Find Hotels with a Pool in Healdsburg, CA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Healdsburg Hotels with a Pool

Top Healdsburg Hotels with a Pool

Appellation Healdsburg

4.5 star property
Healdsburg
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
8.8 out of 10, Excellent, (19)
Poolside pleasure reaches new heights with cabanas, loungers, and refreshing drinks served at the water's edge. After swimming, guests can indulge in massages and body treatments at the full-service spa or join yoga classes at the health club.
The price is ¥45,092
¥63,137 total
includes taxes & fees
Dec 3 - Dec 4
Appellation Healdsburg

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
Windsor
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1227)
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.
The price is ¥15,868
¥18,090 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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, (2053)
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.
The price is ¥12,941
¥15,036 total
includes taxes & fees
Nov 17 - Nov 18
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Geyserville Inn

3.5 star property
Geyserville
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1001)
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.
The price is ¥20,197
¥25,133 total
includes taxes & fees
Nov 14 - Nov 15
Geyserville Inn

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, (376)
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.
The price is ¥20,821
¥24,192 total
includes taxes & fees
Dec 3 - Dec 4
The Lodge at Healdsburg, Tapestry Collection by Hilton

Holiday Inn Windsor Wine Country by IHG

3.0 star property
Windsor
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
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.
The price is ¥14,636
¥16,685 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Windsor Wine Country by IHG

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2.5 star property
Santa Rosa
  • Outdoor pool
9.6 out of 10, Exceptional, (433)
Sparkling clear waters beckon after a day of vineyard exploration at this Santa Rosa gem. Fitness enthusiasts appreciate the well-equipped gym, while morning travelers rave about the complimentary breakfast buffet that fuels wine country adventures.
The price is ¥17,748
¥20,587 total
includes taxes & fees
Nov 25 - Nov 26
Hampton Inn & Suites Santa Rosa 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, (1000)
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.
The price is ¥17,131
¥19,564 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Windsor - Sonoma Wine Country

Cottages on River Road

2.5 star property
Guerneville
  • Outdoor pool
9.6 out of 10, Exceptional, (1006)
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.
The price is ¥15,283
¥18,348 total
includes taxes & fees
Nov 25 - Nov 26
Cottages on River Road

Hotel Trio Healdsburg

3.0 star property
Healdsburg
  • Outdoor pool
9.4 out of 10, Exceptional, (857)
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.
The price is ¥23,417
¥30,432 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Trio Healdsburg
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.

Top Healdsburg Hotel Reviews

Explore a world of travel with Expedia

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.