Hotels with Pool & Resorts in Healdsburg from AU$159

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Check availability on Healdsburg Hotels with Pool

Our top choices for Healdsburg hotels with a pool

Exterior
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 AU$238
includes taxes & fees
17 Dec - 18 Dec
Geyserville Inn
Outdoor pool, open 7:00 AM to 10:00 PM, pool 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, (1004)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is AU$251
includes taxes & fees
15 Dec - 16 Dec
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool 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, (395)
"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 AU$221
includes taxes & fees
18 Dec - 19 Dec
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 AU$173
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Courtyard
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 AU$608
includes taxes & fees
21 Dec - 22 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, (1256)
"Breakfast was excellent"
United States
James
The price is AU$162
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Couples treatment room(s), hot stone massages, deep-tissue massages
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 AU$263
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, (2107)
"Nice room and breakfast "
United States
lei
The price is AU$159
includes taxes & fees
12 Jan - 13 Jan 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, (868)
"Nice clean hotel , big rooms. "
United States
Lena
The price is AU$296
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Trio Healdsburg
Exterior
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, (1002)
"Great staff and vibe"
United States
Curtis
The price is AU$188
includes taxes & fees
4 Jan - 5 Jan 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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Hotels with pools and free breakfast in Healdsburg

Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (115)
The price is AU$1,218
includes taxes & fees
5 Jan - 6 Jan 2026
Montage Healdsburg
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Hotels with pools and spa pools in Healdsburg

Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (115)
The price is AU$1,218
includes taxes & fees
5 Jan - 6 Jan 2026
Montage Healdsburg
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4-star hotels with pools in Healdsburg

Exterior
The Madrona

The Madrona

The Madrona
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (41)
The price is AU$817
includes taxes & fees
19 Dec - 20 Dec
The Madrona
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
"iit was winter so we did not use the pool or hot tub"
Larry 3-night trip
Posted 4 days ago
Fairview Inn and Suites

Frequently asked questions

What are some accommodation options 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 1 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, visit sights such as Healdsburg Plaza, Jordan Vineyard & Winery and SingleThread Farm at Dry Creek. Healdsburg appeals to visitors with its stunning 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 plan to visit Healdsburg in the hottest months of July, August or September, when the average temp is 21°C. Accommodation 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 9°C.