Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Healdsburg Hotels with a Pool

See all 201 Hotels in Healdsburg
Best Western Dry Creek Inn

Best Western Dry Creek Inn

198 Dry Creek Rd, Healdsburg
3.0 out of 5.0
3.9 out of 5 (932 reviews)
Close to Healdsburg SquareWell priced BW close to Healdsburg Square. Great breakfast provided in comfortable surroundings. Convenient to excellent restaurants and wineries. We would go back there again.
  Sep 24, 2017

$119

$119
h2hotel

h2hotel

219 Healdsburg Ave, Healdsburg
3.5 out of 5.0
4.7 out of 5 (57 reviews)
Great location and serviceHad a perfect 3 day stay at H2. Pool area was nice. Hotel bar had good food and fun cocktails. Bicycles are available for your use at no cost. Our favorite was the breakfast. Initially we were impressed with the continental breakfast bar with mimosas, but in addition to that you can order your complete ...
  Sep 15, 2017

$329

$329
Americas Best Value Inn and Suites - Healdsburg

Americas Best Value Inn and Suites - Healdsburg

74 Healdsburg Ave, Healdsburg
2.0 out of 5.0
3.1 out of 5 (94 reviews)
Walking distance to downtown.No major complaints. Adequate hotel somewhat outside of downtown area but close enough to walk there.
  Sep 21, 2017

$89

$89
Healdsburg Modern Cottages

Healdsburg Modern Cottages

425 Foss Street, Healdsburg
4.0 out of 5.0
3.0 out of 5 (1 reviews)
Nice place with some caveats. These are beautiful cottages and we would like to leave the better review had -- it not been for the linens. We booked our stay for ourselves and our two children. It was listed as having a pull out bed, which it did, but there were no linens available for it. There was a seriously stained pillow ...
  Jan 18, 2016
Honor Mansion

Honor Mansion

891 Grove Street Healdsburg, Healdsburg
4.0 out of 5.0
4.5 out of 5 (4 reviews)
Near missFirst and foremost, the proprietors run a tight, polite, and beautifully maintained establishment. The staff is friendly and accommodating. So what's the rub? It seems weird to find low quality, foam pillows in an otherwise finely finished room. Also, neighboring door closing noises invade the peaceful ...
  Sep 15, 2016

$400

$400
Madrona Manor

Madrona Manor

1001 Westside Road, Healdsburg
4.0 out of 5.0
4.4 out of 5 (16 reviews)
Beautiful location, not walkable to town however.
  Jul 15, 2017

$285

$285
Map

Recently booked Hotels with a Pool in Healdsburg

Travelodge Healdsburg - Sonoma Wine Country
2.0 out of 5.0
Last booking: 31 minutes ago
Best Western Dry Creek Inn
3.0 out of 5.0
Last booking: 1 hour ago

Pocket Guide: Hotels with a Pool in Healdsburg

Search for hotels in Healdsburg on Expedia. You can easily find your hotels in Healdsburg using one of the methods below:

  • View our selection of featured hotels in Healdsburg
  • Use the map to find hotels in the Healdsburg neighborhood you prefer
  • Use the filters to see hotels in a specific area of Healdsburg, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Healdsburg
  • Enter your travel dates to view the best deals on hotels in Healdsburg - while they last