Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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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.
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 Hotels.com properties are professionally cleaned after each stay.
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.
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 Hotels.com properties are professionally cleaned after each stay.
Service feeThis helps Hotels.com 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 Hotels.com
Ratings and reviews
9.2 / 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.
8.0 / 10.0
Great front porch sitting area. Cookies. Wine in living room.
6.0 / 10.0
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
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
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
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.
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
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!
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.
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.
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
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.
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.
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.
FAQs
Is parking included with this bed and breakfast?
Parking is not specified as an available amenity at Calderwood Inn. For more information, we encourage you to contact the property about where to park.
Is there a pool at this bed and breakfast?
We didn’t find pool listed as an amenity for this bed and breakfast. It may be worth double checking if a pool is important for your stay.
Is Calderwood Inn pet friendly?
Unfortunately, this bed and breakfast is not pet-friendly. Try searching again and filter for "Pets Allowed"
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