A vineyard sign with "Dry Creek Vineyard" written above a stone archway.

Find Hotels with a Pool in Healdsburg, CA

Q: What are some accommodations with pools in Healdsburg?

Hotel Trio Healdsburg : Features a snack bar/deli, an outdoor pool, and full. Fairview Inn and Suites : Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ : Provides kitchens, a pool, and a hot tub.

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Dates

November 2026

December 2026

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Our top choices for Healdsburg hotels with a pool

A poolside area with lounge chairs, a table, and a potted plant.

1. Hotel Healdsburg

Healdsburg

Splash into a sun-drenched paradise with an attentive poolside service at this Healdsburg retreat.

￥98,343 total

includes taxes & fees

Dec 6 - Dec 7

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

2. Hotel Trio Healdsburg

Healdsburg

Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.

￥30,728 total

includes taxes & fees

Nov 15 - Nov 16

A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

3. Harmon Guest House

Healdsburg

Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.

￥72,704 total

includes taxes & fees

Dec 1 - Dec 2

A swimming pool with a fence, lounge chairs, and a building with columns.

4. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat.

￥17,888 total

includes taxes & fees

Dec 6 - Dec 7

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

5. Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas.

￥22,093 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

6. H2Hotel

Healdsburg

Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.

￥61,724 total

includes taxes & fees

Dec 6 - Dec 7

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

7. Montage Healdsburg

Healdsburg

Luxurious poolside retreat featuring two outdoor pools with cabanas, loungers, and refreshing drinks served right to your chair.

￥144,554 total

includes taxes & fees

Nov 30 - Dec 1

A swimming pool area with lounge chairs and a no diving sign.

8. Holiday Inn Windsor Wine Country by IHG

Windsor

Dive into a year-round swimming oasis at this hotel with a heated indoor pool and 24-hour fitness center.

￥20,778 total

includes taxes & fees

Dec 3 - Dec 4

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

9. Appellation Healdsburg

Healdsburg

Soak up the sun in 2 outdoor pools with free cabanas, hot tubs, and a poolside bar at this luxury Healdsburg hotel.

￥63,898 total

includes taxes & fees

Nov 22 - Nov 23

A multi-story hotel with a central archway, balconies, and a parking area.

10. Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.

￥21,896 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

Choose what matters most at hotels with a pool in Healdsburg

Breakfast included

Hot tub

Hotels with pools and free breakfast in Healdsburg

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

￥21,896 total

includes taxes & fees

Nov 15 - Nov 16

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

￥26,679 total

includes taxes & fees

Dec 1 - Dec 2

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

￥22,093 total

includes taxes & fees

Nov 15 - Nov 16

A large building with a central fountain and flower planters.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

￥17,888 total

includes taxes & fees

Dec 6 - Dec 7

A covered outdoor seating area with two lounge chairs and a stone fireplace.

Hilton Garden Inn Sonoma County Airport

Santa Rosa

￥20,489 total

includes taxes & fees

Nov 29 - Nov 30

Holiday Inn Windsor Wine Country by IHG

Windsor

￥20,778 total

includes taxes & fees

Dec 3 - Dec 4

View all properties

Hotels with pools and hot tubs in Healdsburg

Hotel Healdsburg

Healdsburg

￥98,343 total

includes taxes & fees

Dec 6 - Dec 7

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

￥17,888 total

includes taxes & fees

Dec 6 - Dec 7

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

￥22,093 total

includes taxes & fees

Nov 15 - Nov 16

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

￥26,679 total

includes taxes & fees

Dec 1 - Dec 2

View all properties

4-star hotels with pools in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

￥26,679 total

includes taxes & fees

Dec 1 - Dec 2

View all properties

Top Healdsburg Hotel Reviews

Montage Healdsburg

Healdsburg

10/10 Excellent

Peter

A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

Cottages on River Road

Guerneville

10/10 Excellent

Julie

Harmon Guest House

Healdsburg

10/10 Excellent

Kevin

H2Hotel

Healdsburg

10/10 Excellent

Loved the location, very nice, quiet and modern and spacious rooms. Easy 3 minute walk to the town square with nice boutiques and wonderful restaurants. The continental breakfast should have more selection options for breads. At 8:30am they only had one type of small cinnamon pastry, no toasts or croissants. There was yogurt, cereal and fruit but some fresh baked goods, croissants, breads, bagels and jams would be nice and are served at most places that offer continental breakfast.

Anonymous traveler

A Hampton Inn & Suites with a pool area, outdoor seating, and a clear blue sky.

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

10/10 Excellent

KATRINA

An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

Grape Leaf Inn

Healdsburg

10/10 Excellent

Hedda

A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.

Vinarosa Resort & Spa

Santa Rosa

10/10 Excellent

The hotel grounds were lovely, and the room was comfortable and spacious, but the overall service, while friendly, is not as good as it should be for the price. The front desk completely neglected to tell us about any of the "extras", like the free wine tastings at Ferrari-Carrano vineyards (value of $35 per person), the complimentary daily wine tasting at the hotel, and the corkage fee waiver at John Ashe for bottles purchased at Ferrari-Carrano ($25 value). None of these perks are mentioned on...

Sarah

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

10/10 Excellent

John

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

10/10 Excellent

john

A swimming pool with lounge chairs and a sunshade, surrounded by large windows.

Hilton Garden Inn Sonoma County Airport

Santa Rosa

10/10 Excellent

The hotel and the room was very nice. The front desk staff was also very nice. But beware of the slippery bathtubs. They have a rubber mat that you roll out yourself, but it's very small. My husband fell out of the bath tub because of a mis-step. We reported it to the front desk and filed a report just in case. I think he's fine, but remember to step on the rubber mat and not anywhere else in the tub.

Richard

Appellation Healdsburg

Healdsburg

10/10 Excellent

Alexis

A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.

Geyserville Inn

Geyserville

10/10 Excellent

Sharon

A swimming pool with lounge chairs, a pergola, and a gazebo.

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

10/10 Excellent

Andrew

A poolside area with a table and chairs, surrounded by lush greenery.

Camellia Inn

Healdsburg

10/10 Excellent

Kirk

A hotel pool area with a hot tub, lounge chairs, and a building in the background.

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Santa Rosa

10/10 Excellent

angela

Frequently Asked Questions

What are some accommodations with pools in Healdsburg?

Hotel Trio Healdsburg: Features a snack bar/deli, an outdoor pool, and full. Fairview Inn and Suites: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ: Provides kitchens, a pool, and a hot tub.

What is there to see and do in Healdsburg?

Spend some time experiencing the great outdoors at Russian River and Healdsburg Ridge Open Space Preserve. During your stay, check out sights such as Healdsburg Plaza, Jordan Vineyard & Winery, and Mazzocco Winery. Healdsburg appeals to visitors with its beautiful river views, selection of wineries, and array of dining options.

When is the best time to book a hotel with a pool in Healdsburg?

You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Healdsburg in the hottest months of July, August, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of December, January, or February when the average temperature is 49°F.

Find Hotels with a Pool in Healdsburg, CA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Healdsburg hotels with a pool

1. Hotel Healdsburg

2. Hotel Trio Healdsburg

3. Harmon Guest House

4. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

5. Hampton Inn & Suites Windsor - Sonoma Wine Country

6. H2Hotel

7. Montage Healdsburg

8. Holiday Inn Windsor Wine Country by IHG

9. Appellation Healdsburg

10. Dry Creek Inn MOD Collection by Sonesta

Choose what matters most at hotels with a pool in Healdsburg

Hotels with pools and free breakfast in Healdsburg

Dry Creek Inn MOD Collection by Sonesta

Hotels with pools and hot tubs in Healdsburg

Hotel Healdsburg

4-star hotels with pools in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Top Healdsburg Hotel Reviews

Montage Healdsburg

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Healdsburg?

What is there to see and do in Healdsburg?

When is the best time to book a hotel with a pool in Healdsburg?