We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Save money. We search 200+ sites for the lowest hotel prices.
25 W Grant St, Healdsburg, CA 95448-4804
Lowest prices for your stay
View deal
Free cancellation until 03/17/22
Reserve now, pay at stay
View deal
Free cancellation until 03/17/22
View deal
Free cancellation until 03/17/22
View all 14 deals
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.
Traveler (117)
Room & Suite (24)
Dining (15)
What is Travelers’ Choice?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers and are ranked within the top 10% of properties on Tripadvisor.


#6 of 15 B&Bs / Inns in Healdsburg
Travelers' Choice
GreenLeaders Silver level
Known on the California and Sonoma County Landmarks Registry as the John Miller House, this historic Queen Anne Victorian was built in 1902. Miller was a prominent fruit grower, packer and dehydrator in the early 1900s. He was also one of the first to make a commercial business of marketing dehydrated fruit. Among Miller's claims to fame is that he was the first provider to the U.S. Military of dehydrated foods. Known as K-rations during WW I and MREs today, Miller was cited by the military for "feeding the troops during WW I". (1) Miller and his wife were, like many prominent citizens of the community, anxious to furnish their home lavishly. The home is reputed to be the first in Healdsburg with two bathrooms, with indoor plumbing upstairs and downstairs.The noted horticulturist, Luther Burbank, was a good friend and assisted in the design and development of the original landscape at the front of the home, some of which remains today. The large cedar, cypress, and redwood heritage trees were planted by Burbank over 100 years ago. The lush grounds have been accented with rose bushes and numerous flowering shrubs. The same archaeological report from Sonoma State University indicates that some of the first plantings of some of Burbank's new species were planted on the Miller property. Sadly, the location and botanical name of the plants were never recorded. It is unknown if they remain on the property today.The home remained in the Miller family until the late 1930s and was a private residence until the early 1980s when it became a Bed and Breakfast. The inn has undergone extensive restoration over the years. Beautiful hand-silk screened period wall and ceiling papers accent the spacious common areas and some guest rooms. The papers are produced by Bradbury & Bradbury of Benicia, CA and are based on designs of William Morris, a prominent textile designer of the mid- to late 1800s.The formal, yet welcoming rooms include a spacious parlor with fireplace-the perfect place to enjoy the morning paper or a board game on a quiet afternoon. The spacious dining room that seats up to 14 showcases original wainscoting and built-in china cabinet and bench. The large antique table is where guests dine on Calderwood's signature gourmet breakfasts. The covered front porch with its antique wicker furniture and lacquered floor beckons you to enjoy the lush grounds, review the activities of your day or curl up with a good book. The porch is often used by local wineries who frequently co-host our complimentary evening wine hour. All nine guest rooms have private baths. Each room is decorated differently to incorporate an extensive collection of beautiful, yet comfortable period
Read more
Property amenities
Free parking
Secured parking
Free High Speed Internet (WiFi)
Free breakfast
Bicycle rental
Non-smoking hotel
Outdoor furniture
Private check-in / check-out
Special diet menus
Wine / champagne
Picnic area
Shared lounge / TV area
Show more
Room features
Air conditioning
Flatscreen TV
Hair dryer
Room types
Non-smoking rooms
Family rooms
Good to know
Languages Spoken
English, Spanish
382Reviews2Q+A100Room tips
Traveler rating
  • 313
  • 49
  • 10
  • 6
  • 4
Time of year
Traveler type
Selected filters
  • Filter
  • English
Popular mentions
LydiaK313 wrote a review Dec 2021
San Jose, California265 contributions49 helpful votes
We found Calderwood on Bring Fido because we travel with our fur baby (pomerianian). The inn has a great history and is so conveniently located to everything. In addition to the wineries, restaurants, shops and tasting rooms, were could easily access walking trails for the pooch as well as grocery and drug stores. The rooms were very clean and the breakfast was A1 and on par with the highly rated restaurants in the village. The big bonus was being greeting with 2 glasses of wine!
Read more
Date of stay: December 2021
Room Tip: If traveling with your dog, call ahead to make sure 'dog friendly' rooms are available.
See more room tips
AndoverDan wrote a review Dec 2021
Andover, Massachusetts339 contributions238 helpful votes
This property is north of downtown in a quiet neighborhood an easy 10 mnute walk to the plaza. Both the interior and grounds are beautiful and well maintained. We stayed in the Wilson Room on the first floor, which was beautiful and spacious, with incredible wallpaper designs on the walls and ceiling. Megan was a gracious host, and their COVID protocol made us feel safe. There is coffee available as early as one wants. One perk of staying here is a free wine tasting at one of the Wilson wineries ( we went to Matrix). Our only quibble was that the breakfast, while quite adequate, was just OK.
Read more
Date of stay: November 2021
1 Helpful vote
cmaldon1 wrote a review Nov 2021
Long Beach, California17 contributions4 helpful votes
Beautiful Victorian Inn with lovely gardens. Our room was large with a comfy bed. Jude is a friendly innkeeper with good suggestions for wineries with free tastings. The downstairs common rooms with stained glass windows and ceiling are stunning! What a lovely place to stay for a romantic getaway!
Read more
Date of stay: November 2021Trip type: Traveled as a couple
Room Tip: Best for a romantic getaway for couples.
See more room tips
TennisgalGreenBay_WI wrote a review Nov 2021
Green Bay, Wisconsin904 contributions327 helpful votes
We were welcomed by Megan with a glass of wine and cookies. We also got a bottle of wine....a wonderful Wilson Petite Syrah. Stayed 5 nights in the DeLormier Room which was spacious with a comfy bed, a perfect amount of linens and 2 pillows to pick from. The bathroom was well appointed...albeit the shower being a bit tiny. Loved all the mirrors, plus a full length one on the closet door. There was plenty of room to set luggage and loved the light of the windows. Really loved the charm of the woodwork and pictures. Jude and Megan outdid themselves with the breakfast. The sausage toast, egg omelettes, ham pastries....everyday different and delicious. But it all was plated so beautifully, with fresh OJ, berries in a jar and some sort of muffin. This B&B was also perfectly located to walk to all the restaurants in town. We had a great time! And they followed COVID protocols which were appreciated.
Read more
Date of stay: November 2021
Jennifer B wrote a review Nov 2021
1 contribution
We love the Calderwood Inn so much that most of our friends stayed here for our wedding weekend - beautiful and charming property, conveniently located walking distance to downtown Healdsburg, delicious homemade breakfast included, friendly staff. Highly recommend! If your planning to reserve several rooms, Tim the reservation specialist is the most responsive, helpful, and accommodating person.
Read more
Date of stay: November 2021
$199 - $445 (Based on Average Rates for a Standard Room)
United StatesCaliforniaSonoma CountyHealdsburg
Is This Your Tripadvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing
Frequently Asked Questions about Calderwood Inn
Which popular attractions are close to Calderwood Inn?
Nearby attractions include Healdsburg Plaza (0.4 miles), The Shed (0.3 miles), and Big John's Market (0.7 miles).
What are some of the property amenities at Calderwood Inn?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
What food & drink options are available at Calderwood Inn?
Guests can enjoy free breakfast during their stay.
Is parking available at Calderwood Inn?
Yes, free parking, secured parking, and street parking are available to guests.
What are some restaurants close to Calderwood Inn?
Conveniently located restaurants include Guiso Latin Fusion, Valette, and Baci Cafe & Wine Bar.
Is Calderwood Inn located near the city center?
Yes, it is 0.5 miles away from the center of Healdsburg.
Which languages are spoken by the staff at Calderwood Inn?
The staff speaks multiple languages, including English and Spanish.
Are there any historical sites close to Calderwood Inn?
Many travelers enjoy visiting Hudson Street Wineries (0.9 miles).