Title: The Best Hotels with a Pool in Healdsburg from $108 in 2026 | Expedia.com

[Healdsburg Travel Guide](https://expedia.com/Healdsburg.dx8322)[Hotels in Healdsburg](https://expedia.com/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[Vacation Rentals in Healdsburg](https://expedia.com/Healdsburg-Vacation-Rentals.d8322.Travel-Guide-VacationRentals)[Flights to Healdsburg](https://expedia.com/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Things to do in Healdsburg](https://expedia.com/Things-To-Do-In-Healdsburg.d8322.Travel-Guide-Activities)[Car Rentals in Healdsburg](https://expedia.com/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.com/Healdsburg.d8322.Destination-Travel-Guides)

![Dry Creek Vineyard showing signage](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg)  
###  
Upfront pricing  
Our total price for your stay includes taxes and fees
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Save 10% or more on over 100,000 hotels worldwide with Member Prices  
[Learn about One Key](https://www.expedia.com/welcome-one-key)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check availability on Healdsburg Hotels with a Pool

Tonight

[Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8322&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Healdsburg hotels with a pool

![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5283d5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/8490e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/82de180a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dry Creek Inn MOD Collection by Sonesta

[](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

Healdsburg

8.0/10

Very Good

(1,010 reviews)

"Clean, quiet, hospitable, affordable and very close to all the activities in Healdsburg."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

$125 nightly

$145 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/406a3e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Body treatments, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/bc9aaa3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Appellation Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information)

Healdsburg

9.0/10

Wonderful

(51 reviews)

"Beautiful resort!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$263 nightly

$306 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/94f22e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (King Suite) | In-room safe, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/cfd74741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (King Suite) | Living area | 50-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/382da479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Geyserville Inn

[](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information)

Geyserville

9.2/10

Wonderful

(1,001 reviews)

"We LOVE the Tuscan suite! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela

$156 nightly

$177 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/e9b50071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/03c41ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/ebb56a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Santa Rosa Sonoma Wine Country

[](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information)

Santa Rosa

9.6/10

Exceptional

(480 reviews)

"Staff were amazing, room was clean. This was our second time staying here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Becky

$118 nightly

$137 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/1d6a8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/16a4fb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

[](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information)

Santa Rosa

8.4/10

Very Good

(2,186 reviews)

"Clean room, friendly staff and great pool/hot tub area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon

$93 nightly

$108 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information)

![Couples treatment rooms, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38d2110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/5cda420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boon Hotel + Spa - Adults Only

[](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

Guerneville

9.8/10

Exceptional

(64 reviews)

"Friendly and helpful staff, and really relaxing pool/hot tub area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul Sutton

$171 nightly

$195 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/e43ebe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/c1f079f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/965e1808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express® Windsor Sonoma Wine Country by IHG

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

Windsor

9.2/10

Wonderful

(1,315 reviews)

"Hotel was very clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rene

$110 nightly

$125 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/1c4ec11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Studio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/87ce6116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/9cfd0942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/dc313ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottages on River Road

[](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information)

Guerneville

9.6/10

Exceptional

(1,004 reviews)

"Great stay, we will be going back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael

$103 nightly

$117 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/c52eb6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/5c144344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Windsor Wine Country by IHG

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information)

Windsor

9.0/10

Wonderful

(1,042 reviews)

"Nice place, helpful staff, clean and quiet, great value"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brad

$99 nightly

$113 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Windsor - Sonoma Wine Country

[](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

Windsor

9.2/10

Wonderful

(1,001 reviews)

"Room was spotless and the staff was friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris

$130 nightly

$148 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Healdsburg

Breakfast included

Hot tub

4 stars

5 stars

Spa

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_8322)

## Hotels with pools and free breakfast in Healdsburg

![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/49d4c0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/4cab251e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/82de180a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dry Creek Inn MOD Collection by Sonesta

[](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

Healdsburg

8.0/10

Very Good

(1010)

$125 nightly

$145 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/03c41ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/ebb56a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/9661d2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Santa Rosa Sonoma Wine Country

[](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information)

Santa Rosa

9.6/10

Exceptional

(480)

$118 nightly

$137 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/6b333fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/69197b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lodge at Healdsburg, Tapestry Collection by Hilton

[](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

Healdsburg

9.0/10

Wonderful

(445)

$149 nightly

$173 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/1d6a8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/16a4fb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

[](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information)

Santa Rosa

8.4/10

Very Good

(2186)

$93 nightly

$108 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/739126e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/c1f079f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express® Windsor Sonoma Wine Country by IHG

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

Windsor

9.2/10

Wonderful

(1315)

$110 nightly

$125 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/c378dfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/1c4ec11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Studio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/87ce6116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/9cfd0942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottages on River Road

[](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information)

Guerneville

9.6/10

Exceptional

(1004)

$103 nightly

$117 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information)

![Couples treatment rooms, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38d2110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/5cda420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boon Hotel + Spa - Adults Only

[](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

Guerneville

9.8/10

Exceptional

(64)

$171 nightly

$195 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/38785765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/5c144344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Windsor Wine Country by IHG

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information)

Windsor

9.0/10

Wonderful

(1042)

$99 nightly

$113 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Windsor - Sonoma Wine Country

[](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

Windsor

9.2/10

Wonderful

(1001)

$130 nightly

$148 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/4158f6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/73020c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free full breakfast](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/da0aa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Trio Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information)

Healdsburg

9.4/10

Exceptional

(894)

$162 nightly

$188 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information)

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Hotels with pools and hot tubs in Healdsburg

![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/eb671f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Body treatments, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/bc9aaa3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/1acafb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Appellation Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information)

Healdsburg

9.0/10

Wonderful

(51)

$263 nightly

$306 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/08a0d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (King Suite) | Living area | 50-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/382da479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (King Suite) | Living room | 50-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/9ea12c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Geyserville Inn

[](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information)

Geyserville

9.2/10

Wonderful

(1001)

$156 nightly

$177 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/6b333fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/69197b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lodge at Healdsburg, Tapestry Collection by Hilton

[](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

Healdsburg

9.0/10

Wonderful

(445)

$149 nightly

$173 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

![Couples treatment rooms, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38d2110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/5cda420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/17f5a51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boon Hotel + Spa - Adults Only

[](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

Guerneville

9.8/10

Exceptional

(64)

$171 nightly

$195 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/739126e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/c1f079f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express® Windsor Sonoma Wine Country by IHG

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

Windsor

9.2/10

Wonderful

(1315)

$110 nightly

$125 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Windsor - Sonoma Wine Country

[](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

Windsor

9.2/10

Wonderful

(1001)

$130 nightly

$148 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

![Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d3e1f564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking, Jetted Tub | Bathroom sink](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d86d36d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/ca341d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/672f109d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairview Inn and Suites

[](https://www.expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information)

Healdsburg

7.8/10

Good

(1000)

$115 nightly

$133 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/ac3a2adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/7f92fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/34db658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vinarosa Resort & Spa

[](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information)

Santa Rosa

9.4/10

Exceptional

(828)

$314 nightly

$359 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/38211be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/a7b7f2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/cac9e161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/c726ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information)

Healdsburg

9.2/10

Wonderful

(438)

$504 nightly

$586 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/09c9e897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/3afdaa56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Californian cuisine](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/2c42eca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/1084abf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montage Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information)

Healdsburg

9.6/10

Exceptional

(129)

$801 nightly

$932 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information)

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true)

## 4-star hotels with pools in Healdsburg

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/d73147d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/d77f31a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/be617466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### H2Hotel

[](https://www.expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information)

Healdsburg

9.4/10

Exceptional

(720)

$304 nightly

$353 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/ac3a2adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/7f92fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/34db658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vinarosa Resort & Spa

[](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information)

Santa Rosa

9.4/10

Exceptional

(828)

$314 nightly

$359 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Vinarosa-Resort-Spa.h12628578.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/e4bcc0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4c019b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ca65fd77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily full breakfast (USD 25 per person)](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4e36bccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grape Leaf Inn

[](https://www.expedia.com/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information)

Healdsburg

9.4/10

Exceptional

(165)

$258 nightly

$299 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/c45d9563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/c908de92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gimme Shelter | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/a5396e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Court | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/d181f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottages at Little Saint

[](https://www.expedia.com/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information)

Healdsburg

9.4/10

Exceptional

(70)

$451 nightly

$524 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/dcd005a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; alfresco dining](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/60548707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/80a9d8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, free minibar items, in-room safe](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/0a5967d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Madrona

[](https://www.expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information)

Healdsburg

9.6/10

Exceptional

(45)

$552 nightly

$630 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/38211be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/a7b7f2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/cac9e161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/c726ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Healdsburg

[](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information)

Healdsburg

9.2/10

Wonderful

(438)

$504 nightly

$586 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=8322&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true)

## Top Healdsburg Hotel Reviews

![Dry Creek Inn MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8_y.jpg)

### Dry Creek Inn MOD Collection by Sonesta

8/10 Good

"Everything was very nice, front desk was wonderful. "

[](https://expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg)

### Fairview Inn and Suites

10/10 Excellent

"The room was spotless and the bed was extremely comfortable. Staff was very friendly and accommodating. "

[](https://expedia.com/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information)

![The Madrona](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94_y.jpg)

### The Madrona

10/10 Excellent

"What a lovely place. Great staff, grounds and amenities. We will be back!!"

[](https://expedia.com/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information)

![Hotel Healdsburg](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg)

### Hotel Healdsburg

10/10 Excellent

"Great hotel! "

[](https://expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information)

![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg)

### H2Hotel

10/10 Excellent

"Clean, comfortable room; friendly staff"

[](https://expedia.com/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information)

## Frequently asked questions

### How much does a hotel with outdoor pool in Healdsburg cost?

### What are some of the best Healdsburg hotels with outdoor pools and scenic views?

> For a more luxurious experience, [Montage Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information), rated an impressive 9.6, features an expansive outdoor pool complemented by poolside cabanas and a bar. This 5-star hotel not only provides breathtaking views but also boasts a full-service spa, offering a range of treatments such as deep tissue massages and body scrubs, great for parents looking to unwind after a day of family fun. Guests highlight the beautiful rooms and friendly staff, making it an exceptional choice for a memorable getaway.
> 
>   
> Another fantastic option is [The Ruse](https://www.expedia.com/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information), also a 5-star hotel with a review score of 9.6\. This property features an outdoor pool with sun loungers, ideal for soaking up the sun in a serene environment. Guests appreciate the beautiful and clean rooms, along with the delicious breakfast options. The Ruse also offers unique amenities like private chefs and access to an onsite golf course, suiting families looking for a blend of relaxation and recreation.
> 
>   
> Lastly, [Hotel Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information) is a solid 4-star choice with an outdoor pool and a review rating of 9.2\. Known for its friendly staff and excellent location, this hotel provides a cozy atmosphere and complimentary breakfast, making it an appealing option for families seeking comfort and convenience.

### Are there hotels in Healdsburg with outdoor pool cabanas or loungers?

> Another excellent choice is [Appellation Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information), a charming 4.5-star hotel rated 9.0 by travellers. This property also boasts outdoor pool cabanas, available for free, alongside a poolside bar that serves refreshing drinks. Whether you're lounging on the sun loungers or enjoying a romantic evening by the fire, this hotel combines comfort with an inviting space, making it a superb retreat for families and couples alike.

### Which Healdsburg hotels offer poolside service for food and drinks?

> Another excellent choice is [Appellation Healdsburg](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information), a 4.5-star hotel that also boasts a poolside bar and complimentary pool cabanas. Rated 9.0 by travellers, this hotel combines upscale amenities with a serene atmosphere. Guests appreciate the luxurious touches such as designer toiletries and deep-soaking bathtubs, making it a great retreat for families seeking both adventure and relaxation.

### Is it cheaper to book flights and a Healdsburg hotel with a pool as a package?

### How can I save on a Healdsburg hotel with a pool with Expedia?

### Can I cancel my hotel reservation on Expedia?

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rentals
- Other

- [Hotels near Healdsburg Plaza ](https://www.expedia.com/Healdsburg-Plaza-Hotels.0-l6327106-0.Travel-Guide-Filter-Hotels)
- [Hotels near Healdsburg Center for the Arts ](https://www.expedia.com/Healdsburg-Center-For-The-Arts-Hotels.0-l6327100-0.Travel-Guide-Filter-Hotels)
- [Hotels near Raven Performing Arts Theater ](https://www.expedia.com/Raven-Performing-Arts-Theater-Hotels.0-l6327108-0.Travel-Guide-Filter-Hotels)
- [Hotels near Pezzi King Winery ](https://www.expedia.com/Pezzi-King-Winery-Hotels.0-l6324664-0.Travel-Guide-Filter-Hotels)
- [Hotels near Tayman Park Golf Course ](https://www.expedia.com/Tayman-Park-Golf-Course-Hotels.0-l553248621532640713-0.Travel-Guide-Filter-Hotels)
- [Hotels near Healdsburg Golf Club ](https://www.expedia.com/Healdsburg-Golf-Club-Hotels.0-l6327110-0.Travel-Guide-Filter-Hotels)
- [Hotels near Krug Event Center ](https://www.expedia.com/Krug-Event-Center-Hotels.0-l6227816-0.Travel-Guide-Filter-Hotels)
- [Hotels near Simi Winery ](https://www.expedia.com/Simi-Winery-Hotels.0-l6327412-0.Travel-Guide-Filter-Hotels)
- [Hotels near Healdsburg Ridge Open Space Preserve ](https://www.expedia.com/Healdsburg-Ridge-Open-Space-Preserve-Hotels.0-l6327261-0.Travel-Guide-Filter-Hotels)
- [Hotels near Matrix Winery ](https://www.expedia.com/Matrix-Winery-Hotels.0-l6324682-0.Travel-Guide-Filter-Hotels)
- [Hotels near Wilson Winery ](https://www.expedia.com/Wilson-Winery-Hotels.0-l6324646-0.Travel-Guide-Filter-Hotels)
- [Hotels near Windsor Oaks Vineyards ](https://www.expedia.com/Windsor-Oaks-Vineyards-Hotels.0-l6327443-0.Travel-Guide-Filter-Hotels)
- [Hotels near Mazzocco Winery ](https://www.expedia.com/Mazzocco-Winery-Hotels.0-l6324652-0.Travel-Guide-Filter-Hotels)
- [Hotels near Russian River ](https://www.expedia.com/Russian-River-Hotels.0-l683246582900371456-0.Travel-Guide-Filter-Hotels)
- [Hotels near Dry Creek Vineyard ](https://www.expedia.com/Dry-Creek-Vineyard-Hotels.0-l6240812-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Cheap-Hotels.0-0-d9542-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Pet-Friendly-Hotel.0-0-d9542-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Romantic-Hotel.0-0-d9542-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Resorts & Hotels with Spas in Windsor ](https://www.expedia.com/Windsor-Hotels-Spa-Hotel.0-0-d9542-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Winery Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Winery-Hotel.0-0-d9542-tWineryHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Restaurants in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Restaurants.0-0-d9542-tHotelswithRestaurants.Travel-Guide-Filter-Hotels)
- [Casino Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Casino-Hotel.0-0-d9542-tCasinoHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Kitchens.0-0-d9542-tHotelswithKitchens.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d9542-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)
- [Extended Stay Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Extended-Stay-Hotels.0-0-d9542-tExtendedStayHotels.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Wedding-Hotels.0-0-d9542-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Luxury-Hotel.0-0-d9542-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Gay friendly Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-LGBT-Welcoming-Hotel.0-0-d9542-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels)
- [All-Inclusive Resorts in Windsor ](https://www.expedia.com/Windsor-Hotels-All-Inclusive-Hotel.0-0-d9542-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels with an Outdoor Pool in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Outdoor-Pool.0-0-d9542-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels)
- [Family Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Family-Hotel.0-0-d9542-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Laundry Facilities in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Laundry-Facilities.0-0-d9542-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels)
- [Hotels with Fireplaces in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Fireplaces.0-0-d9542-tHotelswithFireplaces.Travel-Guide-Filter-Hotels)
- [Hotels with Suites in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotel-Suites.0-0-d9542-tHotelSuites.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Golf-Hotel.0-0-d9542-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Balconies.0-0-d9542-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Historic-Hotel.0-0-d9542-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Hot-Tubs.0-0-d9542-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotel-With-Pool.0-0-d9542-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Free Parking in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Free-Parking.0-0-d9542-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Tennis-Courts.0-0-d9542-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
- [Beach Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Beach-Hotel.0-0-d9542-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Business Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Business-Hotel.0-0-d9542-tBusinessHotel.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts & in Windsor ](https://www.expedia.com/Windsor-Hotels-Honeymoon-Hotels.0-0-d9542-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [Windsor Hotels ](https://www.expedia.com/Windsor-Hotels.d9542.Travel-Guide-Hotels)
- [Hotels near Francis Ford Coppola Winery ](https://www.expedia.com/Francis-Ford-Coppola-Winery-Hotels.0-l553248621532640800-0.Travel-Guide-Filter-Hotels)
- [Hotels near Trentadue Winery ](https://www.expedia.com/Trentadue-Winery-Hotels.0-l553248621532640801-0.Travel-Guide-Filter-Hotels)
- [Hotels near Starlite Vineyards ](https://www.expedia.com/Starlite-Vineyards-Hotels.0-l553248621532640809-0.Travel-Guide-Filter-Hotels)
- [Hotels near Soda Rock Winery ](https://www.expedia.com/Soda-Rock-Winery-Hotels.0-l6324674-0.Travel-Guide-Filter-Hotels)
- [Hotels near Dom Whitney Tasting Lounge ](https://www.expedia.com/Dom-Whitney-Tasting-Lounge-Hotels.0-l553248621532640707-0.Travel-Guide-Filter-Hotels)
- [Hotels near Powell's Sweet Shoppe - Windsor ](https://www.expedia.com/Powells-Sweet-Shoppe-Windsor-Hotels.0-l553248621532640709-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Windsor ](https://www.expedia.com/4Star-Windsor-Hotels.s40-0-d9542.Travel-Guide-Filter-Hotels)
- [Condo Rentals in Windsor ](https://www.expedia.com/Windsor-Condos.d9542-aaCondos.Travel-Guide-Accommodation)
- [Resorts in Windsor ](https://www.expedia.com/Windsor-Resorts.d9542-aaResorts.Travel-Guide-Accommodation)
- [Best Western Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Best-Western.0-0-d9542--bBestWestern.Travel-Guide-Filter-Hotels)
- [Motel 6 Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Motel-6.0-0-d9542--bMotel6.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Windsor ](https://www.expedia.com/3Star-Windsor-Hotels.s30-0-d9542.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts in Windsor ](https://www.expedia.com/Windsor-Hotels-Marriott-Hotels-Resorts.0-0-d9542--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Windsor ](https://www.expedia.com/5Star-Windsor-Hotels.s50-0-d9542.Travel-Guide-Filter-Hotels)
- [B&B in Windsor ](https://www.expedia.com/Windsor-Bed-And-Breakfast.d9542-aaBedAndBreakfast.Travel-Guide-Accommodation)

- [Flights to Windsor ](https://www.expedia.com/Cheap-Flights-To-Windsor.d9542.Travel-Guide-Flights)
- [Flights from Windsor ](https://www.expedia.com/lp/flights/9542/flights-from-windsor)
- [Phoenix to Windsor ](https://www.expedia.com/lp/flights/178298/9542/phoenix-to-windsor)

- [Healdsburg Plaza ](https://www.expedia.com/Healdsburg-Plaza-Healdsburg.d6327106.Vacation-Attraction)
- [Healdsburg Museum ](https://www.expedia.com/Healdsburg-Museum-Healdsburg.d6327104.Vacation-Attraction)
- [Raven Performing Arts Theater ](https://www.expedia.com/Raven-Performing-Arts-Theater-Healdsburg.d6327108.Vacation-Attraction)
- [Pezzi King Winery ](https://www.expedia.com/Pezzi-King-Winery-Healdsburg.d6324664.Vacation-Attraction)
- [Krug Event Center ](https://www.expedia.com/Krug-Event-Center-Healdsburg.d6227816.Vacation-Attraction)
- [Simi Winery ](https://www.expedia.com/Simi-Winery-Healdsburg.d6327412.Vacation-Attraction)
- [Matrix Winery ](https://www.expedia.com/Matrix-Winery-Healdsburg.d6324682.Vacation-Attraction)
- [Windsor Oaks Vineyards ](https://www.expedia.com/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction)
- [Mazzocco Winery ](https://www.expedia.com/Mazzocco-Winery-Healdsburg.d6324652.Vacation-Attraction)
- [Dry Creek Vineyard ](https://www.expedia.com/Dry-Creek-Vineyard-Healdsburg.d6240812.Vacation-Attraction)
- [Francis Ford Coppola Winery ](https://www.expedia.com/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction)
- [Trentadue Winery ](https://www.expedia.com/Trentadue-Winery-Geyserville.d553248621532640801.Vacation-Attraction)
- [Starlite Vineyards ](https://www.expedia.com/Starlite-Vineyards-Geyserville.d553248621532640809.Vacation-Attraction)
- [Soda Rock Winery ](https://www.expedia.com/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction)
- [Dom Whitney Tasting Lounge ](https://www.expedia.com/Dom-Whitney-Tasting-Lounge-Windsor.d553248621532640707.Vacation-Attraction)
- [Powell's Sweet Shoppe - Windsor ](https://www.expedia.com/Powells-Sweet-Shoppe-Windsor-Windsor.d553248621532640709.Vacation-Attraction)
- [Visit Windsor ](https://www.expedia.com/Windsor.dx9542)
- [Windsor Vacations ](https://www.expedia.com/Windsor.d9542.Destination-Travel-Guides)

- [Car rentals near Healdsburg Plaza ](https://www.expedia.com/Car-Rentals-In-Healdsburg-Plaza.d6327106.Car-Rental-Guide)
- [Car rentals near Raven Performing Arts Theater ](https://www.expedia.com/Car-Rentals-In-Raven-Performing-Arts-Theater.d6327108.Car-Rental-Guide)
- [Car rentals near Krug Event Center ](https://www.expedia.com/Car-Rentals-In-Krug-Event-Center.d6227816.Car-Rental-Guide)
- [Car rentals near Matrix Winery ](https://www.expedia.com/Car-Rentals-In-Matrix-Winery.d6324682.Car-Rental-Guide)
- [Sportscar Car Rentals near Matrix Winery ](https://www.expedia.com/Sportscar-Car-Rentals-In-Matrix-Winery.d6324682-tSportscar.Car-Rental-Guide-Class)
- [Car rentals near Dry Creek Vineyard ](https://www.expedia.com/Car-Rentals-In-Dry-Creek-Vineyard.d6240812.Car-Rental-Guide)
- [Car rentals near Russian River ](https://www.expedia.com/Car-Rentals-In-Russian-River.d683246582900371456.Car-Rental-Guide)
- [Car rentals near Francis Ford Coppola Winery ](https://www.expedia.com/Car-Rentals-In-Francis-Ford-Coppola-Winery.d553248621532640800.Car-Rental-Guide)
- [Car rentals near Windsor ](https://www.expedia.com/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide)

- [Windsor Vacation Rentals ](https://www.expedia.com/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals)

- [Things to do in Windsor ](https://www.expedia.com/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)