A garden pathway lined with white roses leading to a building with a stone facade and a window.

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Check availability on Healdsburg Romantic Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Healdsburg romantic hotels

Terrace/patio

1. Healdsburg Plaza Gem-Hot Tub and Tastings Included

Healdsburg Plaza Gem-Hot Tub and Tastings Included
Healdsburg
9.8 out of 10, Exceptional, (48 reviews)
"Great location and charming cottage. "
United States
Christopher T.
The price is AED 2,380
AED 4,879 total
includes taxes & fees
4 Aug - 5 Aug
Healdsburg Plaza Gem-Hot Tub and Tastings Included
Outdoor dining

2. River View Lodge - Hot Tub and Tastings Included

River View Lodge - Hot Tub and Tastings Included
Healdsburg
9.6 out of 10, Exceptional, (75 reviews)
"View was lovely. The Hot tub was great. Beds were very comfy!"
United States
Julie B.
River View Lodge - Hot Tub and Tastings Included
Exterior

3. Santini Farmhouse - Wine Tastings Included

Santini Farmhouse - Wine Tastings Included
Healdsburg
10.0 out of 10, Exceptional, (56 reviews)
"Enjoyed our stay. Winery visits were a real plus."
United States
polly b.
The price is AED 4,135
AED 7,312 total
includes taxes & fees
6 Aug - 7 Aug
Santini Farmhouse - Wine Tastings Included
Exterior detail

4. Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Healdsburg
9.6 out of 10, Exceptional, (66 reviews)
"Unbelievable property – we will absolutely stay here again –Just fabulous!"
United States
Jeffrey S.
The price is AED 5,858
AED 9,019 total
includes taxes & fees
10 Aug - 11 Aug
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Outdoor dining

5. Casa 1 at Ross Ranch

Casa 1 at Ross Ranch
Calistoga
10.0 out of 10, Exceptional, (6 reviews)
"We have such a wonderful time at Ross Ranch! Our kids swam in the pool all day, visited the animals, ran around the property, and played pickleball until the sun went down! There were so many thoughtful touches all over the house and pool area that made our stay so easy and enjoyable. We will definitely be back! "
United States
Kelley L.
The price is AED 4,048
AED 8,121 total
includes taxes & fees
1 Sep - 2 Sep
Casa 1 at Ross Ranch
Terrace/patio

6. Mount Konocti view

Mount Konocti view
Clearlake
8.2 out of 10, Very Good, (10 reviews)
"The place was clean and well equipped and Mo was very responsive and made stay as pleasant as possible."
United States
Kayo
The price is AED 334
AED 582 total
includes taxes & fees
11 Aug - 12 Aug
Mount Konocti view
Interior

7. Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Downtown St. Helena
10.0 out of 10, Exceptional, (270 reviews)
"The house was perfect for all the people attending my son's wedding that we wanted to stay with."
United States
JUDITH S.
The price is AED 6,428
AED 8,299 total
includes taxes & fees
9 Aug - 10 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Outdoor dining

8. Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Boyes Hot Springs
9.8 out of 10, Exceptional, (213 reviews)
"This property was beautiful and comfortable and perfect for our family. It was very clean. Very easy to check in and out! "
United States
Shelly
The price is AED 1,915
AED 3,764 total
includes taxes & fees
9 Aug - 10 Aug
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Outdoor dining

9. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is AED 915
AED 1,843 total
includes taxes & fees
2 Sep - 3 Sep
Wine Country Farmhouse with Hot Tub
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

10. Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun

Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (63 reviews)
"Very cute and clean house, central location. Kitchen stocked well. Would stay again. "
United States
Michelle C.
The price is AED 705
AED 2,198 total
includes taxes & fees
18 Aug - 19 Aug
Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
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
"Calderwod was lke being home while away in a cool place. The inn is classic, the folks - in particular Kiki, the manager - were more than helpful and friendly. So many little hidden places to sit and enjoy. Breakfast was as good as advertised. And just close enough to the plaza and town."
Tim 3-night trip
Posted 3 hours ago
Calderwood Inn

Frequently asked questions

Searching for romantic hotels in Healdsburg?
Are you in need of a romantic escape? 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 Simi Winery, Matrix Winery, or Wilson Winery. Whether you want to sip a glass of champagne or enjoy a candlelit dinner, there are 3 hotels and other accommodations in Healdsburg.
What's the best hotel for a couple visiting Healdsburg?
Bunkhouse at Side Road Farm charming one bedroom cottage is a favorite guesthouse for couples, and features Smart TVs and refrigerators. Another choice for your romantic getaway is Casa 1 at Ross Ranch.
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, check out these details about year-round temperatures in Healdsburg: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are December and January with an average of 49°F. Average annual precipitation for Healdsburg is 31 inches.
What is there to do in Healdsburg?
There's nothing better than wandering around 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 a stop at Healdsburg Plaza, Jordan Vineyard & Winery, or Dry Creek Vineyard.
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 trip 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 center. If you'd like to venture out around the area, you may want to rent a car for your trip.