HotelHotel

Healdsburg Inn on the Plaza

Hotel
LocaleTerroir AI-produced county- and industry-inspired placeholder image
112 Matheson Street
Healdsburg
CA
$$$$ / night

The Healdsburg Inn on the Plaza occupies a restored 1901 building with a rare direct Plaza address. A Four Sisters property, its twelve rooms pair gas fireplaces, soaking tubs, and period detail (high ceilings, original moldings) with modern comfort. The Four Sisters tradition brings daily breakfast, afternoon tea, and an evening wine reception, with tasting rooms and restaurants steps away.

Breakfast Service
Concierge Service
Fireplace
Pet Friendly
Afternoon Tea
Wine Tasting
Breakfast Included
Evening Reception
Original Art
Family Owned
Romantic
Gardens
LocaleTerroir seal: Independent, Curated, RootedLocaleTerroir monogram

fireplaces, soaking tubs

Healdsburg Inn on the Plaza

Healdsburg
LocaleTerroir AI-produced county- and industry-inspired placeholder image
112 Matheson Street
·
Healdsburg
·
CA
·
95448
$$$$
·
Bed & Breakfast
·
1901, restored
·
Daily 8am – 9pm
·
Alexander Valley
CALL
·
WEBSITE
·
Breakfast Service
Concierge Service
Fireplace
Pet Friendly
Afternoon Tea
Wine Tasting
Breakfast Included
Evening Reception
Original Art
Family Owned
Romantic
Gardens

The Healdsburg Inn on the Plaza occupies a restored 1901 building directly on Healdsburg's historic Plaza, one of the few hotels offering a true Plaza-side address. A Four Sisters property, the Inn blends the modern luxuries of a boutique hotel with traditional bed-and-breakfast hospitality. Twelve guest rooms feature gas fireplaces, soaking tubs, plush linens, and views over the Plaza or interior courtyard. The architecture preserves period detail (high ceilings, original moldings, hardwood floors) while contemporary updates ensure modern comfort throughout.

Rooms

Distinctions

Specialty Offerings

The Four Sisters tradition includes a full breakfast served daily, afternoon tea with homemade scones and treats, and an evening wine reception with cheese and conversation. Complimentary wireless internet, fresh flowers, fresh-baked cookies in the afternoon, and warm hospitality (the small touches that define a Four Sisters stay) are present throughout. The location places guests within steps of Healdsburg's tasting rooms, restaurants, shops, and galleries, making this an exceptional base for exploring downtown without ever needing to drive.

Drawn portrait placeholder of a man and a woman, LocaleTerroir sample
Shelley Post

Founder

Shelley Post founded Four Sisters Inns with her parents Roger and Sally in 1975, growing it from a single Pacific Grove Victorian into an 18-property California collection that now includes Healdsburg Inn on the Plaza. Named for her and her three sisters, the company still operates with the family-innkeeper instincts it started with, the kind of place where staff are trained to make guests wonder which one of them is one of the four sisters.

LocaleTerroir hotel icon
A 1901 Building Directly on the Plaza

Hotel Highlight

Healdsburg Inn on the Plaza is among the few hotels in town with a true Plaza-front address: a 1901 building restored as a Four Sisters property with daily breakfast, afternoon tea, and an evening wine reception built into the daily rhythm. Each of the rooms includes a gas fireplace, a holdover from the building's original residential character.