Find Hotels with a Pool in Healdsburg, CA

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Compare Healdsburg Hotels with a Pool 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, (1005)
"Front dest staff and house keeping was excellent."
The price is AED 476
AED 553 total
includes taxes & fees
2 Jan - 3 Jan
Best Western Dry Creek Inn
H2Hotel
Indoor pool

H2Hotel

4.0 star property
9.4 out of 10, Exceptional, (615)
"I wish your staff was more knowledgeable about wineries. Ive stayed at H2 and harmond guest house for the last 6 years."
The price is AED 1,187
AED 1,379 total
includes taxes & fees
2 Jan - 3 Jan
H2Hotel
Fairview Inn and Suites
Pool

Fairview Inn and Suites

2.0 star property
7.6 out of 10, Good, (979)
"We were a party with two rooms and the only ones at the hotel when we checked in. Later in the evening another couple checked in and were placed right next door. They had loud, foul-mouthed, threating arguments all the next morning - I almost called the police, the threats were that bad. WHY ON EARTH, THE THE ENTIRE PLACE EMPTY, WERE WE RIGHT NEXT TO THEM? The walls were WAY too thin."
The price is AED 511
AED 592 total
includes taxes & fees
19 Jan - 20 Jan
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, (379)
"Hotel had a few things not working as well as they should. Took way too long for hot water in sinks and shower. The lights would automatically dim after a short time in an already poorly lit room. "
The price is AED 1,576
AED 1,831 total
includes taxes & fees
2 Jan - 3 Jan
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, (26)
"Beautifully kept property! Organic gardens, a lovely pool area with giant, fall trees above. Lush green grass, entire property is spotless. The rooms in the carriage house were slightly more minimal then expected but the bathrooms even better with heated floors that made the mornings extra cozy in november. The main house had plenty of seating for lounging and breakfast and we enjoyed the bar too. Dinner was absolutely delicious, reasonably priced and well paired to local wines. We loved...
The price is AED 1,837
AED 2,325 total
includes taxes & fees
2 Jan - 3 Jan
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?
Harmon Guest House: Features free valet parking, an outdoor pool, and complimentary wired internet access. Montage Healdsburg: Offers 2 outdoor pools, a children’s pool, and 2 restaurants. Hotel Trio Healdsburg: Provides a snack bar/deli, an outdoor pool, and full. Best Western Dry Creek Inn: Features complimentary wireless internet access, an outdoor pool, and flat-screen televisions. The Lodge at Healdsburg, Tapestry Collection by Hilton: Offers 2 spa tubs, an outdoor pool, and a sauna.
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 Healdsburg Ridge Open Space Preserve. During your stay, check out sights such as Healdsburg Plaza, Raven Performing Arts Theater, and Jordan Vineyard & 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.