See all properties

Calderwood Inn

3.5 star property
Victorian guesthouse in Healdsburg with free parking

Choose dates to view prices

Photo gallery for Calderwood Inn

Exterior
Reception
Reception
Exterior
Lobby sitting area

Reviews

9.0 out of 10
Wonderful

Popular amenities

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

Explore the area

View in a map
25 West Grant Street, Healdsburg, CA, 95448
  • Place, Seghesio Family Vineyards
    ‪5 min walk‬
  • Place, Healdsburg Plaza
    ‪9 min walk‬
  • Place, Russian River
    ‪2 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪12 min drive‬

Room options

View all photos for Standard Room

Standard Room | Egyptian cotton sheets, premium bedding, down comforters

Standard Room

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

View all photos for Deluxe Room

Deluxe Room | Egyptian cotton sheets, premium bedding, down comforters

Deluxe Room

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

View all photos for Executive Room, 1 King Bed

Executive Room, 1 King Bed | Egyptian cotton sheets, premium bedding, down comforters

Executive Room, 1 King Bed

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

View all photos for Suite, 1 King Bed

Suite, 1 King Bed | Living area | TV

Suite, 1 King Bed

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

You may also like

Ad
Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes

Dry Creek Inn MOD Collection by Sonesta

Healdsburg
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
8.0 out of 10, Very Good, 1,005 reviews
$110 nightly
The price is $127
Jan 29 - Jan 30
Total with taxes and fees
Dry Creek Inn MOD Collection by Sonesta

About the neighborhood

Healdsburg

Calderwood Inn places you within a 10-minute stroll of Seghesio Family Vineyards and Raven Performing Arts Theater. 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 Plaza - 9 min walk - 0.5 miles
  • Healdsburg Museum - 11 min walk - 0.6 miles
  • Pezzi King Winery - 2 min drive - 1.1 miles
  • Russian River - 2 min drive - 1.8 miles

Getting around

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

Restaurants

  • ‪Little Saint - ‬8 min walk
  • ‪Bravas Bar de Tapas - ‬9 min walk
  • ‪Costeaux French Bakery - ‬7 min walk
  • ‪SingleThread Farm, Restaurant, and Inn - ‬9 min walk
  • ‪Young & Yonder Spirits - ‬9 min walk

About this property

Calderwood Inn

Victorian guesthouse in Healdsburg with free parking
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 concierge services, 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 garden and a picnic area.
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.

Similar properties

Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers
Camellia Inn
  • Pool
  • Breakfast included
  • Spa
  • Parking included
8.4 out of 10, Very Good, 603 reviews
$190 nightly
The price is $220
Jan 22 - Jan 23
Total with taxes and fees
Camellia Inn

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
  • Individual decor
  • Individual furnishings
  • 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

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
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. 

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.

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 Healdsburg Museum less than a mile away.

Is there parking available at Calderwood Inn?

Yes, self parking is offered for free at the guesthouse.

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.

What will couples enjoy most about a stay at Calderwood Inn?

Amenities that appeal to couples at this guesthouse include a soaking tub, Egyptian cotton sheets, and bathrobes.

Are there hot tubs at Calderwood Inn?

No, there isn't a spa tub 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.

Are there connecting rooms at Calderwood Inn?

No, this guesthouse doesn't feature connecting guestrooms.

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).

Can I book a room with a balcony at Calderwood Inn?

Yes, some accommodations at this guesthouse offer either a balcony or a patio.

Calderwood Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 164 out of 250 reviews
Rating 8 - Good. 54 out of 250 reviews
Rating 6 - Okay. 25 out of 250 reviews
Rating 4 - Poor. 5 out of 250 reviews
Rating 2 - Terrible. 2 out of 250 reviews

9.6/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

8/10 Good

Lisa

Traveled with group
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

4/10 Poor

Denise

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities, room comfort

Healdsberg B&B

We were in the St. Anne’s Suite. Not clean or welcoming at all. Cobwebs on light fixtures, rug stained, very rudimentary furniture. The bed was horrible, on wheels and every time someone moved, it bounced around constantly waking up your partner. The pillows were absolutely horrendous. I asked for ice one day and the innkeeper told me that she has no ice machine and if there is any there might be some in the refrigerator outside because she has to buy it by the bag. My comment is, I think you’re supposed to supply that kind of thing to your guests as part of the hospitality. We do not recommend.
Stayed 4 nights in Oct 2025

8/10 Good

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Quaint inn within easy walking distance of downtown Healdsburg and easy access to wineries of Dry Creek area. Room was clean and bed was comfy. Bathroom pretty small but adequate. Hot water nice and hot. Variety of food at breakfast could have been better.
Stayed 2 nights in Oct 2025

8/10 Good

Stephan

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

8/10 Good

Donald, Boulder

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great front porch sitting area. Cookies. Wine in living room.
Stayed 3 nights in Sep 2025

6/10 Okay

Devon

Traveled with family
I stayed for three nights in the Matrix room. (When I checked in the paperwork said it was the room I had ‘chosen’ however because I booked on Expedia I was only given a vague description of each type of room - size of bed etc - and the preferred price point). Check in was fine. The woman checking in was kind but seemed eager to leave. Once she left at 330pm there was no one on staff in the house at all until the next morning. This was the case every day. Some pros are that the house is in a quiet neighborhood and the grounds are lovely. It’s also just a 10-15 minute walk to downtown. Cons are: Breakfast was very hit or miss (good the first day and progressively worse each day after). I asked for a quiet room but instead was put in a room at the top of the stairs (again, I didn’t pick my room). It was fine the first day when the inn was basically empty but as the inn filled up it got more noisy. Also the CONSIDERABLE noise coming from the kitchen each morning traveled right up the stairs. The most disappointing part was the room itself. The bed was new and comfortable but as others have noted, my room was shabby. I appreciate that it’s an old inn and that they want to lean into that look, but there were frayed throw pillows, a dilapidated arm chair, cobwebs in the corners, pealing paint on the baseboards and bathroom ceiling and a dingy carpet. The
Stayed 3 nights in Sep 2025

10/10 Excellent

Sabrina

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Aug 2025

6/10 Okay

Janice

Liked: Cleanliness, staff & service
The Inn is a beautiful old building. The decor is charming. My issues have to do with the upstairs bedroom. The weather was very warm for our 3-day stay. The day we arrived, the air conditioning in our room wasn’t functioning. It made for a miserable night’s sleep. The next afternoon the repairman came. The air conditioning was better, but still required a fan at all times. Advice: don’t get an upstairs room in the summer.
Stayed 3 nights in Aug 2025

10/10 Excellent

Jia

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2025

10/10 Excellent

Julie

Liked: Cleanliness, staff & service
Only one complaint. The bed was stiff.
Stayed 3 nights in Jun 2025

10/10 Excellent

Emily, Kensington

Stayed 1 night in May 2025

10/10 Excellent

Scott

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in May 2025

10/10 Excellent

Jason

Stayed 2 nights in Feb 2025

10/10 Excellent

Susan

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

10/10 Excellent

DANIELLE

Traveled with partner
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

8/10 Good

Thomas

Traveled with partner
Liked: Cleanliness, property conditions & facilities
Pros: The location to downtown Healdsburg was great. Walkable to all the great restaurants and shops. Great bathroom and shower in the room. Cons: you only interact with staff at check-in and breakfast. Other than that there is no one around. Our king room was so small there was barely any room for luggage and only one small desk sized chair to sit on. There were no windows other than the entry door so no fresh air in the room and the air conditioner blew directly over the bed. It was fine for 2 days, but next time would book a different room.
Stayed 2 nights in Apr 2025

10/10 Excellent

Neil

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very Nice. Friendly people.
Stayed 1 night in Mar 2025

8/10 Good

Toby

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Mar 2025

2/10 Terrible

Raamon

Disliked: Staff & service, property conditions & facilities
Stayed 1 night in Mar 2025

10/10 Excellent

Marjorie

Stayed 1 night in Feb 2025

10/10 Excellent

Clifford

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Feb 2025

10/10 Excellent

Russell

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed at The Calderwood Inn Valentines week 2025. It is a beautiful, well kept B&B. The people were wonderful and the breakfasts were very tasty. Walking distance to the Healdsburg square and less than 10 minutes to the Dry Creek Valley. We will definitely stay there again!
Stayed 3 nights in Feb 2025

10/10 Excellent

AMY

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities
Nice rooms, good breakfast, easy to walk to shopping area and tasting rooms. Would definitely go back.
Stayed 2 nights in Jan 2025

10/10 Excellent

Verified traveler

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

Go to in Healdsburg

Great stay as always!
Stayed 1 night in Dec 2024

10/10 Excellent

Kathleen

The inn is old and lovely. The staff are friendly, even fun. Wine when you arrive; cookies often.
Stayed 7 nights in Dec 2024

Hotels