InnGrape Leaf Inn
Three dormers crown this 1900 Queen Anne Victorian, four blocks from Healdsburg Plaza.

The Suites include separate living areas that look out over century-old evergreens, which absorb most of the street noise despite the property sitting a block from Healdsburg Plaza. The lounge pours complimentary Russian River Pinot most evenings, and the porch rockers—antique wicker—are occupied from mid-afternoon until dark.
Breakfast pulls from the on-site organic garden—tomatoes, herbs, squash depending on the month—and gets plated each morning in the dining room. Guests bring their dogs and kids without advance negotiation; both are part of the rhythm here. The front porch fills up by 4 p.m., usually with a bottle from Wilson Artisan Wineries, which shares ownership. After dark, the lounge becomes the gathering spot, with tastings set out on the sideboard and enough seating that no one has to retreat upstairs early.

Calderwood Inn sits on the Sonoma County Landmarks Registry, built in 1900 with a wraparound porch that predates most of the Plaza district. The hand-silk screened wall and ceiling papers inside are period-accurate reproductions, not modern knockoffs. Out back, a cluster of evergreens older than the building itself creates a buffer between the inn and West Grant Street. The dormers above the roofline mark the upper-floor rooms, each with sloped ceilings and original trim.

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.
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.
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.
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.
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.
Opt for the Executive Rooms if extra space and a touch of luxury are on your agenda, as they provide the perfect setting for both relaxation and productivity. The spa services require advance booking, so plan ahead to secure your preferred treatment. Don't miss the opportunity to explore the beautiful gardens; they are particularly lovely in the spring when flowers are in full bloom.
InnThree dormers crown this 1900 Queen Anne Victorian, four blocks from Healdsburg Plaza.
HotelVictorian manor on eight acres, with private bungalows and porch views of western vineyards.
ResortEighty-six rooms scattered across 22 redwood acres along the Russian River, most without a neighbor in sight.
HotelRedwoods tower over guest room patios and the Russian River runs audibly near.
HotelA sixteen-room hotel on North Street with hydrotherapy tubs, live DJ sets, and floor-to-ceiling vineyard views.
InnDog-friendly adults-only inn where herbs from the garden behind the Carriage House end up in breakfast frittatas.

Five generations since 1895, this family still farms the same Zinfandel vines their ancestor planted.

Ancient Tuscan olive trees and Sagrantino vines grow side-by-side on this working biodynamic farm.

Wilson Winery produces its award-winning Zinfandels inside a century-old tin barn from 1993.

Ridge's Lytton Springs property farms 1885 vines on Dry Creek Valley benchland.

Six generations of Mauritson farming in Dry Creek Valley since 1868.

Mazzocco specializes in single-vineyard designate Zinfandels from Dry Creek Valley.

The 1,200-acre estate produces only Chardonnay and Cabernet Sauvignon since the 1970s.

Sonoma County's 13th bonded winery, founded in 1959 by dancer-turned-vintner Rod Strong.
This page may contain affiliate links. If you book through our links, we may earn a small commission at no extra cost to you.