Calderwood Inn
Why Stay Here
At Calderwood Inn, you'll find the perfect blend of comfort and charm, nestled in the heart of Healdsburg's wine country. This quaint inn is an ideal retreat for couples seeking romance or friends embarking on a wine-tasting adventure. With its inviting atmosphere and proximity to renowned wineries, it's the quintessential home base for your explorations.
- Beautifully restored Victorian architecture
- Proximity to top wineries like Ridge Vineyards and DaVero Farms
- Charming garden and outdoor spaces for relaxation
- Personalized service with a warm, welcoming atmosphere
- Gourmet breakfasts featuring local ingredients
The Experience
Imagine waking up to the gentle sound of birds chirping and the warm sunlight streaming through large windows. Each morning, you’ll be treated to a complimentary gourmet breakfast that showcases seasonal, locally sourced ingredients. After a day of wine tasting at nearby gems like Seghesio Family Vineyards and Silver Oak, return to the inn to relax on the porch with a glass of your favorite find. As the sun sets, the gardens come alive with twinkling lights, creating a magical ambiance for evening conversations or quiet reflection.
The Setting

Calderwood Inn is set against the backdrop of the picturesque Sonoma County landscape, where rolling hills meet sprawling vineyards. The inn itself is a beautifully preserved Victorian house, complete with a lush garden and cozy porches that beckon you to unwind with a glass of local wine. Just a short stroll away, the vibrant town square of Healdsburg offers a delightful array of boutiques, art galleries, and farm-to-table dining options, making it a perfect complement to your stay.
Rooms & Suites

Deluxe Rooms
The Deluxe Rooms at Calderwood Inn offer a perfect blend of comfort and elegance, featuring king or queen beds that promise a restful night's sleep. With their charming decor and thoughtful amenities, these rooms create a serene retreat for guests looking to unwind after a day of exploring Healdsburg.
Executive Rooms
For those seeking a touch of luxury, the Executive Rooms provide an inviting atmosphere with spacious layouts and refined furnishings. Ideal for both relaxation and productivity, these rooms are perfect for guests who appreciate a sophisticated stay.
Standard Rooms
The Standard Rooms are designed with comfort in mind, featuring cozy beds and charming decor that reflect the historic essence of Calderwood Inn. These rooms are a delightful option for travelers looking for a warm and inviting space to rest.
Suites
The Suites at Calderwood Inn are spacious and elegantly appointed, offering a luxurious escape for guests. With separate living areas and exquisite decor, these suites provide an ideal setting for a romantic getaway or a special celebration.
The Spa at Grape Leaf Inn
Guests at Calderwood Inn can indulge in rejuvenating treatments at the Spa at Grape Leaf Inn, where skilled therapists offer a variety of massage options tailored to individual needs. The spa's serene environment, complete with a seasonal pool, invites relaxation year-round, making it a perfect retreat after a day of exploration. Highlights include ada compliant, pool lift, massage treatments available wednesday through sunday.
Insider Tips
Be sure to check the seasonal offerings and events in the area, as Healdsburg hosts a variety of festivals and markets throughout the year. If you plan to visit during the peak summer months or during harvest season in the fall, booking in advance is highly recommended to secure your preferred dates. Also, inquire about any wine tour packages that may enhance your stay with curated tastings and experiences.
Wineries Nearby
VerifiedSeghesio Family Vineyards
$$Historic family with Sonoma's oldest Zinfandel.
VerifiedSilver Oak Alexander Valley
$$$$Polished Alexander Valley Cabernet Sauvignon.
VerifiedRidge Vineyards (Lytton Springs)
$$$Legendary producer of Lytton Springs Zinfandel.
VerifiedDaVero Farms & Winery
$$A living farm winery dedicated to biodynamic and regenerative practices in Healdsburg.
VerifiedFerrari-Carano Vineyards
$$$Italian-inspired estate with famous Fumé Blanc.
VerifiedWilson Winery
$A family-owned winery producing world-class Zinfandels since 1993.
More Places to Stay
All hotels →
InnSingleThread Farm - Restaurant - Inn
$$$$Experience farm-to-table dining and cozy stays at SingleThread in Healdsburg.
HotelSonoma Bungalows
$$$Experience luxury and charm at Sonoma Bungalows, your perfect getaway in Sonoma.
Wine Country Guides
Information on this page is sourced from public data and the property's website. Room types, dining options, and amenities may change — contact Calderwood Inn directly to confirm current offerings and availability. This page may contain affiliate links. If you book through our links, we may earn a small commission at no extra cost to you.
