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Calderwood Inn

Property class: 3.5

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Photo gallery for Calderwood Inn

A cozy living room with a white sofa, a glass coffee table, and a view of a backyard with a seating area.
A cozy living room with a fireplace, a sofa, a chair, and a table with a lamp.
A staircase with ornate railings and a patterned ceiling.
A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.
A two-story house with a porch, surrounded by well-maintained hedges and a driveway.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Housekeeping

Explore the area

View in a map
25 West Grant Street, Healdsburg, CA, 95448
  • Place, Healdsburg Center for the Arts
    ‪11 min walk‬
  • Place, Healdsburg Plaza
    ‪11 min walk‬
  • Place, Healdsburg Museum
    ‪13 min walk‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪17 min drive‬

Room options

View all photos for Standard Room

A bedroom with a large bed, two bedside lamps, a chandelier, a window seat with cushions, and a wooden wardrobe.

Standard Room

9.6 out of 10
Exceptional
(12 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room

A bedroom with a large bed, two bedside lamps, a nightstand, a floral-patterned carpet, and a window with a view of greenery.

Deluxe Room

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

View all photos for Executive Room, 1 King Bed

A bedroom with a large bed, a television, a fireplace, and a chandelier.

Executive Room, 1 King Bed

9.0 out of 10
Wonderful
(13 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 King Bed

A cozy living room with a white sofa, a glass coffee table, and a view of a backyard with a seating area.

Suite, 1 King Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

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About the neighborhood

Healdsburg

Healdsburg Plaza is a short stroll from Calderwood Inn, and other popular attractions like Russian River are within a mile (2 km). This 10-room, 3.5-star guesthouse welcomes guests with free breakfast, free in-room WiFi, and free self parking.
View more Guest Houses in HealdsburgOpens in a new window

What's nearby

  • Seghesio Family Vineyards - 5 min walk - 0.3 miles
  • Healdsburg Center for the Arts - 11 min walk - 0.6 miles
  • Healdsburg Plaza - 11 min walk - 0.6 miles
  • Healdsburg Museum - 13 min walk - 0.7 miles
  • Russian River - 3 min drive - 1.8 miles

Getting around

  • Santa Rosa Station - 16 min drive
  • San Francisco Intl. Airport (SFO) - 105 min drive

Restaurants

  • ‪Costeaux French Bakery - ‬7 min walk
  • ‪Duke's - ‬11 min walk
  • ‪Black Oak Coffee Roasters - ‬11 min walk
  • ‪Willi’s Seafood & Raw Bar - ‬8 min walk
  • ‪The Matheson - ‬12 min walk

About this property

Calderwood Inn

A local mainstay since 1903, Calderwood Inn offers free WiFi in public areas, a library, and a terrace. If you decide to drive, there's free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a picnic area and a garden.
Guests can expect free WiFi and TVs with cable channels. Beds sport Egyptian cotton sheets and down comforters, and bathrooms offer deep soaking tubs, hair dryers, and designer toiletries. Ironing boards are also included.
The recreational activities listed below are available either on site or nearby; fees may apply.

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Property amenities

Internet

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

Parking and transportation

  • Free self parking on site

Food and drink

  • Free full breakfast available daily 9:00 AM to 10:00 AM
  • Free daily manager's reception

Things to do

  • Bicycle rentals
  • Library

Conveniences

  • Limited-hour front desk

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Outdoors

  • Garden
  • Picnic area
  • Terrace

Accessibility

  • No elevator

More

  • 1 building
  • 3 floors
  • Built in 1903
  • Designated smoking areas
  • Victorian architecture

Room amenities

Bedroom

  • Down comforter
  • Egyptian cotton sheets
  • Hypo-allergenic bedding

Bathroom

  • Bathrobes
  • Bathtub or shower
  • Deep soaking bathtub
  • Designer toiletries
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable channels

More

  • Air conditioning
  • Individually decorated
  • Individually furnished
  • Iron/ironing board

Policies

Check-in

Check-in start time: 4 PM; Check-in end time: 6 PM

Check-out

Check-out before 11 AM

Special check-in instructions

An adult age 18 or older must assume all liability for the booking
The front desk is open daily from 8 AM - 6 PM
Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation
If you are planning to arrive after 6 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

Access methods

Front desk (limited hours)

Pets

  • This property welcomes pets for USD 50 per pet, per night
  • 1 total (50 lbs is the maximum weight per pet)
  • Food and water bowls are available
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • This property doesn't allow children 18 and younger (only guests older than 18 are allowed)

Property payment types

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Pet fee: USD 50 per pet, per night
  • Service animals are exempt from fees

This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.

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
This property accepts credit cards; cash is not accepted
Safety features at this property include a fire extinguisher
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
  • Check-in: 4 PM—-6 PM
  • Check-out: 11 AM
The front desk is available during limited hours. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a fire extinguisher.

Additional information about polices, regulations, and more:

  • There are no elevators.
  • No cribs or infant beds are available.

Property is also known as

Calderwood Healdsburg
Calderwood Inn
Calderwood Inn Healdsburg
Calderwood Inn Guesthouse
Calderwood Inn Healdsburg
Calderwood Inn Guesthouse Healdsburg

Frequently asked questions

Is a free cancellation option available at Calderwood Inn?

Calderwood Inn provides free cancellation on certain room rates. For more details, review the cancellation policy on our site.

How much does it cost to stay at Calderwood Inn?

As of Oct 22, 2026, prices found for a 1-night stay for 2 adults at Calderwood Inn on Nov 9, 2026 start from $210, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What is there to do close to Calderwood Inn?

This guesthouse in Healdsburg is within a 10-minute walk of Seghesio Family Vineyards and Raven Performing Arts Theater. You'll also find Healdsburg Plaza and Russian River within a short drive.

Does Calderwood Inn include a casino at the property?

No, Calderwood Inn doesn't have a casino.

Will I find an indoor pool at Calderwood Inn?

No, there is no indoor pool at this guesthouse.

Does Calderwood Inn feature a restaurant that includes a breakfast menu?

Calderwood Inn offers free full breakfasts each morning though there is no restaurant.

Will Calderwood Inn allow pets to stay for free?

Although they can't stay for free, pets are welcome at Calderwood Inn for a fee of USD 50 per pet, per night. The property also provides food and water bowls.

What is the closest airport to Calderwood Inn?

The closest major airport to Calderwood Inn is Santa Rosa, CA (STS-Sonoma County), which is 10.7 mi away (13 minutes by car).

Calderwood Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 186 out of 280 reviews
Rating 8 - Good. 58 out of 280 reviews
Rating 6 - Okay. 27 out of 280 reviews
Rating 4 - Poor. 7 out of 280 reviews
Rating 2 - Terrible. 2 out of 280 reviews

9.6/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location and accommodations. Highly recommend.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely place. Breakfast was delicious. Very convenient to everything. Highly recommend!
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed here for a 30th anniversary trip and it was amazing. Sweet was large and very comfortably appointed. There is a nice morning breakfast and plenty of parking. The location was excellent, walkable to town and a nearby Cvs as well as a day spa. Would highly recommend for couples.
Stayed 6 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities
Breakfast good. Nails in floor of Wilson room in front of bath and closet need to be drivin in completely or smoothed.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay at the Calderwood Inn was fabulous! Everything is top notch..Staff, service, and the room, breakfast were great! Walking distance to downtown Healdsburg and all of the fine restaurants! Highly recommend the Calderwood Inn!
Stayed 5 nights in Mar 2026
Verified review

6/10 Okay

Liked: Cleanliness
Disliked: Property conditions & facilities
The person who checked us in wasn't very friendly, and the B&B is in need of a lot of maintenance.
Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Clean room, courteous staff.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
great place, awesome staff and excellent breakfast will be back
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is beautiful with a gorgeous garden and backyard area. The room was nicely furnished. It is close to town in a quiet neighborhood. Very nice.
Stayed 2 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was pretty good, but smells in the room, we kept door open all night
Stayed 4 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The place is very nice, the location is great and I would stay there again.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
The place has a historical charm. The furniture and amenities are a bit aged, but the overall experience is great. Love the breakfast in the beautiful dining room.
Stayed 1 night in Feb 2026
Verified review

6/10 Okay

Liked: Cleanliness, amenities
Disliked: Staff & service
Not as advertised. No complementary wine hour at location as advertised. Breakfast was very skimpy and no response from host with texting as directed by hotel
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay at the Calderwood. Tried several Wilson wineries in the area and had great experiences at them all. Enjoyed talking with other guests at breakfast and learning about their favorite restaurants and wineries. Quiet, comfortable room in a charming house with a great front porch.
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
very victorian. our room did not have a shower or air conditioning. great location with an easy walk to downtown healdsburg.
Stayed 3 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Overall- nice place to stay!!!
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
lovely home and staff - great meals
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Great innkeepers Relaxing upscale setting
Stayed 1 night in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved the location and friendly and helpful staff. Lovely breakfast and great to be able to chat to other guests
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very cute B&B. Staff is friendly and it’s easy to walk to the town of healdsburg
Stayed 1 night in May 2024
Verified review

4/10 Poor

Liked: Cleanliness
Disliked: Property conditions & facilities
Although the room was clean, there was a musty air throughout. To the point we could not stay the night. I would not recommend anyone with allergies staying there. This said, they were very accommodating and reimbursed us for the three nights we had booked
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
One of the best B&B’s we have stayed in. Wonderful food , staff and afternoon wine
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Lovely grounds and rooms. Delicious breakfast.
Stayed 2 nights in May 2025
Verified review

4/10 Poor

Calderwood cancelled our reservation a couple of weeks before check in. They offered an alternative BNB, but it was in Geyserville several miles away and not walkable into town. We were forced to find different accommodations for our trip. However, when we drove by the Calderwood, there didn’t seem to be anything going on and their sign indicated a vacancy was available. Not sure why all this happened. We wouldn’t book any of their properties again,
Stayed 4 nights in Jun 2026