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Featured Healdsburg Hotels with Air Conditioning

Best Western Dry Creek Inn

Best Western Dry Creek Inn

3 out of 5
198 Dry Creek Rd Healdsburg CA
$144 nightly
The price is $167 total per night
$167 total
Dec 15 - Dec 16
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
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

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
Calderwood Inn

Calderwood Inn

3.5 out of 5
25 West Grant Street Healdsburg CA
$181 nightly
The price is $210 total per night
$210 total
Dec 15 - Dec 16
Total with taxes and fees
With a stay at Calderwood Inn in Healdsburg, you'll be within a 10-minute walk of Seghesio Family Vineyards and Raven Performing Arts Theater.
Breakfast included
Pet friendly
Duchamp Healdsburg

Duchamp Healdsburg

3.5 out of 5
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
Grape Leaf Inn

Grape Leaf Inn

4 out of 5
539 Johnson Street Healdsburg CA
$219 nightly
The price is $254 total per night
$254 total
Dec 15 - Dec 16
Total with taxes and fees
With a stay at Grape Leaf Inn in Healdsburg, you'll be within a 10-minute walk of Raven Performing Arts Theater and Healdsburg Center for the Arts.
Pool
Spa
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
$266 nightly
The price is $309 total per night
$309 total
Jan 12 - Jan 13, 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
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 out of 5
112 Matheson Healdsburg CA
$177 nightly
The price is $206 total per night
$206 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Healdsburg Inn on the Plaza, A Four Sisters Inn places you in the heart of Healdsburg, steps from Healdsburg Plaza and a 5-minute drive from Wilson Winery.
Breakfast included
Free WiFi
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Forestville CA
$440 nightly
The price is $495 total per night
$495 total
Dec 15 - Dec 16
Total with taxes and fees
With a stay at this cottage, you'll be centrally located in Healdsburg, within a 10-minute drive of Porter Creek Vineyards and Russian River.
Kitchen
Washer
Honor Mansion

Honor Mansion

4 out of 5
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

Hotel Healdsburg

4 out of 5
25 Matheson St Healdsburg CA
$444 nightly
The price is $516 total per night
$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
27 North

27 North

4 out of 5
27 North St Healdsburg CA
$740 nightly
The price is $860 total per night
$860 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at 27 North places you in the heart of Healdsburg, steps from Raven Performing Arts Theater and 3 minutes by foot from Healdsburg Plaza.
Parking included
Free WiFi
The Madrona

The Madrona

4 out of 5
1001 Westside Road Healdsburg CA
$532 nightly
The price is $607 total per night
$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
496 hotels
Lowest Price
$167
Highest Price
$860
Popular hotels
Best Western Dry Creek Inn, Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza, Calderwood Inn, Duchamp Healdsburg, Grape Leaf Inn, H2Hotel, Healdsburg Inn on the Plaza, A Four Sisters Inn, True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard, Honor Mansion, Hotel Healdsburg, 27 North, The Madrona

Most Recent Healdsburg Hotel Reviews

Fairview Inn and Suites

Fairview Inn and Suites

5 out of 5
Posted 5 days ago
CheapTickets Verified Review
"Everything was clean and tidy. Wanted a grab bar in the shower."
A verified traveler stayed at Fairview Inn and Suites
Fairview Inn and Suites

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