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Healdsburg Inn on the Plaza

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Traveller (78)
Room & Suite (59)
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About

#8 of 8 B&Bs in Healdsburg
Location
Cleanliness
Service
Value
Built in 1901, this classic California inn has the best location in town, right on the historic Healdsburg Plaza. From summer concerts in the outdoor bandstand to antique fairs and holiday tree lightings, all of the town's best events take place right here, literally outside the door. Guests are surrounded by stylish shops, galleries, wine tasting rooms, and superb restaurants with the beautiful Alexander and Russian River Valleys just a short drive away. We provide complimentary concierge services to help you get the most out of your Healdsburg getaway. Whether it's a culinary walking tour, guided vineyard hike, or reservations at a must-try restaurant, it will be our pleasure to assist you before you even arrive. Healdsburg Inn on the Plaza is a member of Four Sisters Inns, a curated collection of distinctive and independent small hotels that seamlessly combine an inviting and intimate setting with complimentary, signature amenities, and attentive, gracious service. Four Sisters Inns blends the modern luxuries and sophisticated services of a boutique hotel with the traditional amenities and architecture of a B&B.
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Property amenities
Free public parking nearby
Free High Speed Internet (WiFi)
Wifi
Free breakfast
Non-smoking hotel
Room features
Air conditioning
Flatscreen TV
Hair dryer
Room types
Non-smoking rooms
Good to know
HOTEL CLASS
3.0 of 5 stars
HOTEL STYLE
Centrally Located
Historic Hotel
Languages Spoken
English
377Reviews0Q+A100Room tips
Traveller rating
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DOUG wrote a review 2 Mar
Toronto, Canada2 contributions
Very comfortable friendly hotel. Front Desk staff were very helpful. Rooms very comfy, happy hour and breakfast were always enjoyable. Great location Have stayed several times over the years on trios to wine country. Healdsburg Inn always first on the list.
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Date of stay: February 2024Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Helskiier wrote a review Aug 2022
San Carlos, California10 contributions1 helpful vote
Property's Favourite Review
Considering that it is right on the plaza and just a couple doors down from Matheson's Restaurant, this was a great value. We managed to book a room on very short notice and management made sure that the wine and cheese would be available for us upon arrival even though it was after their serving time. The front desk was able to secure us a reservation at Matheson's as well for the same evening. It is an older hotel, so the room may not have been as quiet as a newer place (mechanical and AC noise), but overall the room was comfortable and met our expectations, and the price was great considering the location. High ceilings with a skylight that had a shade that we opted not to close, and there is a common balcony outside the upstairs rooms where you can sit. Great breakfast in the upstairs dining room. The room has a lovely looking fireplace that I was warned did not work before I finalized my reservation, but since it was a 90 degree day, who cares?
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Date of stay: August 2022
Rooms
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
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Liz_Rich_11 wrote a review Feb 2024
Morgantown, West Virginia37 contributions12 helpful votes
Cozy and historic Inn on the Plaza with modern updates and amenities. The staff was friendly and attentive and the breakfasts (which were different every day) were well prepared and served in an inviting dining area with large windows overlooking the Plaza. This inn also included afternoon home baked cookies and a wine & cheese hour. The location was perfect to walk to restaurants, tasting rooms, art galleries and boutiques. This was a fantastic "home base" while in the wine country.
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Date of stay: February 2024
Value
Location
Service
Trip type: Travelled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Ercy&alana wrote a review Dec 2023
Lahaina, Hawaii5 contributions2 helpful votes
Initial booking process is ok. Parking wasn’t an issue because we didn’t stay parked in the area during the day. But if you plan to hang around- you will need to plan accordingly and the hotel is hands off about parking. Arrival and check in were smooth at 5pm. The person who checked us in was nice and friendly. I’m sure the breakfast/wine and cheese hour are nice but cannot say because I did not partake. The comfort of the guest room is where it needs a few updates. The shower heads either need replacing or to be soaked in vinegar and cleaned. The fan makes noise and shakes so we couldn’t even run it, especially at night. I was definitely afraid of decapatation during my sleep by fan. And if your partner gets up in the middle of the night? Forget about it. The light from the French doors wakes the whole room up. I’m surprised they aren’t curtained with fine linen drapery. Instead cheap Amazon flammable see thru sheers. The French doors are eqsuisite and absolutely belong. But they need real curtains to block light at night. Both chairs were old and stained… but one so much worse than the other. Puke. In addition to all of this it was raining with fall foliage. The entry ways and floors were not maintained properly they were not swept by morning nor had adequate rugs and or safety signs that these conditions were extra slippery and use extreme caution. One narrow rug on the inside, that was obsolete, I’d try to wipe my boots on it and still track water across the beautiful lobby floors. Not my problem I guess..? (Until it was) I guess the city or the businesses doesn’t want to ruin the aesthetic of the tile entry way with a practical door mat. And you can’t run the AC or heat without it being harsh loud air. So we didn’t bother trying to regulate the room Temperature with it. We used the fire place that had heat- but the flames didn’t work. As I write this- I think the whole thing needs some TLC. Please go into room 8 and run all of its equipment to see for yourself the conditions your products are in. Internet was fine. Nothing to jump for joy over but also no complaints. TV is old. Fireplace flames didn’t work. And the HVAC system needs major maintenance because it is not working properly. Such a cute building, with friendly staff. Great location. But it needs some TLC.
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Date of stay: December 2023Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Travelphilosopher_12 wrote a review Jun 2023
London, United Kingdom89 contributions39 helpful votes
Great location, friendly staff who make you feel like one of the family. Wine and cheese each evening a nice touch. Our room had mainly internal walls which made it dark, and view from balcony at the back wasn't great, but room was spacious.
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Date of stay: June 2023
Value
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Trip type: Travelled with family
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jbaker95 wrote a review Apr 2023
Pittsburgh, Pennsylvania122 contributions34 helpful votes
The location could not be better. The hotel is an old Wells Fargo Stage coach repair shop. It has bikes (just ok ones, but they were fine), and it had a nice freshly cooked breakfast that started at 8am. The coffee was available by about 6:30. We enjoyed our stay, but one of the wine tastings (which they do every evening), the bar where they put the food was covered in ants. It killed the wine tasting and the subsequent breakfasts for us. However, there is a nice French bakery very close that had one of the best chocolate croissants that I have ever had. Overall, we enjoyed our stay.
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Date of stay: April 2023Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
2 Helpful votes
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haydebbie wrote a review Feb 2023
52 contributions63 helpful votes
The Healdsburg Inn on the Plaza is a charming place to stay. Our room was very comfortable and the location is perfect. The breakfast and the afternoon snacks were excellent. We want to thank Jules for making our stay so perfect. Jules was the perfect hostess. I hope Management knows that you have a gem of an employee.
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Date of stay: January 2023
Location
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
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Michael R wrote a review Jan 2023
1 helpful vote
I just stayed at this hotel for the first time and was very pleased. The location on the plaza was excellent. It was two doors down from the Matheson restaurant which was excellent. My room #3 facing the street was very quiet. Couldn't hear anything. The bed was firm, but comfortable. My room had a jacuzzi tub and a walk in shower. Breakfast was just OK. Overall, I loved it and would visit again. Staff was very helpful.
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Date of stay: January 2023
Value
Location
Service
Trip type: Travelled solo
Room Tip: Barn Diva and Matheson restaurants were excellent. Flying Goat coffee and Oakville Grocery are...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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mayamrsG wrote a review Dec 2022
Dublin, California135 contributions31 helpful votes
Beautiful stay on the square in Healdsburg! The Inn is right on the main square, surrounded by excellent restaurants and boutique shops. The rooms are beautiful, this was my second stay and found rooms consistent. We had a electric fireplace and it was very nice on a winter night. Bed was very comfortable with premium bedding. Very nice add is some bottled water included in the room. All the staff are very welcoming and attentive. There was a very nice wine hour, small snacks and lovely local vintner hosting. We got a great recommendations to Valette, and The Matheson, we ended up at The Matheson only because Valette was fully booked, but their staff were amazing on recommendations for drinks at Burdock. Enjoy all the local places.
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Date of stay: December 2022Trip type: Travelled as a couple
Room Tip: Parking can be a little tricky, in front later at night until 9 am is ok but you need to check...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Keith D wrote a review Sept 2022
Richardson, Texas558 contributions176 helpful votes
Healdsburg Inn is an excellent Inn fronting the plaza. You’ll get a bed & breakfast type experience with a fresh meal prepared onsite by a chef, nice rooms, friendly staff, and a nightly wine tasting hosted by local wineries. You’re within walking distance of multiple wineries and excellent restaurants.
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Date of stay: March 2022Trip type: Travelled as a couple
Room Tip: Ask front staff if you need advice on parking regs or winery options.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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PRICE RANGE
S$418 - S$671 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
healdsburg inn - a four sisters hotel healdsburg, healdsburg inn - a 4 sisters inn
LOCATION
United StatesCaliforniaSonoma CountyHealdsburg
NUMBER OF ROOMS
12
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
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HEALDSBURG INN ON THE PLAZA: UPDATED 2024 B&B Reviews, Price Comparison and 121 Photos (CA) - Tripadvisor

Frequently Asked Questions about Healdsburg Inn on the Plaza
Which popular attractions are close to Healdsburg Inn on the Plaza?
Nearby attractions include Healdsburg Plaza (0.1 km), The Shed (0.3 km), and La Crema Tasting Room (0.1 km).
What are some of the property amenities at Healdsburg Inn on the Plaza?
Some of the more popular amenities offered include free wifi, free breakfast, and free public parking nearby.
What food & drink options are available at Healdsburg Inn on the Plaza?
Guests can enjoy free breakfast during their stay.
Is parking available at Healdsburg Inn on the Plaza?
Yes, free public parking nearby is available to guests.
What are some restaurants close to Healdsburg Inn on the Plaza?
Conveniently located restaurants include Guiso Latin Fusion, Baci Cafe & Wine Bar, and Valette.
Is Healdsburg Inn on the Plaza located near the city centre?
Yes, it is 0.09 km away from the centre of Healdsburg.
Are there any historical sites close to Healdsburg Inn on the Plaza?
Many travellers enjoy visiting Hudson Street Wineries (0.8 km).
Is Healdsburg Inn on the Plaza accessible?
Yes, it offers wheelchair access. For specific enquiries, we recommend calling ahead to confirm.