- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Our top choices for Healdsburg guest houses

1. Calderwood Inn
Calderwood InnHealdsburg
9.0 out of 10, Wonderful, (283 reviews)
The price is P10,129
P11,750 total
includes taxes & fees
Nov 16 - Nov 17

2. Guerneville Lodge
Guerneville LodgeGuerneville
8.4 out of 10, Very good, (354 reviews)
The price is P8,858
P10,098 total
includes taxes & fees
Dec 10 - Dec 11

3. Glen Ellen Inn
Glen Ellen InnGlen Ellen
9.8 out of 10, Exceptional, (470 reviews)
The price is P9,212
P10,502 total
includes taxes & fees
Nov 16 - Nov 17

4. Okaeri Calistoga
Okaeri CalistogaCalistoga
10.0 out of 10, Exceptional, (38 reviews)
The price is P29,021
P33,374 total
includes taxes & fees
Dec 9 - Dec 10
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Healdsburg
Stroll between tasting rooms in this charming wine country plaza where vintners pour small-batch Pinot Noir and Zinfandel. Bike through rolling vineyards in the morning, then spend afternoons browsing farm-to-table restaurants and artisan shops with locally-made olive oils.













