Calderwood Inn

Victorian guesthouse in Healdsburg with free breakfast

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Executive Room, 1 King Bed | Terrace/patio

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

Overview
Rooms
Location
Policies

Wonderful

Popular amenities

Housekeeping
Pet friendly
Air conditioning
Parking included
Free WiFi

Explore the area

25 West Grant Street, Healdsburg, CA, 95448

Place, Healdsburg Plaza
‪9 min walk‬
Place, Healdsburg Museum
‪11 min walk‬
Place, Wilson Winery
‪4 min drive‬
Airport, Santa Rosa, CA (STS-Sonoma County)
‪14 min drive‬

Room options

Standard Room

Exceptional

Sleeps 2
1 Queen Bed

Deluxe Room

Exceptional

Sleeps 2
1 King Bed

Executive Room, 1 King Bed

Exceptional

Sleeps 2
1 King Bed

Suite, 1 King Bed

Exceptional

1 bedroom
Sleeps 2
1 King Bed

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 Healdsburg

What's nearby

Healdsburg Plaza - 9 min walk - 0.5 miles
Healdsburg Museum - 11 min walk - 0.6 miles
Russian River - 3 min drive - 1.1 miles
Wilson Winery - 4 min drive - 2.6 miles
Dry Creek Vineyard - 8 min drive - 5.0 miles

Getting around

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

Restaurants

‪Bravas Bar de Tapas - ‬9 min walk
‪Little Saint - ‬8 min walk
‪Costeaux French Bakery - ‬7 min walk
‪Duke's - ‬11 min walk
‪Willi's Seafood & Raw Bar - ‬8 min walk

About this property

Calderwood Inn

Victorian guesthouse in Healdsburg with free breakfast

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

Pool
Hot Tub
Pet friendly
Free WiFi

$169 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

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

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

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.

How much does it cost to stay at Calderwood Inn?

As of Oct 10, 2025, prices found for a 1-night stay for 2 adults at Calderwood Inn on Nov 3, 2025 start from $211.44, excluding 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 Healdsburg Museum less than a mile away.

Will I be able to park 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.

Is Calderwood Inn a good place to stay for couples?

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, this guesthouse doesn't have a spa tub.

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.

Does Calderwood Inn have connecting rooms?

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

9.2

Wonderful

9.6/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

10/10 Excellent

Jia

Jul 11, 2025

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

Stayed 1 night in Jul 2025

10/10 Excellent

Julie

Jun 6, 2025

Liked: Cleanliness, staff & service

Only one complaint. The bed was stiff.

Stayed 3 nights in Jun 2025

10/10 Excellent

Emily, Kensington

Jun 4, 2025

Stayed 1 night in May 2025

10/10 Excellent

Scott

Jun 4, 2025

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

Stayed 2 nights in May 2025

10/10 Excellent

Jason

May 31, 2025

Stayed 2 nights in Feb 2025

10/10 Excellent

Susan

May 29, 2025

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

May 18, 2025

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

May 5, 2025

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

Mar 26, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Very Nice. Friendly people.

Stayed 1 night in Mar 2025

8/10 Good

Toby

Mar 12, 2025

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

Stayed 1 night in Mar 2025

2/10 Terrible

Raamon

Mar 12, 2025

Disliked: Staff & service, property conditions & facilities

Stayed 1 night in Mar 2025

10/10 Excellent

Marjorie

Feb 28, 2025

Stayed 1 night in Feb 2025

10/10 Excellent

Clifford

Feb 20, 2025

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

Stayed 3 nights in Feb 2025

10/10 Excellent

Russell

Traveled with family

Feb 15, 2025

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

Jan 30, 2025

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

Jan 4, 2025

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

Dec 19, 2024

The inn is old and lovely. The staff are friendly, even fun. Wine when you arrive; cookies often.

Stayed 7 nights in Dec 2024

6/10 Okay

Verified traveler

Dec 17, 2024

Stayed 2 nights in Dec 2024

10/10 Excellent

Steve

Dec 6, 2024

Stayed 1 night in Nov 2024

10/10 Excellent

deborah

Traveled with partner

Dec 5, 2024

This place is beautiful and the staff were quite accommodating. Next time, I’d upgrade from ‘standard’ room as I prefer a shower to a tub only.

Stayed 4 nights in Nov 2024

10/10 Excellent

Dina, Melbourne

Nov 8, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

It was a cozy and quiet B&B near the heart of Healdsburg. I was close to everything I wanted to do from horseback riding to wineries.

Stayed 3 nights in Nov 2024

10/10 Excellent

Lynnae

Traveled with group

Oct 28, 2024

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

Stayed 1 night in Oct 2024

10/10 Excellent

carolynn

Traveled with partner

Oct 25, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

lovely home and staff - great meals

Stayed 3 nights in Jul 2024

6/10 Okay

CYNTHIA

Traveled with partner

Oct 19, 2024

Liked: Cleanliness, staff & service

Although the rooms were clean and presentable there were items that need addressing. Screens were damaged, toilet & faucets were leaking, bed was very soft and had dips in it, ac was very loud. We had to change our initial room because there was no air flow and it had a moldy smell. We couldn’t use the ac because it was so loud.

Stayed 5 nights in Oct 2024