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Jan 31 - Feb 2
In two weeks
Feb 7 - Feb 9
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Feb 21 - Feb 23
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Browse Select Healdsburg Resorts

Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

9.4 out of 10, Exceptional, (3)
"We were three couples visiting the wine region. The condo is very clean and beds are very comfortable. The large kitchen was perfect for preparing breakfast and meals. The resort itself is also well maintained we enjoyed relaxing in the pool and the hot tub. "
Gorgeous Resort in California Wine Country, Windsor!
Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
Gorgeous Resort in California Wine Country, Windsor!
Outdoor dining

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
Wine Country - Sonoma County
Outdoor pool

Wine Country - Sonoma County

Wine Country - Sonoma County
3 Bedroom Penthouse!
Exterior

3 Bedroom Penthouse!

3 Bedroom Penthouse!
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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Other property types in Healdsburg

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
Smart TV, fireplace, DVD player, books

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

10.0 out of 10, Exceptional, (233)
"We have stayed in properties in many cities. This is one of the finest we have ever experienced. We could not ask for a better vacation home. MMichael "
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Dining

✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨

10.0 out of 10, Exceptional, (280)
"Charming cabin among the vineyard. Very comfortable, host is very informative. Love the location close to Healdsburg. This was our second visit, we hope to return again."
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Property grounds

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

10.0 out of 10, Exceptional, (154)
"My family and I stayed here for the Thanksgiving holiday and had an absolutely wonderful stay. The place is well equipped and very cozy with a wood burning fireplace, beautiful outdoor spaces (including multiple fire pits) and comfortable bedrooms. The host is also amazing - communication before, during and after was easy and included fantastic recommendations. And to top it all off, they even treated my family and I to a complimentary tasting at a local winery. Would definitely recommend!"
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
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.

Frequently asked questions

What can I expect from a resort vacation in Healdsburg?
You deserve to get away, and a resort is the perfect place to indulge in all the amenities and services you need for a relaxing stay in Healdsburg. One of the comfortable resorts in the surrounding area could be just what you’re looking for, whether you’re hoping for great restaurants on site, blissful spa treatments, or nightly entertainment options.
What's the best resort for my stay in Healdsburg?
Our top-rated resorts near Healdsburg: Fairmont Sonoma Mission Inn & Spa - Luxury resort. 29.3 mi (47.1 km) from Healdsburg. Features 3 outdoor pools, 3 restaurants, and 2 bars. Alila Napa Valley, a Hyatt Luxury Resort - Luxury resort. 22.2 mi (35.8 km) from Healdsburg. Has a winery, a full-service spa, and a health club. Graton Resort & Casino - Spa resort, 5-minute walk from Graton Resort and Casino. 18.9 mi (30.5 km) from Healdsburg. Enjoy the 12 restaurants, 3 bars, and spa. Konocti Lodge - Secluded Forest Getaway - 17.8 mi (28.7 km) from Healdsburg. Access to beach sun loungers, a garden, and an outdoor pool.
What can I do in Healdsburg?
Travelers come to Healdsburg for shopping and other popular activities, and say that there are lots of great wineries here. Check out the interesting exhibits at Healdsburg Museum, or bring the kids to SingleThread Farm at Dry Creek for some family fun. A few other attractions you may want to see are Healdsburg Plaza and Raven Performing Arts Theater.
What's the seasonal weather like 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's the best way to get to and around Healdsburg?
Fly into Santa Rosa, CA (STS-Sonoma County), which is located 7.7 mi (12.5 km) from the heart of the city. If you’d like to explore around the area, consider renting a car to take in more sights.