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, (112)
"Amazing property. From the pool to the jacuzzi, outdoor seating, string lights and outdoor kitchen like no other, we couldn't have asked for more. Inside was farmhouse chic. Extremely comfortable beds and accommodations. Charming nooks and crannies everywhere. I could go on and on but have to mention the stunning waterfalls. Michael was very responsive to any and all questions and he has really thought of everything to make renter's stay fabulous. The only downside -- it was hard to cook...
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Best Western Dry Creek Inn
Pool

Best Western Dry Creek Inn

3.0 star property
7.8 out of 10, Good, (1003)
"It was great. The staff were very nice. The place was clea. The only problem was that we had a connecting room (where the door was locked), and we were able to hear the entire conversation of the next door neighbor when they checked in middle of the night, which disturbed our sleep. "
The price is AED 455
AED 518 total
includes taxes & fees
15 Dec - 16 Dec
Best Western Dry Creek Inn
H2Hotel
Indoor pool

H2Hotel

4.0 star property
9.4 out of 10, Exceptional, (604)
"Hotel was excellent. Great Location, nice rooms. Shower was inside the bathroom....a little funky. Would have been nice to have the shower someway separated from sink and toilet."
The price is AED 1,319
AED 1,533 total
includes taxes & fees
1 Dec - 2 Dec
H2Hotel
Fairview Inn and Suites
Pool

Fairview Inn and Suites

2.0 star property
7.6 out of 10, Good, (973)
"Easy access off the freeway, close to down town Healdsburg plenty of wine tasting and food and antique stores within a 2minute drive also not a bad walk if it isn't raining."
The price is AED 437
AED 507 total
includes taxes & fees
26 Nov - 27 Nov
Fairview Inn and Suites
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
Hotel Healdsburg
Pool

Hotel Healdsburg

4.0 star property
9.2 out of 10, Wonderful, (375)
"Great location very clean"
The price is AED 1,833
AED 2,067 total
includes taxes & fees
25 Nov - 26 Nov
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
The Madrona
Pool

The Madrona

4.0 star property
9.6 out of 10, Exceptional, (24)
"Beautiful hotel, delicious breakfast. We loved it!"
The price is AED 1,455
AED 1,852 total
includes taxes & fees
1 Dec - 2 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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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. Fairview Inn and Suites: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Bella Villa Messina: Provides full, a seasonal outdoor pool, and free self parking. Healdsburg, sleeps 10, pool, hot tub, gardens, BBQ, Vineyard Views: Features kitchens, a pool, and spa tubs.
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 Dry Creek Vineyard. 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.