Find Hotels with a Pool in Healdsburg, CA

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Check availability on Healdsburg Hotels with a Pool

Our top choices for Healdsburg hotels with a pool

Deluxe Queen Room | View from room
Geyserville Inn

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1001)
"We loved our stay here. The view of the vineyards surrounding the Inn was really beautiful."
United States
Charles
The price is AED 467
AED 583 total
includes taxes & fees
14 Dec - 15 Dec
Geyserville Inn
Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.0 out of 10, Very Good, (1003)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is AED 528
AED 614 total
includes taxes & fees
14 Dec - 15 Dec
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (394)
"Cute hotel. Soaking tab was wonderful. The room has lots of space even for 2 poppies. Closed to the square, 3min drive."
United States
Michael
The price is AED 496
AED 577 total
includes taxes & fees
4 Jan - 5 January 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Outdoor pool
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.6 out of 10, Exceptional, (442)
"Great stay easy in and out.... "
United States
Craig
The price is AED 394
AED 457 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2 outdoor pools, open 7:00 AM to 10:00 PM, free cabanas, pool umbrellas
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
Healdsburg
9.0 out of 10, Wonderful, (30)
"Beautiful resort!! "
United States
Jennifer
The price is AED 1,048
AED 1,474 total
includes taxes & fees
23 Dec - 24 Dec
Appellation Healdsburg
Outdoor pool
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1255)
"Breakfast was excellent"
United States
James
The price is AED 349
AED 398 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Outdoor pool, pool umbrellas, sun loungers
Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
Guerneville
9.8 out of 10, Exceptional, (59)
"Loved everything about this place. Would highly recommend:) "
United States
Brittany
The price is AED 566
AED 646 total
includes taxes & fees
14 Dec - 15 Dec
Boon Hotel + Spa - Adults Only
Poolside bar
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
Santa Rosa
8.4 out of 10, Very Good, (2106)
"Nice room and breakfast "
United States
lei
The price is AED 335
AED 389 total
includes taxes & fees
11 Jan - 12 January 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Outdoor pool
Hotel Trio Healdsburg

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (867)
"Nice clean hotel , big rooms. "
United States
Lena
The price is AED 558
AED 726 total
includes taxes & fees
4 Jan - 5 January 2026
Hotel Trio Healdsburg
Outdoor pool
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1000)
"Great staff and vibe"
United States
Curtis
The price is AED 403
AED 460 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
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

Fairview Inn and Suites

Fairview Inn and Suites

10/10 Excellent
"Everything was clean and tidy. Wanted a grab bar in the shower."
Linda 1-night trip
Posted 2 days ago
Fairview Inn and Suites

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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. Healdsburg, sleeps 10, pool, hot tub, gardens, BBQ, Vineyard Views: 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 SingleThread Farm at Dry Creek. 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.