Calderwood Inn

Property class: 3.5

Choose dates to view prices

Near Healdsburg Plaza, Calderwood Inn provides free full breakfast, a free daily manager's reception, and a terrace. In addition to a garden and a library, guests can connect to free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Popular amenities

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

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 is home to Calderwood Inn. Seghesio Family Vineyards and Pezzi King Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Raven Performing Arts Theater and Healdsburg Center for the Arts. SingleThread Farm at Dry Creek and Powell's Sweet Shoppe - Windsor are also worth visiting. Take an opportunity to explore the area for outdoor excitement like hiking/biking trails. Visit our Healdsburg travel guide
View more Guest Houses in Healdsburg
Map
25 West Grant Street, Healdsburg, CA, 95448

What's nearby

  • A coastal landscape with a sandy beach, calm sea, and rocky outcrops.
    Russian River
    3 min drive - 1.8 miles
  • 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

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

  • Guesthouse near Healdsburg Plaza
  • 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, tour/ticket assistance, and concierge services
    • 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

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Nov 15 - Nov 16
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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 does it cost to stay at Calderwood Inn?

As of Oct 23, 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.

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 15-minute walk of Seghesio Family Vineyards and Healdsburg Plaza. Raven Performing Arts Theater and Healdsburg Center for the Arts are also within 15 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Calderwood Inn Reviews

9.0

Wonderful

9.6

Cleanliness

9.6

Location

9.2

Staff & service

9.0

Property conditions & facilities
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

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was incredibly helpful and friendly. Great experience within this Victorian Inn.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful old Victorian house and only four blocks from Healdsburg Plaza. Great breakfast and hostesses
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely relaxing property with nice gardens and the ease of a good breakfast in the morning. Spacious room with sitting area. Nice people
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very pleasant stay. So comfortable on the porch and our private patio.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely old house, we were made very welcome. The breakfast every morning was wonderful! The little touches like the fresh cookies every morning and the glass of wine to try were really appreciated. We have recommended this place to all of our friends.
Stayed 3 nights in Aug 2026
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, 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

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We spent 3 nights in the St. Anne's Suite at Calderwood Inn in Healdsburg. It is in a residential neighborhood just a 5-minute drive from the downtown area. There is plenty of parking in the back and also on the street. The suite has its own entrance and its own outdoor patio/seating area. It is very clean, private, and extremely quiet. We loved it! A delicious breakfast is served in the main house each morning, and coffee/tea is always available. The suite has its own mini-fridge, but there is also one on the front porch that's available to all guests. We used that one to freeze some extra ice packs. The inn is beautifully furnished inside and has several lovely outdoor seating area on the grounds. The staff were wonderful! They provided a binder in our room that detailed restaurants, wineries, and places to visit locally. It was a helpful resource. We hope to return again to this lovely property.
Stayed 3 nights in Jul 2026
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, 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

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, 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
Verified review

10/10 Excellent

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

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
Beautiful room with gorgeous bedding and decor. The room was very neat and clean and tidy. The staff was unobtrusive, but very nice and kind when we asked any questions.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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