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Check availability on Healdsburg Hotels with a Pool

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Our top choices for Healdsburg hotels with a pool

A poolside area with a fire pit, outdoor seating, and umbrellas.

1. The Madrona

The Madrona
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (69 reviews)
"We had a great stay and loved the Madrona. We'll be back!"
United States
Leslie
The price is NT$11,589
NT$14,603 total
includes taxes & fees
Nov 2 - Nov 3
The Madrona
A two-story building with a central entrance, large windows, and a balcony.

2. Liora Estate

Liora Estate
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (338 reviews)
"Beautiful hotel with phenomenal staff that took great care of us on our (4) day vacation to Sonoma Valley. Large luxurious rooms with daily breakfast in bed made this getaway extra special."
United States
Kelly Joe
The price is NT$12,126
NT$16,363 total
includes taxes & fees
Dec 1 - Dec 2
Liora Estate
A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

3. Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (1,003 reviews)
"Nice place to stay for a night close to downtown Healdsburg."
United States
Rochelle
The price is NT$4,857
NT$6,326 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Trio Healdsburg
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

4. H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (811 reviews)
"We had a wonderful stay at H2hotel. The staff was great, and our room was very comfortable and clean."
United States
John
The price is NT$11,119
NT$14,246 total
includes taxes & fees
Nov 16 - Nov 17
H2Hotel
A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

5. Harmon Guest House

Harmon Guest House
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (494 reviews)
"Decent hotel and a good location. Staff not very motivated to assist in any way which detracted from our stay."
Canada
Ravinder
The price is NT$12,098
NT$15,383 total
includes taxes & fees
Nov 18 - Nov 19
Harmon Guest House
A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.

6. Duchamp Healdsburg

Duchamp Healdsburg
3.5 star property
Healdsburg
9.4 out of 10, Exceptional, (103 reviews)
"Very attentive staff, and rooms are modern and new."
United States
deborah
The price is NT$16,299
NT$18,939 total
includes taxes & fees
Nov 2 - Nov 3
Duchamp Healdsburg
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

7. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (180 reviews)
"What a great location, beautiful clean, great breakfast great coffee and coffee options. Staff was super helpful. Would definitely come back here if I was in Healdsburg."
United States
Eric
The price is NT$8,215
NT$9,529 total
includes taxes & fees
Nov 3 - Nov 4
Grape Leaf Inn
A poolside area with lounge chairs, a table, and a potted plant.

8. Hotel Healdsburg

Hotel Healdsburg
4.0 star property
Healdsburg
9.2 out of 10, Wonderful, (464 reviews)
"Our favorite place to stay in Healdsburg. Loved being greeted by a glass of wine from a local winery at check-in."
United States
Francesca
The price is NT$16,266
NT$20,605 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Healdsburg
A swimming pool with lounge chairs, a pergola, and a gazebo.

9. The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
4.0 star property
Healdsburg
9.0 out of 10, Wonderful, (572 reviews)
"We had a great stay. Great location."
United States
Mark
The price is NT$4,727
NT$5,492 total
includes taxes & fees
Nov 3 - Nov 4
The Lodge at Healdsburg, Tapestry Collection by Hilton
A cozy living room with a white sofa, a glass coffee table, and a view of a backyard with a seating area.

10. Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (281 reviews)
"Staff was incredibly helpful and friendly. Great experience within this Victorian Inn."
United States
Daniel
The price is NT$5,123
NT$5,942 total
includes taxes & fees
Nov 9 - Nov 10
Calderwood Inn
A modern interior with a staircase, a large window with reflections, and a seating area.

11. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (623 reviews)
"Fantastic location, beautiful hotel"
United States
Daniel M
The price is NT$9,389
NT$10,909 total
includes taxes & fees
Nov 18 - Nov 19
Healdsburg Inn on the Plaza, A Four Sisters Inn
A poolside area with a table and chairs, surrounded by lush greenery.

12. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (633 reviews)
"The family suite worked fine for 4 adults. The breakfast and afternoon wine and cookies were a great touch. Easy to park and check in. Loved our stay!"
United States
Erika
The price is NT$5,736
NT$6,653 total
includes taxes & fees
Nov 9 - Nov 10
Camellia Inn
A multi-story hotel with a central archway, balconies, and a parking area.

13. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.2 out of 10, Very good, (1,005 reviews)
"Nice to stay in for a weekend in wine country"
United States
Antoine
The price is NT$3,879
NT$4,507 total
includes taxes & fees
Nov 15 - Nov 16
Dry Creek Inn MOD Collection by Sonesta
A pool area with lounge chairs, umbrellas, and a clear view of the surrounding forest.

14. Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
Healdsburg
8.0 out of 10, Very good, (1,002 reviews)
"Basic but very clean room walking distance to Plaza. Helpful staff gave us an early check in. Good value."
United States
John
The price is NT$4,155
NT$4,819 total
includes taxes & fees
Nov 22 - Nov 23
Fairview Inn and Suites
An outdoor seating area with wooden lattice walls, chairs, and tables, featuring string lights.

15. Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
2.5 star property
Healdsburg
7.6 out of 10, Good, (806 reviews)
"Clean hotel , comfortable rooms"
United States
Allison
The price is NT$3,297
NT$3,825 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Vinea, a Travelodge by Wyndham
A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

16. Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1,002 reviews)
"Great place to stay!"
United States
Cynthia
The price is NT$3,198
NT$3,841 total
includes taxes & fees
Nov 12 - Nov 13
Cottages on River Road
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

17. Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (142 reviews)
"Everything was amazing. There was a large wedding event that was loud until 1am one night which we weren’t warned about but the resort and the service were perfect."
United States
Sarah
The price is NT$21,515
NT$27,285 total
includes taxes & fees
Nov 22 - Nov 23
Montage Healdsburg
A Hampton Inn & Suites with a pool area, outdoor seating, and a clear blue sky.

18. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.4 out of 10, Exceptional, (631 reviews)
"Clean room, excellent surroundings, plenty of different restaurants near by and great breakfast! Will be staying here again!"
United States
Hal
The price is NT$3,716
NT$4,310 total
includes taxes & fees
Nov 13 - Nov 14
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.

19. Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
Santa Rosa
9.4 out of 10, Exceptional, (969 reviews)
"Amazing place. Beautiful property. Highly recommended."
United States
Armen
The price is NT$9,476
NT$12,930 total
includes taxes & fees
Nov 22 - Nov 23
Vinarosa Resort & Spa
Front of property

20. Mine + Farm, The Inn at Guerneville, CA

Mine + Farm, The Inn at Guerneville, CA
3.5 star property
Guerneville
9.4 out of 10, Exceptional, (153 reviews)
"Beautiful property, great location, delicious breakfast. "
United States
Amy
The price is NT$10,914
NT$12,442 total
includes taxes & fees
Nov 2 - Nov 3
Mine + Farm, The Inn at Guerneville, CA
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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Choose what matters most at hotels with a pool in Healdsburg

Breakfast included
Hot tub

Hotels with pools and free breakfast in Healdsburg

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

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (1003)
The price is NT$4,857
NT$6,326 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Trio Healdsburg
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Hotels with pools and hot tubs in Healdsburg

Terrace/patio
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
4.0 star property
Healdsburg
9.0 out of 10, Wonderful, (572)
The price is NT$4,727
NT$5,492 total
includes taxes & fees
Nov 3 - Nov 4
The Lodge at Healdsburg, Tapestry Collection by Hilton
View all properties

4-star hotels with pools in Healdsburg

Terrace/patio
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
4.0 star property
Healdsburg
9.0 out of 10, Wonderful, (572)
The price is NT$4,727
NT$5,492 total
includes taxes & fees
Nov 3 - Nov 4
The Lodge at Healdsburg, Tapestry Collection by Hilton
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.
View all properties

Top Healdsburg Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"😊"
Theresa 2-night trip
Posted 1 day ago
Dry Creek Inn MOD Collection by Sonesta

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.
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.

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