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Healdsburg Inn on the Plaza, A Four Sisters Inn

Property class: 3.5

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Photo gallery for Healdsburg Inn on the Plaza, A Four Sisters Inn

A modern interior with a staircase, a large window with reflections, and a seating area. - Healdsburg Inn on the Plaza, A Four Sisters Inn (Healdsburg)
A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor. - Healdsburg Inn on the Plaza, A Four Sisters Inn (Healdsburg)
A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat. - Healdsburg Inn on the Plaza, A Four Sisters Inn (Healdsburg)
A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall. - Healdsburg Inn on the Plaza, A Four Sisters Inn (Healdsburg)
A view of the Healdsburg Inn on the Plaza, featuring a modern interior with a staircase, seating area, and decorative lighting. - Healdsburg Inn on the Plaza, A Four Sisters Inn (Healdsburg)
Located close to Healdsburg Plaza and Healdsburg Ridge Open Space Preserve, Healdsburg Inn on the Plaza, A Four Sisters Inn provides free self-serve breakfast, a free daily manager's reception, and a fireplace in the lobby. Free in-room WiFi and a business center are available to all guests.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Free WiFi
  • Air conditioning
  • Business services

Room options

View all photos for Carriage House

A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.

Carriage House

9.6 out of 10
Exceptional
(5 reviews)
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Plaza King

A neatly made bed with a book, glasses, and cookies on the bed.

Plaza King

  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Healdsburg Interior King

A hotel room with a large bed, a flat-screen TV, a fireplace, and a desk with a chair.

Healdsburg Interior King

9.6 out of 10
Exceptional
(16 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Healdsburg King

A hotel room with a brick wall, a fireplace, a television, a bed, and a chair.

Healdsburg King

9.6 out of 10
Exceptional
(4 reviews)
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Healdsburg King (ADA)

A hotel room with a brick wall, a fireplace, a television, a bed, and a chair.

Healdsburg King (ADA)

10.0 out of 10
Exceptional
(3 reviews)
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Healdsburg Petite Queen

A neatly made bed with white linens, a dark wooden headboard, two bedside lamps, a small table with a bowl of fruit, and a framed picture on the wall.

Healdsburg Petite Queen

9.4 out of 10
Exceptional
(6 reviews)
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Superior Plaza King

A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.

Superior Plaza King

10.0 out of 10
Exceptional
(4 reviews)
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Superior King

A hotel room with a large bed, a fireplace, a television, and a desk.

Superior King

10.0 out of 10
Exceptional
(3 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

About the neighborhood

Located in Healdsburg, Healdsburg Inn on the Plaza, A Four Sisters Inn is in the city center. Wilson Winery and Dry Creek Vineyard are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Healdsburg Ridge Open Space Preserve and Armstrong Redwoods State Park. Healdsburg Plaza and Mazzocco Winery are two other places to visit that come recommended. Break out the clubs and hit the links with a golf course nearby, or seek out an adventure with mountain biking and hiking/biking trails. Visit our Healdsburg travel guide
View more B&B in Healdsburg
Map
112 Matheson, Healdsburg, CA, 95448

What's nearby

  • A river with a bridge, surrounded by green hills and trees.
    Russian River
    13 min walk - 0.7 miles
  • Healdsburg Plaza
    1 min walk - 0.0 miles
  • Healdsburg Center for the Arts
    2 min walk - 0.1 miles
  • Healdsburg Museum
    3 min walk - 0.2 miles
  • Pezzi King Winery
    13 min walk - 0.7 miles

Getting around

  • Santa Rosa Station
    15 min drive
  • Oakland Intl. Airport (OAK)
    90 min drive

Restaurants

  • Black Oak Coffee Roasters
    2 min walk
  • Costeaux French Bakery
    4 min walk
  • Willi’s Seafood & Raw Bar
    3 min walk
  • Acorn Cafe
    1 min walk
  • Little Saint
    4 min walk

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free offsite parking
  • Street parking available

Food and drink

  • Free self-serve breakfast available daily 8:00 AM to 10:00 AM
  • Coffee and tea in common areas
  • Free daily manager's reception

Things to do

  • Free bicycle rentals

Family friendly

  • DVD player

Conveniences

  • Free newspapers in lobby
  • Guidebooks
  • Limited-hour front desk
  • Luggage storage
  • Safe at front desk
  • Water dispenser

Guest services

  • Change of towels on request
  • Concierge services
  • Tour and ticket assistance
  • Turndown service

Business services

  • Business center

Spa

  • In-room massages

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible path of travel

More

  • 2 buildings
  • 2 floors
  • Built in 1901
  • Fireplace in lobby
  • Smoking not allowed

Room amenities

Bedroom

  • Egyptian cotton sheets
  • Pillowtop mattress

Bathroom

  • Bathrobes
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • 30-inch flat-screen TV with cable channels
  • DVD player

More

  • Air conditioning (climate-controlled)
  • Free daily newspapers
  • Free local calls
  • Free long-distance calls
  • Iron/ironing board
  • Phone
  • Separate sitting area

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: 7:00 PM
Contactless check-in available
Late check-in subject to availability

Check-out

Check-out before 11 AM
Contactless check-out available

Special check-in instructions

An adult age 18 or older must assume all liability for the booking
The front desk is open daily from 9:00 AM - 6:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 6:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools
Guests planning to arrive after 6 PM must complete the pre‑registration form sent by the property, as this is required to receive late arrival instructions. Guests who experience issues completing the form should contact the property in advance to provide direct contact information.

Access methods

Front desk (limited hours)

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome
2 children, up to the age of 5 years, can stay for free if using existing beds when occupying the parent or guardian's room
Cribs (infant beds) are not available

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
This property accepts credit cards and debit cards; cash is not accepted
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

We should mention

This property does not have elevators
Only registered guests are allowed in the guestrooms

Frequently asked questions

Is Healdsburg Inn on the Plaza, A Four Sisters Inn pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

There is free parking nearby.

What time is check-in at Healdsburg Inn on the Plaza, A Four Sisters Inn?

Check-in start time: 4:00 PM; Check-in end time: 7:00 PM. Late check-in is available during limited hours.

What time is check-out at Healdsburg Inn on the Plaza, A Four Sisters Inn?

Check-out is at 11 AM.

Where is Healdsburg Inn on the Plaza, A Four Sisters Inn located?

Located in the heart of Healdsburg, this bed & breakfast is steps from Healdsburg Plaza and 2.9 mi (4.6 km) from Healdsburg Ridge Open Space Preserve. Wilson Winery and Dry Creek Vineyard are also within 6 mi (10 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Healdsburg Inn on the Plaza, A Four Sisters Inn Reviews

8.6

Excellent

8.8

Cleanliness

9.8

Location

9.2

Staff & service

8.6

Property conditions & facilities
Rating 10 - Excellent. 311 out of 613 reviews
Rating 8 - Good. 196 out of 613 reviews
Rating 6 - Okay. 68 out of 613 reviews
Rating 4 - Poor. 25 out of 613 reviews
Rating 2 - Terrible. 13 out of 613 reviews

Reviews

Verified review

10/10 Excellent

Valerie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was nice to be on the plaza to walk everywhere. The staff were very friendly and helpful. The wine in the afternoon and breakfast in the morning were both plentiful.
Stayed 1 night in Aug 2026
Verified review

8/10 Good

Kenneth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location in the middle of the plaza. Enjoyed evening wine tasting, comfortable bed and convenient parking 2 blocks away. Nice people.
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Jan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely property. Friendly staff. Delicious complimentary breakfast. We are already planning a return visit. Perfect holiday.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Denis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A wonderful place to stay . Happy hour and breakfast included !!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A lovely experience! Great location, good breakfast. Highly recommend.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Holly

Liked: Cleanliness
Beautiful hotel- very clean and well maintained. Great location on the square within walking distance to several tasting rooms and restaurants. Fun happy hour with wine tasting and breakfast was also very good. We will definitely stay there again!
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Demerey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely adorable property. The breakfast was amazing! Was provided a glass of Prosecco upon arrival. Location was perfect. Highly recommend!
Coffee on the back porch of my room in the morning. Just perfect.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Veronica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely room. Wonderful staff. Excellent breakfast. Prime location on the square.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

WENDY

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful room with a fireplace to keep me warm. Staff very nice. Breakfast is easy and you can find something you like. All great. Just a few tv channels available.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Victor

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Clean rooms excellent location reasonable rates
Stayed 1 night in Jul 2025
Verified review

10/10 Excellent

Paul

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, nice people, Janine was very helpful in answering our questions.
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Sheryl

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I can't imagine a better hotel choice for visiting Healdsburg! Location couldn't be better, the rooms are spacious and well appointed and the wine & cheese each evening and breakfast each morning are definitely over and above. We can easily walk to many great restaurants and shops. The only possible drawback is lack of a dedicated parking area but there are several lots nearby as well as street parking, so even that is manageable. It's the tradeoff for being right on the square, and I'd take that any day!
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Bruce

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great, great location – friendly staff good breakfast, clean rooms
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Jodie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice stay, good location
Stayed 1 night in Mar 2024
Verified review

10/10 Excellent

Ivan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful architecture, large spacious room , warm gracious staff, excellent breakfast, best location in town.
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, property conditions & facilities, room comfort
Perfect location, nice staff, comfortable rooms and breakfast. We will stay here again!
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Healdsburg Inn in a beautiful place to stay. The staff was so helpful and wonderful to talk to about the city. We have stayed there a few times and will be back. Being right on the plaza make it very easy to check everything out and stagger back after some wine tasting.
Stayed 1 night in Sep 2025
Verified review

8/10 Good

Tommy

Liked: Cleanliness, staff & service, property conditions & facilities
The hotel is beautiful and comfortable and clean but would not pay the normal rate for it. The beds are extraordinarily uncomfortable with those pillows.
Stayed 1 night in Dec 2025
Verified review

8/10 Good

Jeremy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great location!!

Great location, beautiful old hotel & friendly staff!
Stayed 1 night in Jul 2024
Verified review

10/10 Excellent

Ivan

Beautiful, relaxing and wonderful staff.
Stayed 1 night in Mar 2025
Verified review

10/10 Excellent

Amy Van

Liked: Cleanliness, staff & service, property conditions & facilities
Great location in the heart of town.
Stayed 1 night in Jun 2024
Verified review

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
IT WAS A BEAUTIFUL PLACE TO STAY - RIGHT IN THE HEART OF HEALDSBURG - STAFF WAS VERY HELPFUL AND ACCOMODATIONS LOVELY!
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Celia

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful bed and fluffy towels. Right across the street from my jazz event. Great breakfast, coffee served with real cream.
Stayed 1 night in Jun 2025
Verified review

8/10 Good

Deborah

Liked: Cleanliness, staff & service
Some of the amenities feel a bit dated, but the staff and location are great!
Stayed 1 night in Nov 2024
Verified review

10/10 Excellent

Donald

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Small hotel property with large rooms. Feels more like a home than a hotel.
Stayed 5 nights in Aug 2024