our family booked the bed and breakfast for a wedding and it was a fantastic place to stay! The room was clean, they provided a pack and play that was perfect for our child, and it was very quiet, meaning a lot of sleep for the whole family!
The breakfast was delicious, and the coffee definitely helped as well. On top of all that, I left my headphones and they promptly mailed it back to me.
Definitely a great place to stay.

Almost like home!
Linda R

We so enjoyed our stay at the Healdsburg Inn on the Plaza! Due to unanticipated construction next door, we requested a room change. Wanda did her best to accommodate and we loved the new room! Everyone was so gracious and Chef Laurel makes the most amazing breakfast selections. We will definitely return.

Fabulous time at a top notch inn!

This was a last minute booking for a one night stay and we couldn’t have been happier with our choice of accommodations. My husband and I drove down from Mendocino and needed a place to stay before traveling on to San Francisco. One of the shoe stores had another store in Healdsburg and was holding a pair of shoes for me so we decided to stay in the town overnight since we were stopping there anyway. What a delight! First, super cute town with great restaurants and lots of boutiques for shopping. Second, the inn was so quaint, clean and comfortable. Complimentary breakfast and afternoon “happy hour” included. And... when we discovered that we had a reservation at another restaurant me of the Four Sisters Inns (in Carmel-By-The-Sea) we were delighted! We would (and will) return in a heartbeat!