Romantic Hotels in Healdsburg, CA

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Top Healdsburg Romantic Getaways & Hotels

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
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This vacation home features an outdoor pool and a gym. Families will appreciate the playground and barbecue grills. A hot tub and laundry facilities are also ...
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

Healdsburg CA
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This vacation home features a garden, laundry facilities, and barbecue grills.
Grape Leaf Inn

Grape Leaf Inn

4 out of 5
539 Johnson Street Healdsburg CA
$243 nightly
The price is $282 total per night
$282 total
Dec 11 - Dec 12
Total with taxes and fees
Spa services, a garden, and wine tasting rooms await visiting couples at this boutique bed & breakfast. The property also offers luxury bedding, a terrace, and ...
27 North

27 North

4 out of 5
27 North St Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$740 nightly
The price is $860 total per night
$860 total
Dec 10 - Dec 11
Total with taxes and fees
You and your sweetheart are sure to love the in-room fireplaces and luxury bedding at this boutique hotel. You'll also appreciate the restaurant, bar, and luxurious ...
Rockhouse Suites

Rockhouse Suites

3 out of 5
115 Mill Street Healdsburg CA
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If you're in the mood for love, consider a stay at this romantic hotel, featuring a garden and in-room fireplaces. You'll also love the Egyptian cotton sheets ...
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $309 total per night
$309 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and happy hours. You'll also love the lobby fireplace, restaurant, and ...
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
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $237 total per night
$237 total
Dec 23 - Dec 24
Total with taxes and fees
In-room massages and a lobby fireplace await at this romantic bed & breakfast, which also offers premium mattresses and Egyptian cotton sheets.
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 10 - Dec 11
Total with taxes and fees
Enjoy a romantic stay at this Victorian guest house, featuring a garden and soaking tubs. Couples will love the Egyptian cotton sheets and terrace.
Hotel Healdsburg

Hotel Healdsburg

4 out of 5
25 Matheson St Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$444 nightly
The price is $516 total per night
$516 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Celebrate with a romantic getaway at this boutique hotel, where you'll find a spa, a garden, and a hot tub. You'll also love the 2 restaurants and lobby ...
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 10 - Dec 11
Total with taxes and fees
Romance awaits at this Mediterranean hotel, featuring a vineyard, winery tours, and a lobby fireplace. Couples will love the restaurant and terrace.
Duchamp Healdsburg

Duchamp Healdsburg

3.5 out of 5
421 Foss St Healdsburg CA
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Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the hot tub and winery tours. Other amenities ...
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 10 - Dec 11
Total with taxes and fees
Whatever your love language might be, you and your special someone are sure to love the riverside location at this romantic cottage.
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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.

Healdsburg romantic getaways

Romantic hotels with hot tubs

There isn't a relationship alive that wouldn't get some extra fireworks from time spent together in a hot tub. So if you're looking to add some intimacy into your Healdsburg break, choose a hotel with a hot tub. Set the scene for seduction and enjoy a soak at:

Healdsburg hotels essential information

Accommodation
496 hotels
Lowest Price
$167
Highest Price
$860
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, Best Western Dry Creek Inn, H2Hotel

Recent Healdsburg hotel reviews by fellow wanderers

H2Hotel

H2Hotel

5 out of 5
Posted 9 days ago
Travelocity Verified Review
"The room was beautiful and so clean. Loved the location "
A verified traveler from Redwood City stayed at H2Hotel
H2Hotel

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