Find Hotels with a Pool in Healdsburg, CA

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Pick from 10 Healdsburg Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Your own private resort with large pool, hot tub, outdoor kitchen and vineyard
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
10.0 out of 10, Exceptional, (111)
"My family and I have traveled extensively and this overall was one of our favorite trips. If you love to cook and enjoy your meals in an amazing atmosphere this is the place to go. The outdoor kitchen is next level. The host thinks of ever tiny little detail you might need both inside the and outside of the house !!! I would come back without a second thought "
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Honor Mansion
Pool
Honor Mansion
4.0 star property
9.6 out of 10, Exceptional, (18)
"Everything about our stay was amazing, from the greeting when we arrived, to the care and concern about our comfort. The grounds were very enjoyable with breakfast by the Koi pond, to a full size Bocce ball court surrounded by grape vines. There is also a croquet court, putting green, tennis court and pool: all in a beautiful setting."
Honor Mansion
H2Hotel
Lobby sitting area
H2Hotel
4.0 star property
9.4 out of 10, Exceptional, (596)
"H2 was one of the nicest hotels we’ve ever stayed in. I loved the eco-consciousness and the staff were top-notch—very friendly and helpful. The free breakfast had excellent options and—though we didn’t order it—there was also a hot breakfast menu. Healdsburg prices are exorbitant and H2 was the most expensive hotel we’ve ever stayed in, but I would definitely choose it again if we do a return trip."
The price is SAR 1,422
SAR 1,606 total
includes taxes & fees
29 Sep - 30 Sep
H2Hotel
The Madrona
Exterior
The Madrona
4.0 star property
9.4 out of 10, Exceptional, (22)
"Beautiful old building wonderfully updated. Great food and service. Great place."
The price is SAR 2,233
SAR 2,725 total
includes taxes & fees
23 Sep - 24 Sep
The Madrona
Hotel Healdsburg
Lobby
Hotel Healdsburg
4.0 star property
9.2 out of 10, Wonderful, (368)
"Great staff, amenities, etc. "
The price is SAR 2,173
SAR 2,520 total
includes taxes & fees
29 Sep - 30 Sep
Hotel Healdsburg
Duchamp Hotel Private Suites
Outdoor pool
Duchamp Hotel Private Suites
3.5 star property
9.2 out of 10, Wonderful, (87)
"The property offers great privacy as it is bungalows around a pool. Each room is spacious and comfortable. Short walking distance to all the must stop spots in Healdsburg."
Duchamp Hotel Private Suites
Best Western Dry Creek Inn
Exterior
Best Western Dry Creek Inn
3.0 star property
7.8 out of 10, Good, (1002)
"The only thing to improve is to put in more towel racks and a microwave in the room. some of the out lets were blown out too"
The price is SAR 598
SAR 681 total
includes taxes & fees
23 Sep - 24 Sep
Best Western Dry Creek Inn
Fairview Inn and Suites
Room
Fairview Inn and Suites
2.0 star property
7.4 out of 10, Good, (941)
"I stayed here twice, rooms are clean and very spacious. Staff is friendly and checking in is easy and quickly. Close to downtown. Price is a little high."
The price is SAR 484
SAR 562 total
includes taxes & fees
24 Sep - 25 Sep
Fairview Inn and Suites
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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.

Frequently asked questions

What's it like visiting Healdsburg?
If laying by the pool is your idea of the perfect getaway, you may want to check out walkable Healdsburg, which offers 7 places to stay with pools. While you’re here, you can explore sights such as Healdsburg Plaza and Jordan Vineyard & Winery, and then kick back and relax poolside at one of the accommodations in Healdsburg that guests like for their pools.
What are some accommodations with pools in Healdsburg?
Hotel Trio Healdsburg: Features a snack bar/deli, an outdoor pool, and full. H2Hotel: Hotel, 12-minute walk from Russian River. Offers daily, a pool, and complimentary wireless internet access. Fairview Inn and Suites: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hotel Healdsburg: Hotel, 15-minute walk from Russian River. Features 2 restaurants, a pool, and a full-service spa. Bella Villa Messina: Offers full, a seasonal outdoor pool, and free self parking.
How many pool hotels will I be able to find in Healdsburg?
Expedia has 7 hotels in Healdsburg for your poolside break.
What is there to see and do in Healdsburg?
Spend some time experiencing the great outdoors at Russian River and Austin Creek State Recreation Area. 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.