Compare Hotels with Pools in Healdsburg

Name: The Madrona
Price range: $607 total

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Featured Healdsburg Hotels with Pools

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

Healdsburg CA

Located in Healdsburg, this vacation home is on a river, within a 5-minute drive of Medlock Ames Winery and Starlite Vineyards.

Pool

Hot Tub

Best Western Dry Creek Inn

198 Dry Creek Rd Healdsburg CA

$144 nightly

$167 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Healdsburg, Dry Creek Inn MOD Collection by Sonesta is in the suburbs, within a 5-minute drive of Healdsburg Plaza and Trentadue Winery.

Pool

Pet friendly

H2Hotel

219 Healdsburg Ave Healdsburg CA

$266 nightly

$309 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

H2Hotel is centrally located in Healdsburg, a 3-minute walk from Healdsburg Plaza and 5 minutes by foot from Healdsburg Museum.

Pool

Spa

Fairview Inn and Suites

74 Healdsburg Ave Healdsburg CA

$118 nightly

$137 total

Dec 16 - Dec 17

Total with taxes and fees

Free Cancellation

When you stay at Fairview Inn and Suites in Healdsburg, you'll be near the airport, within a 5-minute drive of Healdsburg Plaza and Healdsburg Golf Club.

Pool

Hot Tub

Honor Mansion

891 Grove Street Healdsburg Healdsburg CA

With a stay at Honor Mansion in Healdsburg, you'll be within a 10-minute walk of Seghesio Family Vineyards and Krug Event Center.

Pool

Breakfast included

Hotel Healdsburg

25 Matheson St Healdsburg CA

$444 nightly

$516 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

Hotel Healdsburg is centrally located in Healdsburg, a 2-minute walk from Healdsburg Plaza and 15 minutes by foot from Russian River.

Pool

Breakfast included

Duchamp Healdsburg

421 Foss St Healdsburg CA

A stay at Duchamp Healdsburg places you in the heart of Healdsburg, within a 5-minute drive of Healdsburg Plaza and Russian River.

Pool

Hot Tub

The Madrona

1001 Westside Road Healdsburg CA

$532 nightly

$607 total

Dec 19 - Dec 20

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

When you stay at The Madrona in Healdsburg, you'll be in the historical district, within a 5-minute drive of Bacchus Landing and Healdsburg Plaza.

Pool

Breakfast included

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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.

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Healdsburg hotels essential information

Accommodation	494 hotels
Lowest Price	$137
Highest Price	$607
Popular hotels	Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza, Best Western Dry Creek Inn, H2Hotel, Fairview Inn and Suites, Honor Mansion, Hotel Healdsburg, Duchamp Healdsburg, The Madrona