I took a one-night romantic getaway trip to Healdsburg with my significant other for my first true "wine-tasting" trip and booked the Mazzocco room here after reading other reviews. I definitely agree with the very high ratings! Margaret, the current innkeeper, was very, very flexible regarding our stay (we wanted to bike around Sonoma, so had to be able to... more

Our visit to the Calderwood Inn was above and beyond. Upon arrival we had the opportunity to meet Ken Wilson, the owner, and then Margaret Morris the Innkeeper. We stayed in the DiLorimer Room but spent most of our time in the kitchen or chatting with other guests in the living room. Margaret was a wealth of information on the... more

The Calderwood Inn is a most wonderful place to stay . The home is lovely with grounds to match. The location could not be better but for us what really made our stay was Margaret the Innkeeper. She was so warm and friendly with local knowledge of wineries and restuarants. She made us delicious breakfast each morning and just made... more

Stayed mid-week and could not have been treated more royally. Margaret, the Innkeeper, was a font of information...........wineries to visit, restaurants to try..........places to visit. Breakfast was a treat including eggs cooked to order! The Inn has new ownership. As a matter of fact, they own several wineries and their namesake, Wilson Winery, has fabulous zins. more

As wine club members of one of Ken and Diane Wilson's wineries, we recently took advantage of a club promotion and booked the entire bed and breakfast inn for a long weekend. Because we booked the whole facility, we did not experience the usual "breakfast" component of the B&B, so I can't comment on that or on the usual service;... more

We have been traveling to Healdsbury annually for years but only this trip discovered the lovely Calderwood Inn. It was a warm and inviting place to spend our two nights in Healdsburg and the innkeeper, Margaret, was an absolute pleasure to be around. She felt like a longtime friend with her warmth,quick wit, and attention to detail. She even made... more

We stayed at the Calderwood, and selected it mostly because of its location - walking distance to Healdsburg Plaza - and the positive reviews written here. The reasons we fell in love with the Calderwood far outnumbered the main reasons we initially chose it. The inn is under new ownership and management (Ken and Diane Wilson who also own several... more

Staying at Calderwood Inn made us think of Healdsburg as our second home town. The inn is enchanting, the rooms, the gardens, the verandas of the inn – all are in immaculate condition, inviting the guests to enjoy the warms and hospitality. My husband and I stayed at the Wison room on the ground floor, very quiet and spacious room... more

Calderwood Inn is lovely but the experience was less than perfect from an innkeeper who needed her own vacation. Her Gestapo like orders were a bit much considering that most B&B visitors want a relaxing stayand really don't appreciate being told when and how to arrive at breakfast. I felt as if we did not do as we were told... more