Romantic Hotels & Resorts in Healdsburg from NZ$223

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Check availability on Healdsburg Romantic Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Healdsburg romantic hotels

Deluxe Double Queen Room
Geyserville Inn

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1004)
"Friendly staff and clean comfortable rooms. We enjoyed the breakfast at the restaurant next door. "
United States
Jill
The price is NZ$272
includes taxes & fees
11 Jan - 12 Jan 2026
Geyserville Inn
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
Healdsburg
9.2 out of 10, Wonderful, (37)
"Beautiful resort!! "
United States
Jennifer
The price is NZ$660
includes taxes & fees
12 Jan - 13 Jan 2026
Appellation Healdsburg
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1006)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is NZ$223
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is NZ$530
includes taxes & fees
28 Jan - 29 Jan 2026
H2Hotel
Outdoor pool, pool umbrellas, pool loungers
Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
Guerneville
9.8 out of 10, Exceptional, (60)
"Loved everything about this place. Would highly recommend:) "
United States
Brittany
The price is NZ$362
includes taxes & fees
4 Jan - 5 Jan 2026
Boon Hotel + Spa - Adults Only
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
Santa Rosa
9.4 out of 10, Exceptional, (808)
"Amazing place"
United States
Robert
The price is NZ$531
includes taxes & fees
21 Jan - 22 Jan 2026
Vinarosa Resort & Spa
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (164)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is NZ$386
includes taxes & fees
11 Jan - 12 Jan 2026
Grape Leaf Inn
Exterior
The Madrona

The Madrona

The Madrona
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (42)
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is NZ$986
includes taxes & fees
15 Jan - 16 Jan 2026
The Madrona
Exterior
Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg
4.0 star property
Healdsburg
9.2 out of 10, Wonderful, (431)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is NZ$809
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Healdsburg
2 restaurants, breakfast, lunch, dinner served; Californian cuisine
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (119)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is NZ$1,520
includes taxes & fees
25 Jan - 26 Jan 2026
Montage Healdsburg
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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Top Healdsburg Hotel Reviews

Calderwood Inn

Calderwood Inn

10/10 Excellent
"House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay."
Carol 2-night trip
Posted 2 weeks ago
Calderwood Inn

Frequently asked questions

Searching for romantic hotels in Healdsburg?
Are you in need of a romantic holiday? Couples choose Healdsburg for its array of wineries, top-notch restaurants and stunning river views. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Pezzi King Winery, Seghesio Family Vineyards or Matrix Winery. Whether you want to be pampered at a spa or lounge around in luxurious bedding, there are 2 hotels and other accommodations in Healdsburg.
What's the best hotel for couples in Healdsburg?
Bunkhouse at Side Road Farm charming one bedroom cottage is a favourite guest house for couples, and features Smart TVs and fridges.
When is the best time of year for a romantic getaway to Healdsburg?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Healdsburg: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are December and January, with an average of 9°C. Average annual precipitation for Healdsburg is 777 mm.
What is there to do in Healdsburg?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Healdsburg has to offer. If you're hoping to see some of the area's cultural attractions, you and your partner will love Healdsburg for its array of wineries and major shopping area. If you want to spend a day exploring, you might consider stopping at Healdsburg Plaza, Jordan Vineyard & Winery or SingleThread Farm at Dry Creek.
What's the best way to get to Healdsburg and around town during my romantic getaway?
This information about transportation options in Healdsburg might help your romantic getaway go off without a hitch: To get to Healdsburg, book a flight to Santa Rosa, CA (STS-Sonoma County), which is the closest major airport, located 7.7 mi (12.5 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.