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Calderwood Inn

Certificate of Excellence
GreenLeadersBronze level
25 W Grant St, Healdsburg, CA 95448
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1 room 1 guest
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188 Reviews from our TripAdvisor Community

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Traveler rating
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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (50)
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    (188)
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Greenwood, Indiana, United States
Level Contributor
30 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
4 of 5 stars Reviewed 3 days ago NEW

We stayed in the Matrix room on the second floor of the inn. Note that the description says that you have a private bathroom, but that it is in the hall. This is incorrect. You DO have your own bathroom with access from the room. Very comfortable accommodations.. free wifi... antique furniture. There was a head wave during our stay..... More 

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San Francisco, California
1 review
5 of 5 stars Reviewed 3 weeks ago

The Inn, a former private mansion, is gorgeous with lovely rich period details and yet also homey feeling, with large comfortable sitting rooms and a fantastic porch replete with swing. Our room was charming and quiet. Laura the inn-keeper was incredibly nice, checking ahead about dietary restrictions and making dinner reservations for us. We loved the easy walk along a... More 

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Charlotte, North Carolina
Level Contributor
19 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 7 helpful votes
3 of 5 stars Reviewed 4 weeks ago

Calderwood Inn is in a great location, within easy walking distance to top-notch restaurants and within a short drive to wonderful wineries. We stayed in the Vineyard Suite at $340/night which I thought was overpriced for what we got. Some parts of the suite had been updated but other parts needed obvious repairs. It was very stuffy in the room... More 

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Pasadena, CA area
Level Contributor
6 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We enjoyed our stay at Calderwood Inn. Laurie our hostess was wonderful - she was so friendly and helpful! Her restaurant suggestions were excellent! She is a wonderful chef and the breakfasts - delicious!! The beautiful and welcoming covered porch is the perfect spot to enjoy a glass of wine and a good book. The location of the Inn is... More 

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Newark, California
Level Contributor
8 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
1 of 5 stars Reviewed July 23, 2015

The Good - My wife and I stayed at the Inn for a couple of days. It was a charming house and quiet place to stay. The people at the inn were wonderful. We couldn't ask for more. The Bad - as guests of the Inn we were offered a wine tour with the winemakers son, Sawyer. It sounded like... More 

Was this review helpful? Yes 2
Danville, California
1 review
4 of 5 stars Reviewed June 15, 2015

The Calderwood Inn is a charming B&B within walking distance of the square in Healdsburg. The staff is warm, friendly and helpful. Breakfast was delicious every morning! We stayed in the Jaxon Keys room which was very nice and spacious. It has a private bath with a tub with hand-held shower. We knew that going in, and it didn't bother... More 

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Grand Cayman
2 reviews
5 of 5 stars Reviewed April 11, 2015

Travel frequently on business and wanted to break it up with a B&B - couldn't be happier; well maintained and smartly finished, they strike a great balance between the home's long history without sacrificing creature comforts; overlooks charming grounds and is just around the corner from a number of wineries (Seghesio, Wilson); the breakfasts are not to be missed and... More 

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Los Gatos
2 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed March 30, 2015

My husband and I visited Healdsburg for the first time this past weekend. We stayed at the magical Calderwood Inn, which was originally built for a very prominent Healdsburg family who settled for nothing but the best. From the moment we walked into this gracious old home we knew we had chosen the right place. As a preservationist, I couldn't... More 

Was this review helpful? Yes 4
Marin County, California
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed March 25, 2015

My husband and I celebrated our 16th anniversary at The Calderwood and had a fabulous time. Laurie was just amazing. She asked us if we had any dietary restrictions and made two breakfasts that were perfect for my husband and incredibly delicious. The Inn is very beautiful, especially the silk wallpaper from the 1930's. I've never seen wallpaper with such... More 

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Cincinnati, Ohio
Level Contributor
34 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed March 18, 2015

The Calderwood Inn owned by the Wilson Family has become a favorite of ours. We stayed here about 5 years ago and were immediately charmed by the cozy house & hospitality as well as the Innkeeper Margaret. Margaret has since retired, but Patrick is now the Concierge of all the Wilson properties and Laurie is the executive chef/innkeeper. The first... More 

Was this review helpful? Yes 2
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