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Featured Healdsburg Hotels with Shopping

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.
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.
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.
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

2.5 out of 5
178 Dry Creek Rd Healdsburg CA
$103 nightly
The price is $119 total per night
$119 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Hotel Vinea, a Travelodge by Wyndham in Healdsburg, you'll be near the airport, just a 1-minute walk from Krug Event Center and 14 minutes by foot from Seghesio Family Vineyards.
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

Healdsburg CA
When you stay at this vacation home in Healdsburg, you'll be on a river, within a 10-minute walk of SingleThread Farm at Dry Creek and Dry Creek Vineyard.
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.
Fairview Inn and Suites

Fairview Inn and Suites

3 out of 5
74 Healdsburg Ave Healdsburg CA
$118 nightly
The price is $137 total per night
$137 total
Dec 17 - Dec 18
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.
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.
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.
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards

Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards

Healdsburg CA
Located in Healdsburg, this cottage is on a river, a 1-minute drive from Russian River and 6 minutes from Healdsburg Museum.
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.
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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
$119
Highest Price
$860
Popular hotels
Hotel Healdsburg, Healdsburg Inn on the Plaza, A Four Sisters Inn, Best Western Dry Creek Inn, Hotel Vinea, a Travelodge by Wyndham, Modern Wine Country Cottage in Historic Healdsburg, Premiere Location, Grape Leaf Inn, Fairview Inn and Suites, H2Hotel, Calderwood Inn, Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards, 27 North

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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