See all properties

Calderwood Inn

Top rated by guests

Executive Room, 1 King Bed | Terrace/patio

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

Suite, 1 King Bed | Living area | TV

Suite, 1 King Bed | Bathroom | Shower, deep soaking tub, designer toiletries, hair dryer

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

9.0Outstanding

(246 Ratings)

"Lovely grounds and rooms. Delicious breakfast. "

Susan

Don't miss out! Price and availability may change

9.0 / 10.0

Outstanding(246 Ratings)

Bed and Breakfast in Healdsburg, CA

3-Star Bed & Breakfast

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this bed and breakfast

While you're here, you can enjoy all the comforts of home and more, including a soaking tub and free WiFi, as well as a TV and a garden. Other amenities include Egyptian cotton sheets, designer toiletries, premium bedding, and down comforters.

Amenities at Calderwood Inn

Air conditioner

Internet / Wifi

Balcony or Patio

TV

Garden

Free parking

Map of Healdsburg, CA

city location on map

Nearby attractions

Armstrong Redwoods State Natural Reserve

Goat Rock State Beach - Sonoma Coast State Park

Trione-Annadel State Park

Available Rooms

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Expedia properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Expedia provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Expedia

$$$$

Top rated by guests

9.0Outstanding

(246 Ratings)

"Lovely grounds and rooms. Delicious breakfast. "

Susan

Don't miss out! Price and availability may change

$$$$

9.0 / 10.0

Outstanding(246 Ratings)

Bed and Breakfast in Healdsburg, CA

3-Star Bed & Breakfast

Reasons to book

Guests love it hereGuests give this property a top rating

Well priced for this locationPriced under area average

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Healdsburg, CA

city location on map

Nearby attractions

Armstrong Redwoods State Natural Reserve

Goat Rock State Beach - Sonoma Coast State Park

Trione-Annadel State Park

Available Rooms

About this bed and breakfast

While you're here, you can enjoy all the comforts of home and more, including a soaking tub and free WiFi, as well as a TV and a garden. Other amenities include Egyptian cotton sheets, designer toiletries, premium bedding, and down comforters.

Amenities

Air conditioner

Internet / Wifi

Balcony or Patio

TV

Garden

Free parking

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Expedia properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Expedia provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Expedia

Ratings and reviews

9.0 / 10.0

Outstanding(246 Ratings)

5.0 / 10.0

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.

4.0 / 10.0

The place is very nice, the location is great and I would stay there again.

2.0 / 10.0

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.

4.0 / 10.0

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.

6.0 / 10.0

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.

5.0 / 10.0

Only one complaint. The bed was stiff.

10.0 / 10.0

Lovely grounds and rooms. Delicious breakfast.

10.0 / 10.0

Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious.

8.0 / 10.0

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.

10.0 / 10.0

Very Nice. Friendly people.

10.0 / 10.0

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!

10.0 / 10.0

Nice rooms, good breakfast, easy to walk to shopping area and tasting rooms. Would definitely go back.

5.0 / 10.0

Great stay as always!

10.0 / 10.0

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

10.0 / 10.0

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.

10.0 / 10.0

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.

10.0 / 10.0

lovely home and staff - great meals

6.0 / 10.0

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.

5.0 / 10.0

The property was charming given its age but it was well maintained and clean. The grounds were really cute. Things ran very efficiently. Parking was ample. Breakfast was great - they did a wonderful job accommodating our dietary needs. I would absolutely stay here again.

5.0 / 10.0

A lovely well furnished B&B with lovely santique furnishings. Gracious hostess . Clean comfortable room . Appreciated the french press to make coffee whenever i want it

3.0 / 10.0

We enjoyed our stay. The house needs to be updated. It feels very old. Bathrooms in king size room was so small. It was a great location.

10.0 / 10.0

beautifully furnished and welcoming

10.0 / 10.0

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!

8.0 / 10.0

Lovely one night stay. I had a lovely room upstairs, super comfortable bed, lovely downstairs and front porch sitting area. Nice people. Best part was the price -- super reasonable. I didn't have a specific place I liked to stay in Healdsburg, but I do now.

3.0 / 10.0

We stayed 2 nights and the air conditioning just couldn't do the job. In fareness it was in the 80's during the daytime. The room was nice but the bathroom was tiny. The staff was nice and the breakfast was good as well.

10.0 / 10.0

Great innkeepers Relaxing upscale setting

5.0 / 10.0

Built in 1908 it was filled with "old-fashioned" charm. The breakfasts were amazing - quite substantial considering we usually have a piece of toast and some fruit. Yummy for sure.

3.0 / 10.0

I was really looking forward to our stay at the Calderwood Inn. Unfortunately it did not live up to expectations. I think we were in the worst room at the inn. No hot water came out of the sink. The window a/c unit was loud and did not cool the room. The bathroom had a claw foot tub/shower that was really hard for me to get in and out of. I am in good shape, I'm just short. The pictures listed on Hotels.com and their website did not represent the room I stayed in. I feel like it was a bit of a bait and switch. It was within walking distance to Healdsburg so that was nice and the breakfasts were nice. But since I can't shake feeling of being bamboozled by the how they represented the inn online. It was not worth $300 a night and I wouldn't recommend it to friends.

6.0 / 10.0

A charming old guesthouse. It was a fairly comfortable place to stay and convenient for walking into the town center and situated right next to the bike path. The guest house has some outdoor seating areas, it would’ve been nice if these were cleaned out for guests to enjoy the outdoor space. Breakfast is served, but there is no communication about any food options or guest dietary requirements. My room on the top floor was comfortable, the bathroom had a lovely clawfoot bath (which needed a better plug to retain the water) but no shower - and sloped ceiling, while quaint, meant no standing up straight in most of the bathroom. Overall, it was safe on a quiet street, comfortable and just right for a couple of nights.

4.0 / 10.0

Pretty property, and beautifully restored main level, in a good location. It would be walkable to downtown in good weather. The innkeeper is very hard working and organized, provides good information about the area, and serves a nice breakfast. Free wine tasting is available at many affiliated wineries. We especially liked Mozzocco. Our room was in the lower level, with a king bed, and private entrance with patio. Better soundproofing, softer pillows, a full length mirror, and better lighting would make this 5 star, but we were happy overall.

5.0 / 10.0

My room was in a renovated basement so there was no view and I was under the stairs so it was rather loud. Other than that, I loved everything.

3.0 / 10.0

Very nice staff, easy 10-minute walk to town square. However, this is not a place to stay when the temps are over 90F. The a/c upstairs is terribly inadequate, while downstairs in the lovely public rooms was cool. On the hottest night there was no airflow into my room. And the busted tiny fan in the room was little help. The bedding and towels were pristine white, and soft, but the 4 pillow inserts were old and tired and in need of a total replacement. Great location for a Spring or Fall visit. Breakfast each day was tasty but only available from 8:30-9:30am.

10.0 / 10.0

We loved the location and friendly and helpful staff. Lovely breakfast and great to be able to chat to other guests

10.0 / 10.0

Great weekend away stay. Quiet and homey. Loved the bocce ball set up and front porch.

5.0 / 10.0

We enjoyed our 2 night stay at the charming Calderwood Inn. This quiet, old house provides comfortable rooms, a large seating area with wine tastings, and a robust, freshly prepared breakfast. It is an easy walk from the Inn to the center of Healdsburg and the Calderwood makes a great base for touring the Sonoma and Napa wine regions.

10.0 / 10.0

Very good location and quite

8.0 / 10.0

My husband and I booked a weekend here and it was for the most part lovely. We especially loved the beautiful gardens, common areas, especially the massive, yet cozy front porch. It is an old house and our bathrooms reflected this--especially struggled with the clingy, stiff-plastic curtain around the cast iron tub for showering. Staff were attentive, with lovely extras such as wine served in the afternoons with a charcuterie board or cookies. The breakfasts were not quite up to what I would expect for a place this wonderful.

10.0 / 10.0

One of the best B&B’s we have stayed in. Wonderful food , staff and afternoon wine

10.0 / 10.0

Very cute B&B. Staff is friendly and it’s easy to walk to the town of healdsburg

10.0 / 10.0

Lovely old inn with charm and character, but in need of some repairs and a bit of a facelift. It has the land and potential to be more than it currently is: some touch up paint and maybe some cornhole or croquet in the backyard. Complimentary wine and homemade chocolate chip cookies and delicious breakfast. All in all a nice place to stay in walking distance of the square with restaurants and shops.

Explore similar stays in Healdsburg

Explore all rentals in Healdsburg

8.0 / 10.0

Excellent(463 Ratings)

Hotel Vinea Healdsburg

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Free parking · Hot tub or spa

Looking to create some memories in Healdsburg? Look no further than our Hotel, Hotel Vinea Healdsburg. Enjoy top-rated amenities including Parking, Garden and Family friendly, and more.

7.5 / 10.0

Good(309 Ratings)

Best Western Dry Creek Inn

Hotel

in Healdsburg

3star

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Hot tub or spa

When traveling to Healdsburg, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $202 per night.

9.2 / 10.0

Outstanding(850 Ratings)

Hotel Trio Healdsburg

4 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Air conditioner

When traveling to Healdsburg, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $207 per night.

9.4 / 10.0

Outstanding(850 Ratings)

Hotel Trio Healdsburg

4 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Air conditioner

The best choice in Healdsburg for Hotel, for $207 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.5 / 10.0

Excellent(147 Ratings)

Hotel Trio Healdsburg

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Parking

Looking for a memorable stay in Healdsburg? Our Hotel might just be what you're looking for. Enjoy amenities including Parking, Pets allowed and Gym or Fitness Center, and more during your stay.

8.7 / 10.0

Excellent(210 Ratings)

Calderwood Inn

Bed and Breakfast

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Free parking · Hot tub or spa

The best choice in Healdsburg for Bed and Breakfast, for $251 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.2 / 10.0

Excellent(42 Ratings)

27 North

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Free parking · Parking

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Healdsburg, at $251 per night for your next great vacation.

9.2 / 10.0

Outstanding(246 Ratings)

Calderwood Inn

Bed and Breakfast

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Free parking · Air conditioner

This Bed and Breakfast in Healdsburg, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

8.9 / 10.0

Excellent(74 Ratings)

Hotel Healdsburg

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Free parking

Looking for the perfect place to call home during your trip to Healdsburg? This Hotel offers a comfort and style with top-notch amenities, including Parking, Pets allowed and Gym or Fitness Center, and more.

8.4 / 10.0

Excellent(141 Ratings)

Harmon Guest House

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Hot tub or spa

This Hotel for $251 in Healdsburg, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

8.4 / 10.0

Excellent(556 Ratings)

Healdsburg Inn on the Plaza, A Four Sisters Inn

Bed and Breakfast

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Air conditioner · TV

Experience the best of Healdsburg with this Bed and Breakfast available for $236. This property is equipped with amenities including Air conditioner, Internet / Wifi and TV, and more.

8.5 / 10.0

Excellent(165 Ratings)

H2hotel

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Hot tub or spa

Discover the beauty of Healdsburg with a stay at H2hotel, a top rated Hotel with amenities such as Parking, Pets allowed and Wheelchair accessible, and more.

8.4 / 10.0

Excellent(559 Ratings)

Healdsburg Inn on the Plaza, A Four Sisters Inn

Bed and Breakfast

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Air conditioner · TV

Business stays, family stays, couples stay, getaway vacation, and rental in Healdsburg at Healdsburg Inn on the Plaza, A Four Sisters Inn for $236 for your next trip.

8.8 / 10.0

Excellent(106 Ratings)

Healdsburg Inn on the Plaza, A Four Sisters Inn

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Free parking · Hot tub or spa

Looking to create some memories in Healdsburg? Look no further than our Motel, Healdsburg Inn on the Plaza, A Four Sisters Inn. Enjoy top-rated amenities including Parking, Wheelchair accessible and Free parking, and more.

9.1 / 10.0

Outstanding(153 Ratings)

The Grape Leaf Inn

Bed and Breakfast

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Free parking

This inviting Bed and Breakfast in Healdsburg can fit your needs for many types of vacations, at $251 per night.

8.2 / 10.0

Excellent(290 Ratings)

Fairview Inn & Suites

2 guests · 1 bedroom · 1 bath

Internet / Wifi · Pool · Free parking

Motel in Healdsburg, for $245 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)