Skip to main content

Calderwood Inn

3.5 star property
Guests enjoy delicious breakfasts each morning and unwind at the manager's afternoon reception on the terrace amid garden greenery.

Choose dates to view prices

At Calderwood Inn, charming comfort meets thoughtful service. Enjoy a full breakfast each morning and a daily manager's reception. The terrace offers a quiet garden retreat, while in-room WiFi and library access ensure a relaxing stay.

Reviews

9.0 out of 10
Wonderful

Popular amenities

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

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
TV
Hypo-allergenic bedding
Down duvet
Premium bedding
Egyptian cotton linens
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
TV
Hypo-allergenic bedding
Down duvet
Premium bedding
Egyptian cotton linens
  • 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)

Highlights

Patio
Individually furnished
Individually decorated
Air conditioning
TV
Hypo-allergenic bedding
Down duvet
Premium bedding
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Refrigerator
TV
Hypo-allergenic bedding
Premium bedding
Down duvet
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

You may also like

Ad
2 restaurants, breakfast, lunch, dinner served; Californian cuisine

Montage Healdsburg

Healdsburg
  • Pool
  • Spa
  • Pet friendly
  • Kids pool
9.6 out of 10, Exceptional, 119 reviews
Montage Healdsburg

About the neighborhood

Map
25 West Grant Street, Healdsburg, CA, 95448

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
  • Healdsburg Center for the Arts - 11 min walk - 0.6 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
  • ‪Troubadour - ‬10 min walk
  • ‪SingleThread Farm, Restaurant, and Inn - ‬9 min walk

About this property

Calderwood Inn

Property highlights
You can look forward to free full breakfast, a free daily manager's reception, and a terrace at Calderwood Inn. Stay connected with free in-room WiFi, and guests can find other amenities such as a garden and a library.
Other perks at this guesthouse include:
  • Free self parking
  • Bike rentals, concierge services, and tour/ticket assistance
  • Guest reviews speak highly of the breakfast and helpful staff
Room features
All guestrooms are individually furnished, and include comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi and bathrobes.
Other amenities include:
  • Hypo-allergenic bedding, Egyptian cotton sheets, and down comforters
  • Designer toiletries, deep soaking tubs, and showers
  • TVs with cable channels

Similar properties

Lobby
Camellia Inn
  • Pool
  • Breakfast included
  • Spa
  • Parking included
8.4 out of 10, Very Good, 602 reviews
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
  • Limited onsite self parking

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

Pets allowed for an extra charge of USD 50 per pet, per night
Service animals are welcome, and are exempt from fees
1 total (up to 50 lbs per pet)
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Food and water bowls are available

Children and extra beds

Children 18 and younger are not allowed at this property; All guests older than 18 are welcome
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

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

The above list may not be comprehensive. Fees and deposits may 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

We should mention

This property does not have elevators
Children 18 years old and younger are not permitted at this property

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 Calderwood Inn pet-friendly?

Yes, Calderwood Inn allows pets (limit 1 total) with a maximum weight of up to 50 lbs per pet. There's a fee of USD 50 per pet, per night. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Self parking is free at this property.

What time is check-in at Calderwood Inn?

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

What time is check-out at Calderwood Inn?

Check-out is at 11 AM.

Where is Calderwood Inn located?

Situated in Healdsburg, this guesthouse is within a 10-minute walk of Seghesio Family Vineyards and Raven Performing Arts Theater. Healdsburg Center for the Arts and Healdsburg Plaza are also within 15 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Calderwood Inn Reviews

9.0

Wonderful

9.6

Cleanliness

9.6

Location

9.2

Staff & service

8.8

Eco-friendliness

9.0

Property conditions & facilities
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

Reviews

10/10 Excellent

Carol

Liked: Cleanliness, property conditions & facilities
House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay.
Stayed 2 nights in Dec 2025

8/10 Good

Donald

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

10/10 Excellent

DANIELLE

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

10/10 Excellent

carolynn

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

10/10 Excellent

AMY

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

Janice

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

10/10 Excellent

Russell

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

8/10 Good

susan

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

10/10 Excellent

Christopher

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

10/10 Excellent

Thomas

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

10/10 Excellent

Hillary

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

10/10 Excellent

Neil

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

10/10 Excellent

Betty

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very good location and quite
Stayed 2 nights in May 2024

10/10 Excellent

Vonna

Liked: Cleanliness, staff & service, property conditions & facilities
beautifully furnished and welcoming
Stayed 3 nights in Aug 2024

10/10 Excellent

Dina

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

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

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

Nancy

Liked: Cleanliness, staff & service, property conditions & facilities
Lovely home and convenient to the square. The beds were great and so was breakfast.
Stayed 1 night in Feb 2024

10/10 Excellent

deborah

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

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
Nice B&B at a great value. Walking distance to the square. Great breakfast.
Stayed 1 night in Apr 2024

4/10 Poor

Beth

Liked: Property conditions & facilities
Disliked: Staff & service
The building was very unique and nicely furnished.
Stayed 2 nights in Jan 2024

10/10 Excellent

Laurie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great weekend away stay. Quiet and homey. Loved the bocce ball set up and front porch.
Stayed 3 nights in May 2024

10/10 Excellent

Todd

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Gorgeous B&B with old world charm.... lovely room and the main house was beautiful with no small detail missed. The staff was great and breakfast was terrific. Easy check in and out. Great experience!
Stayed 1 night in Aug 2024

10/10 Excellent

van

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property
Stayed 1 night in Aug 2023
Expedia Group trademark logo

Policies

† More information about the $50 gift card with flight package benefit may be found at: https://www.expedia-aarp.com/lp/b/vacationpackages50prepaid
English Copyright 1995 - 2025. All rights reserved. Use of this Web site constitutes acceptance of the Expedia User Agreement and Privacy Policy. AARP and its affiliates do not provide retail goods or services or discounts on such goods or services. All goods or services and discounts offered via the AARP® Travel Center powered by Expedia®, are provided by third-party suppliers. AARP and its affiliates do not endorse and are not responsible for the goods or services and discounts made available on this site. Offers are subject to change and may have restrictions. Please contact the AARP Travel Center directly for full details. Expedia pays a royalty fee to AARP for the use of AARP's intellectual property. These fees are used for the general purposes of AARP.