1 | Best Western Dry Creek Inn
This popular motel has expanded, adding a 60-room "Tuscan-style" courtyard building. Not quaint, but pleasant and reasonably priced. 103 rooms from $89.
198 Dry Creek Road, Healdsburg; 707/433-0300; drycreekinn.com
2 | Hotel Healdsburg
A jolt of the hip and haute-moderne in downtown Healdsburg, the celadon-green hotel looks ready for a spread in Vogue. 55 rooms from $260.
25 Matheson Street, Healdsburg; 800/889-7188; hotelhealdsburg.com
3 | Healdsburg Inn on the Plaza
As the name suggests, guests in this hotel can savor the activity on Healdsburg's charming central square. 12 rooms from $200.
112 Matheson Street, Healdsburg; 800/431-8663; healdsburginn.com
4 | Les Mars Hotel
The Loire arrives in Sonoma County, in the form of a French chateau near the plaza. Given the level of opulence, it makes perfect sense that Healdsburg's most acclaimed new restaurant, Cyrus, has its home here. 16 rooms from $475.
27 North Street, Healdsburg; 877/431-1700; lesmarshotel.com
5 | Madrona Manor
With its gables and mansard roof, this gorgeous inn defines Victorian-era splendor, and the surrounding 8 acres of gardens are lovely. The inn's Madrona Manor Restaurant is well regarded, with an exemplary wine list. 23 rooms from $210.
1001 Westside Road, Healdsburg; 800/258-4003; madronamanor.com