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
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Healdsburg romantic hotels

Outdoor dining

1. 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

2. 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.
Santini Farmhouse - Wine Tastings Included
Exterior detail

3. 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

4. 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 8,235 total
includes taxes & fees
3 Aug - 4 Aug
Casa 1 at Ross Ranch
Terrace/patio

5. 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 357
AED 608 total
includes taxes & fees
11 Aug - 12 Aug
Mount Konocti view
Interior

6. 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, (269 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 8,237 total
includes taxes & fees
2 Aug - 3 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Outdoor dining

7. 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, (212 reviews)
"Girls trip, great house for 4 adults, great location, we went in March so hot tub was perfect to relax in at night."
United States
Sherry A.
The price is AED 2,435
AED 4,439 total
includes taxes & fees
30 Aug - 31 Aug
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Outdoor dining

8. 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 1,286
AED 2,318 total
includes taxes & fees
20 Aug - 21 Aug
Wine Country Farmhouse with Hot Tub
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

9. 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 702
AED 2,197 total
includes taxes & fees
3 Aug - 4 Aug
Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
Property grounds

10. Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (50 reviews)
"Very cute and luxurious!! We really enjoyed our stay and great proximity to downtown. "
United States
Yvonne L.
The price is AED 876
AED 1,804 total
includes taxes & fees
5 Aug - 6 Aug
Private Lofted Downtown Studio
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
"The property was beautiful and the front porch perfect for lounging any time of day or evening. It was an excellent location that allowed for walks into town for dinner or coffee in the morning. It was perfect in every way for our time in wine country."
Jennifer 6-night trip
Posted 15 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.