Compare Romantic Getaways & Hotels in Healdsburg

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Featured Healdsburg Romantic Getaways & Hotels

Grape Leaf Inn

539 Johnson Street, Healdsburg, CA

$260

includes taxes & fees

$224 per night

Nov 19 - Nov 20

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

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

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

112 Matheson, Healdsburg, CA

$293

includes taxes & fees

$252 per night

Dec 16 - Dec 17

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

25 West Grant Street, Healdsburg, CA

$269

includes taxes & fees

$232 per night

Nov 19 - Nov 20

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

Hotel Les Mars

27 North St, Healdsburg, CA

$631

includes taxes & fees

$544 per night

Dec 1 - Dec 2

Free Cancellation

A stay at Hotel Les Mars places you in the heart of Healdsburg, steps from Raven Performing Arts Theater and 3 minutes by foot from Healdsburg Plaza.

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

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

Duchamp Hotel Private Suites

421 Foss St, Healdsburg, CA

With a stay at Duchamp Hotel Private Suites, you'll be centrally located in Healdsburg, just a 3-minute walk from Raven Performing Arts Theater and 6 minutes by foot from Healdsburg Center for the Arts.

Milk barn Magic: Vineyard Escape with 2 Bedrooms

$536

includes taxes & fees

$485 per night

Nov 19 - Nov 20

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.

Hotel Healdsburg

25 Matheson St, Healdsburg, CA

$579

includes taxes & fees

$499 per night

Nov 19 - Nov 20

A stay at Hotel Healdsburg places you in the heart of Healdsburg, steps from Healdsburg Plaza and 4 minutes by foot from Healdsburg Center for the Arts.

Rockhouse Suites

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.

Best Western Dry Creek Inn

198 Dry Creek Rd, Healdsburg, CA

$150

includes taxes & fees

$129 per night

Nov 19 - Nov 20

Free Cancellation

Reserve now, pay when you stay

Located in Healdsburg, Best Western Dry Creek Inn is in the suburbs, within a 5-minute drive of Healdsburg Plaza and Trentadue Winery.

H2Hotel

219 Healdsburg Ave, Healdsburg, CA

$417

includes taxes & fees

$359 per night

Nov 19 - Nov 20

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

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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	523 hotels
Lowest Price	$150
Highest Price	$631
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, Hotel Les Mars, Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza, Duchamp Hotel Private Suites, Milk barn Magic: Vineyard Escape with 2 Bedrooms, Hotel Healdsburg, Rockhouse Suites, Best Western Dry Creek Inn, H2Hotel

Most Recent Healdsburg Hotel Reviews

Montage Healdsburg

5 out of 5

Posted 5 days ago

CheapTickets Verified Review

"We had a wonderful experience at Montage Healdsburg! The staff were all friendly and helpful, everyone was so nice and accommodating. our room was lovely with a beautiful view. There was a lovely vibe, all the buildings were designed to fit in with terrain and landscaping, so they didn't detract from the beautiful views of the vineyards and rolling hills, and the live oak trees. The spa was lovely - attentive staff, amazing massage! It was great to have the restaurant, Hazel Hill, as well as the bar/lounge, and "general store" coffee shop. Very convenient and delicious food. Enjoyed riding the e-bikes, and walking the grounds. All in all, we had a wonderful experience! "

A verified traveler stayed at Montage Healdsburg