Compare Romantic Getaways & Hotels in Healdsburg

Secret Bargains - Save an extra 10% or more on select Romantic Getaways & Hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured Healdsburg Romantic Getaways & Hotels

Grape Leaf Inn

Grape Leaf Inn

4 out of 5
539 Johnson Street Healdsburg CA
$258 nightly
The price is $299 total per night
$299 total
Apr 2 - Apr 3
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.
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.
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
$218 nightly
The price is $253 total per night
$253 total
Mar 24 - Mar 25
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
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
Mar 12 - Mar 13
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.
27 North

27 North

4 out of 5
27 North St Healdsburg CA
$480 nightly
The price is $558 total per night
$558 total
Mar 19 - Mar 20
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 Healdsburg Plaza.
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.
Duchamp Healdsburg

Duchamp Healdsburg

3.5 out of 5
421 Foss St Healdsburg CA
$668 nightly
The price is $776 total per night
$776 total
Apr 1 - Apr 2
Total with taxes and fees
A stay at Duchamp Healdsburg places you in the heart of Healdsburg, within a 5-minute drive of Healdsburg Plaza and Russian River.
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

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

Forestville CA
With a stay at this cottage, you'll be centrally located in Healdsburg, within a 10-minute drive of Russian River and Russian River Vineyard.
Hotel Healdsburg

Hotel Healdsburg

4 out of 5
25 Matheson St Healdsburg CA
$494 nightly
The price is $574 total per night
$574 total
Apr 5 - Apr 6
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.
Rockhouse Suites

Rockhouse Suites

3 out of 5
115 Mill Street Healdsburg CA
Rockhouse Suites is in the heart of Healdsburg, within a 5-minute walk of Healdsburg Plaza and Healdsburg Center for the Arts.
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
$125 nightly
The price is $145 total per night
$145 total
Mar 8 - Mar 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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.
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
$304 nightly
The price is $353 total per night
$353 total
Mar 8 - Mar 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at H2Hotel, you'll be centrally located in Healdsburg, steps from Healdsburg Plaza and within a 10-minute walk of Healdsburg Museum.
Don't see what you're looking for?
See all available properties in Healdsburg
View all properties
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.

Healdsburg hotels essential information

Accommodation
498 hotels
Lowest Price
$145
Highest Price
$776
Popular hotels
Grape Leaf Inn, Modern Wine Country Cottage in Historic Healdsburg, Premiere Location, Healdsburg Inn on the Plaza, A Four Sisters Inn, Calderwood Inn, 27 North, Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza, Duchamp Healdsburg, True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard, Hotel Healdsburg, Rockhouse Suites, Dry Creek Inn MOD Collection by Sonesta, H2Hotel

Most Recent Healdsburg Hotel Reviews

H2Hotel

H2Hotel

5 out of 5
Posted 18 hours ago
CheapTickets Verified Review
"Friendliest staff we’ve stayed with. "
A verified traveler stayed at H2Hotel
H2Hotel

Types of Hotels

Top 20 Healdsburg Hotels

Hotels Near Healdsburg

Top Hotel Brands

Hotels By Star Rating

Cities near Healdsburg