Find Hotels with a Pool in Healdsburg, CA

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Top Healdsburg Hotels with a Pool

Deluxe Queen Room | View from room
Geyserville Inn

Geyserville Inn

3.5 star property
Geyserville
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1003)
Surrounded by stunning vineyard vistas, the outdoor pool area invites relaxation with sun loungers and a refreshing ambiance. After swimming, guests can enjoy the hot tub or savor meals at the adjacent pool-view restaurant.
$139 nightly
The price is $159
Dec 1 - Dec 2
Total with taxes and fees
Geyserville Inn
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

3.5 star property
Healdsburg
  • Outdoor pool
  • Pool loungers
  • 2 hot tubs
9.0 out of 10, Wonderful, (377)
Refreshing waters await at the sun-drenched outdoor pool area, complemented by loungers and umbrellas for perfect relaxation. Beyond swimming, this Healdsburg hotel offers 2 inviting hot tubs, a sauna, and steam room for complete rejuvenation.
$127 nightly
The price is $147
Dec 7 - Dec 8
Total with taxes and fees
The Lodge at Healdsburg, Tapestry Collection by Hilton
Exterior
Best Western Dry Creek Inn

Best Western Dry Creek Inn

3.0 star property
Healdsburg
  • Outdoor pool
  • Pool loungers
8.0 out of 10, Very Good, (1007)
Poolside perfection awaits at this recently renovated Healdsburg hotel, where guests unwind on sun loungers until 10:00 PM daily. Surrounded by vineyards and wineries, this Mediterranean retreat offers bicycle rentals for exploring nearby trails.
$119 nightly
The price is $139
Nov 30 - Dec 1
Total with taxes and fees
Best Western Dry Creek Inn
Outdoor pool
Cottages on River Road

Cottages on River Road

2.5 star property
Guerneville
  • Outdoor pool
9.6 out of 10, Exceptional, (1002)
Seasonal swimming beckons from May through October at the outdoor pool, complementing hiking adventures along nearby trails. Clean, cozy cottages create the perfect backdrop for a pet-friendly getaway near the Russian River.
$103 nightly
The price is $117
Nov 19 - Nov 20
Total with taxes and fees
Cottages on River Road
Indoor pool
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3.0 star property
Windsor
  • Indoor pool
9.0 out of 10, Wonderful, (1002)
Immersive indoor pool creates a sanctuary for family fun and adult relaxation after vineyard visits. Guests appreciate the meticulously maintained facilities, on-site restaurant with delicious offerings, and proximity to Healdsburg Plaza.
$95 nightly
The price is $108
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Windsor Wine Country by IHG
Outdoor pool
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
Windsor
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1235)
Surrounded by Russian River beauty, the outdoor pool beckons with 9 AM to 10 PM access while the adjacent hot tub soothes tired muscles. Nearby golf, fitness center, and sauna complete this serene wine country experience.
$103 nightly
The price is $117
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Poolside bar
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3.0 star property
Santa Rosa
  • Outdoor pool
  • Poolside bar
  • Pool loungers
8.4 out of 10, Very Good, (2060)
Sparkling clean waters welcome swimmers at the outdoor pool area, complete with sun loungers, umbrellas, and a poolside bar serving refreshing drinks. Fitness enthusiasts appreciate the well-equipped gym after exploring nearby Graton Resort.
$83 nightly
The price is $96
Dec 10 - Dec 11
Total with taxes and fees
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Outdoor pool
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
Windsor
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1002)
Splash into the sparkling outdoor pool, complete with plush lounges and complimentary towel service, before unwinding in the pristine hot tub. After aquatic relaxation, guests appreciate the 24-hour fitness center and bicycle rentals for exploring nearby Russian River trails.
$111 nightly
The price is $127
Nov 25 - Nov 26
Total with taxes and fees
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool
Hotel Trio Healdsburg

Hotel Trio Healdsburg

3.0 star property
Healdsburg
  • Outdoor pool
9.4 out of 10, Exceptional, (859)
Sparkling waters beckon at the outdoor pool, complemented by a 24-hour fitness center and bicycle rentals for Healdsburg adventures. Free area shuttle service, concierge assistance, and full breakfast create a carefree vacation atmosphere.
$170 nightly
The price is $198
Nov 23 - Nov 24
Total with taxes and fees
Hotel Trio Healdsburg
Outdoor pool, pool umbrellas, sun loungers
Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only

3.0 star property
Guerneville
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
9.6 out of 10, Exceptional, (55)
Poolside cocktails complement sun-soaked afternoons at this tranquil adults-only sanctuary. Swedish massages and facial treatments await after exploring nearby redwoods, while complimentary bicycles invite adventure beyond the refreshing waters.
$171 nightly
The price is $195
Nov 19 - Nov 20
Total with taxes and fees
Boon Hotel + Spa - Adults Only
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

H2Hotel

H2Hotel

10/10 Excellent
"Everything was nice"
eugene 1-night trip
Posted 7 days ago
H2Hotel

Frequently asked questions

What are some accommodations with pools in Healdsburg?
Fairview Inn and Suites: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hotel Trio Healdsburg: Offers a snack bar/deli, an outdoor pool, and full. 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.

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