A garden pathway lined with white roses leading to a building with a stone facade and a window.

Find Hotels with a Pool in Healdsburg, CA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Healdsburg Hotels with a Pool

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Healdsburg hotels with a pool

Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers
55-inch flat-screen TV with cable channels, TV, Netflix
Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes
Exterior

1. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
  • Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.
￥17,334
￥20,141 total
includes taxes & fees
Sep 7 - Sep 8
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Terrace/patio
Premium bedding, in-room safe, desk, laptop workspace
Terrace/patio

2. The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
  • Soak in relaxation at this Tuscan-style hotel, where the outdoor pool and 2 hot tubs create a serene retreat in Healdsburg.
￥23,739
￥27,583 total
includes taxes & fees
Sep 2 - Sep 3
The Lodge at Healdsburg, Tapestry Collection by Hilton
Outdoor pool
Property amenity
Exterior detail
Free full breakfast

3. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
￥23,739
￥30,916 total
includes taxes & fees
Aug 17 - Aug 18
Hotel Trio Healdsburg
Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, sun loungers
Premium Suite, 1 King Bed with Sofa bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)
Lobby sitting area
Premium Suite, 1 King Bed with Sofa bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)

4. Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
  • Soothing pool sanctuary near Healdsburg Plaza offers sun-drenched relaxation with loungers and refreshing dips.
￥23,191
￥26,901 total
includes taxes & fees
Aug 19 - Aug 20
Fairview Inn and Suites
Outdoor pool
Exterior
Exterior
Free buffet breakfast

5. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
  • Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat.
￥18,339
￥20,907 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Exterior
Terrace/patio
Free daily on-the-go breakfast
Lobby

6. Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
  • Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas.
￥23,385
￥26,705 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool, sun loungers
Lobby sitting area
Reception
Bar (on property)

7. H2Hotel

H2Hotel
Healdsburg
  • Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.
￥51,476
￥66,292 total
includes taxes & fees
Aug 16 - Aug 17
H2Hotel
Indoor pool
Restaurant
Restaurant
Suite, Accessible (Accessible Tub) | Hypo-allergenic bedding available, in-room safe, desk, laptop workspace

8. Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
Windsor
  • Dive into a year-round swimming oasis at this hotel with a heated indoor pool and 24-hour fitness center.
￥20,871
￥23,793 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Windsor Wine Country by IHG
Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers
Suite (King Suite) | In-room safe, iron/ironing board, cribs (surcharge)
Exterior
Suite (King Suite) | Living area | 50-inch TV with cable channels

9. Geyserville Inn

Geyserville Inn
Geyserville
  • Lounge poolside at this vineyard-view hotel, where the outdoor pool and hot tub offer a serene retreat amid wine country splendor.
￥20,212
￥25,224 total
includes taxes & fees
Aug 23 - Aug 24
Geyserville Inn
Outdoor pool
Rooftop terrace
Exterior
Meeting facility

10. Harmon Guest House

Harmon Guest House
Healdsburg
  • Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.
￥58,495
￥74,449 total
includes taxes & fees
Aug 16 - Aug 17
Harmon Guest House
View all properties

Choose what matters most at hotels with a pool in Healdsburg

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Healdsburg

Exterior
55-inch flat-screen TV with cable channels, TV, Netflix
Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes
Exterior

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
￥17,334
￥20,141 total
includes taxes & fees
Sep 7 - Sep 8
Dry Creek Inn MOD Collection by Sonesta
Terrace/patio
Terrace/patio
Premium bedding, in-room safe, desk, laptop workspace
Garden

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
￥23,739
￥27,583 total
includes taxes & fees
Sep 2 - Sep 3
The Lodge at Healdsburg, Tapestry Collection by Hilton
Front of property - evening/night
Free full breakfast
Property amenity
View from property

Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
￥23,739
￥30,916 total
includes taxes & fees
Aug 17 - Aug 18
Hotel Trio Healdsburg
Exterior
Terrace/patio
Free daily on-the-go breakfast
Lobby

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
￥23,385
￥26,705 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Windsor - Sonoma Wine Country
Property amenity
Property entrance
Exterior
Property amenity

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
￥18,339
￥20,907 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Restaurant
Indoor pool
Bar (on property)
Restaurant

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
Windsor
￥20,871
￥23,793 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Windsor Wine Country by IHG
Property grounds
Property grounds
Outdoor pool
Basic Studio | WiFi (free), bed sheets

Cottages on River Road

Cottages on River Road
Guerneville
￥19,727
￥23,445 total
includes taxes & fees
Sep 15 - Sep 16
Cottages on River Road
Terrace/patio
Exterior
Lobby
Snack bar

Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa
￥21,856
￥24,915 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Garden Inn Sonoma County Airport
Free daily continental breakfast
Property grounds
2 restaurants; lunch and dinner served
Lobby

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
￥79,501
￥100,707 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Healdsburg
Suite | Balcony
Daily full breakfast for a fee
Lobby sitting area
Classic Room | Premium bedding, pillowtop beds, iron/ironing board, WiFi (free)

Grape Leaf Inn

Grape Leaf Inn
Healdsburg
￥40,808
￥47,337 total
includes taxes & fees
Aug 16 - Aug 17
Grape Leaf Inn
View all properties

Hotels with pools and hot tubs in Healdsburg

Terrace/patio
Terrace/patio
Premium bedding, in-room safe, desk, laptop workspace
Garden

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
￥23,739
￥27,583 total
includes taxes & fees
Sep 2 - Sep 3
The Lodge at Healdsburg, Tapestry Collection by Hilton
Exterior
Terrace/patio
Free daily on-the-go breakfast
Lobby

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
￥23,385
￥26,705 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Windsor - Sonoma Wine Country
Premium Suite, 1 King Bed with Sofa bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)
Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, sun loungers
Lobby sitting area
Premium Suite, 1 King Bed with Sofa bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)

Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
￥23,191
￥26,901 total
includes taxes & fees
Aug 19 - Aug 20
Fairview Inn and Suites
Property amenity
Property entrance
Exterior
Property amenity

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
￥18,339
￥20,907 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Deluxe Double Queen Room | In-room safe, iron/ironing board, cribs (surcharge)
Suite (King Suite) | Living area | 50-inch TV with cable channels
Exterior
Suite (King Suite) | Living room | 50-inch TV with cable channels

Geyserville Inn

Geyserville Inn
Geyserville
￥20,212
￥25,224 total
includes taxes & fees
Aug 23 - Aug 24
Geyserville Inn
Free daily continental breakfast
Property grounds
2 restaurants; lunch and dinner served
Lobby

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
￥79,501
￥100,707 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Healdsburg
Outdoor pool, sun loungers
Poolside Balcony | 1 bedroom, premium bedding, pillowtop beds, in-room safe
Lobby sitting area
1 bedroom, premium bedding, pillowtop beds, in-room safe

Duchamp Healdsburg

Duchamp Healdsburg
Healdsburg
￥80,935
￥94,042 total
includes taxes & fees
Sep 1 - Sep 2
Duchamp Healdsburg
Dining
Property grounds
View from room
2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
￥52,456
￥72,061 total
includes taxes & fees
Aug 30 - Aug 31
Appellation Healdsburg
Aerial view
2 restaurants; breakfast, lunch, dinner, and brunch served
2 restaurants; breakfast, lunch, dinner, and brunch served
Exterior

Montage Healdsburg

Montage Healdsburg
Healdsburg
￥142,273
￥180,288 total
includes taxes & fees
Sep 7 - Sep 8
Montage Healdsburg
Couples treatment rooms, hot stone massages, deep-tissue massages
Restaurant
Bicycling
Room, Fireplace (standard king) (20%off spa services) | Premium bedding, pillowtop beds, laptop workspace, blackout drapes

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
Guerneville
￥46,995
￥53,575 total
includes taxes & fees
Sep 10 - Sep 11
Boon Hotel + Spa - Adults Only
View all properties

4-star hotels with pools in Healdsburg

Outdoor pool, sun loungers
Lobby sitting area
Reception
Bar (on property)

H2Hotel

H2Hotel
Healdsburg
￥51,476
￥66,292 total
includes taxes & fees
Aug 16 - Aug 17
H2Hotel
Free daily continental breakfast
Property grounds
2 restaurants; lunch and dinner served
Lobby

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
￥79,501
￥100,707 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Healdsburg
Suite | Balcony
Daily full breakfast for a fee
Lobby sitting area
Classic Room | Premium bedding, pillowtop beds, iron/ironing board, WiFi (free)

Grape Leaf Inn

Grape Leaf Inn
Healdsburg
￥40,808
￥47,337 total
includes taxes & fees
Aug 16 - Aug 17
Grape Leaf Inn
Exterior
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Lunch, dinner and brunch served
Lunch, dinner and brunch served

The Madrona

The Madrona
Healdsburg
￥56,009
￥70,651 total
includes taxes & fees
Aug 16 - Aug 17
The Madrona
Dining
Property grounds
View from room
2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
￥52,456
￥72,061 total
includes taxes & fees
Aug 30 - Aug 31
Appellation Healdsburg
Exterior
Outdoor pool, cabanas (surcharge), pool umbrellas
Lobby sitting area
Breakfast, lunch, dinner and brunch served

Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa
￥52,417
￥70,175 total
includes taxes & fees
Aug 30 - Aug 31
Vinarosa Resort & Spa
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

Top Healdsburg Hotel Reviews

The Madrona

The Madrona

10/10 Excellent
"The pool was Amazing. All the food breakfast dinner outstanding. Electric bikes were great. We will be back!"
Sandra 2-night trip
Posted 10 days ago
The Madrona

Frequently asked questions

What are some accommodations with pools in Healdsburg?
Hotel Trio Healdsburg: Hotel located near Healdsburg Plaza. 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. Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ: Provides kitchens, a pool, and laundry facilities. Casa 1 at Ross Ranch: Features kitchens, a communal pool, and Smart TVs.
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 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.

Explore a world of travel with Expedia