The Best Hotels with a Pool in Healdsburg, CA from SAR 446 in 2026

Q: 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. Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ : Provides kitchens, a pool, and a hot tub.

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Healdsburg hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.

1. Hotel Trio Healdsburg

Healdsburg

Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.

SAR 728 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with lounge chairs, a pergola, and a gazebo.

2. 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.

SAR 632 total

includes taxes & fees

16 Nov - 17 Nov

A poolside area with a tiled deck, a pool with a depth marker, and outdoor seating with chairs and tables.

3. Harmon Guest House

Healdsburg

Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.

SAR 1,722 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

4. H2Hotel

Healdsburg

Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.

SAR 1,706 total

includes taxes & fees

14 Dec - 15 Dec

A poolside area with lounge chairs, a flamingo float, and a wooden fence in the background.

5. Camellia Inn

Healdsburg

Vintage bed & breakfast with a seasonal outdoor pool, where sunny days meet vineyard adventures in picturesque Healdsburg.

SAR 766 total

includes taxes & fees

1 Dec - 2 Dec

A poolside area with lounge chairs, a table, and a potted plant.

6. Hotel Healdsburg

Healdsburg

Splash into a sun-drenched paradise with an attentive poolside service at this Healdsburg retreat.

SAR 2,351 total

includes taxes & fees

14 Dec - 15 Dec

A multi-story hotel with a central archway, balconies, and a parking area.

7. Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.

SAR 519 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

8. Appellation Healdsburg

Healdsburg

Soak up the sun in 2 outdoor pools with free cabanas, hot tubs, and a poolside bar at this luxury Healdsburg hotel.

SAR 1,480 total

includes taxes & fees

23 Nov - 24 Nov

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

9. 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.

SAR 524 total

includes taxes & fees

20 Nov - 21 Nov

A poolside area with a fire pit, outdoor seating, and umbrellas.

10. The Madrona

Healdsburg

Victorian charm meets refreshing poolside retreat at this Michelin-starred hotel in Russian River Valley.

SAR 1,797 total

includes taxes & fees

19 Nov - 20 Nov

View all properties

Choose what matters most at hotels with a pool in Healdsburg

Breakfast included

Hot tub

Hotels with pools and free breakfast in Healdsburg

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

Hotel Trio Healdsburg

Healdsburg

SAR 728 total

includes taxes & fees

22 Nov - 23 Nov

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

SAR 519 total

includes taxes & fees

15 Nov - 16 Nov

A spacious balcony with a dining area, featuring a table and chairs, and a decorative light fixture.

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

SAR 632 total

includes taxes & fees

16 Nov - 17 Nov

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

SAR 524 total

includes taxes & fees

20 Nov - 21 Nov

A fountain with water spouting from the top, surrounded by a circular pool.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

SAR 424 total

includes taxes & fees

13 Dec - 14 Dec

An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

Hilton Garden Inn Sonoma County Airport

Santa Rosa

SAR 488 total

includes taxes & fees

20 Nov - 21 Nov

An outdoor patio area with round tables and chairs, umbrellas, and potted plants.

Holiday Inn Windsor Wine Country by IHG

Windsor

SAR 492 total

includes taxes & fees

14 Dec - 15 Dec

A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

SAR 496 total

includes taxes & fees

5 Dec - 6 Dec

View all properties

Hotels with pools and hot tubs in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

SAR 632 total

includes taxes & fees

16 Nov - 17 Nov

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

SAR 524 total

includes taxes & fees

20 Nov - 21 Nov

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

SAR 424 total

includes taxes & fees

13 Dec - 14 Dec

View all properties

4-star hotels with pools in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

SAR 632 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

Top Healdsburg Hotel Reviews

A rooftop pool area with lounge chairs, a small pool, and a staircase leading to an upper level.

Rancho Caymus Inn

St. Helena

10/10 Excellent

Christine

A swimming pool with people jumping into it, lounge chairs, and umbrellas.

Highlands Resort - Adults Only

Guerneville

10/10 Excellent

Diane

A swimming pool with lounge chairs and a view of mountains.

Chateau De Vie

Calistoga

10/10 Excellent

Olga

A pool area with lounge chairs and umbrellas, a two-story building with balconies, and a well-lit outdoor space.

Olea Hotel

Glen Ellen

10/10 Excellent

Anonymous traveler

A building with large windows and a tree in front.

Wydown Hotel

Downtown St. Helena

10/10 Excellent

Diane

A row of small, single-story cottages with white exteriors and green roofs, surrounded by well-maintained hedges and trees.

Cottage Grove Inn

Calistoga

10/10 Excellent

Private little cottages with hardwood floors and deep soaking tubs, wine and cheese at night and a huge breakfast with quiches, waffles and espresso in the morning, your own complimentary bikes for your stay (with helmets , locks, backpacks, and bottled water supplies), plus a picnic basket in your room for your day trips to the wineries. And you can walk across the street to hot springs. Love it.

Anonymous traveler

A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

Cottages on River Road

Guerneville

10/10 Excellent

Julie

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

Montage Healdsburg

Healdsburg

10/10 Excellent

Peter

A pool area with lounge chairs and a view of mountains.

The Inn on Pine

Calistoga

10/10 Excellent

Dana

An indoor swimming pool with a glass ceiling, stone walls, and a bench.

Golden Haven Hot Springs

Calistoga

10/10 Excellent

Jessalyne

A swimming pool with steps leading up to a white building, surrounded by tall trees and sunlight shining through.

The Stavrand Russian River Valley

Guerneville

10/10 Excellent

Beautiful place! The staff was extremely personable, friendly and helpful. Got an upgraded room, which was impeccably clean, modern, yet cozy. So many lovely touches that made this a great stay, like the complimentary hot apple cider, staff knowing you by name, and watercolor map of the property. Delicious breakfast, and also highly recommend the dinner tasting menu! Will definitely be returning! Centrally located within the Russian River area.

GISELLE

A stone pathway leading to a pool area with outdoor seating and umbrellas.

Kenwood Inn and Spa

Kenwood

10/10 Excellent

Nestled amongst dozens of nearby vineyards, this picturesque inn provided all the comforts of an intimate b&b with the high end care of a boutique property. The grounds were serene and well kept with winding pathways covered by fragrant flowering trellises and sounds of bubbling fountains throughout. The amenities were well-catered. Cool waters upon check in and check out. Turndown service including chocolates, lit fireplace and a custom playlist on surround sound. The brunch included with the...

Anonymous traveler

A poolside area with lounge chairs, a table, and a brick wall.

Harvest Inn

Thoman

10/10 Excellent

My wife and I checked in here on our Honeymoon and we’re immediately greeted by some of the nicest people we’ve met so far. Extremely helpful and nice and they also upgraded us on our Honeymoon to a wonderful room looking out at the Vineyard. The room was incredible, large and very scenic. We even had our own in room fireplace. The staff is absolutely amazing, and that extends to the Harvest Kitchen which is located near check in. The food service was wonderful, including their pre fix menus....

Michael

A swimming pool with a tiled edge, surrounded by greenery and a building in the background.

Bear Flag Inn

Calistoga

10/10 Excellent

It was a very enjoyable stay. Our hosts were amazing and really added to the great experience. Dennis and his wife were very open and enthusiastically shared their local knowledge of things to do and places to go. The breakfasts were amazing as well as accommodating to special dietary needs and concerns. There were a few children visiting along with my party and Dennis made sure all had their fill of his hot chocolate which he seemed to take great pride in. We will definitely revisit this grand...

rod

An outdoor seating area with stone walls, a fire feature, and a pool in the background.

Fairfield Inn & Suites by Marriott Santa Rosa Rohnert Park

Rohnert Park

10/10 Excellent

Rachel

A swimming pool with three striped lounge chairs and potted plants around it.

Le Petit Pali St. Helena, a Member of Design Hotels

Upper Valley

10/10 Excellent

I’m giving this place 5 starts not because we did not encounter issues but because the staff namely the assistant manager stepped up and resolved issues with a smile on her face . The initial rooms bed had a sinkhole in it and the bed you almost fold like a book but Christine heard us and moved us to a beautifully designed room with a good mattress. The Hotel also has a relationship with Faust winery and they booked us complimentary tastings. The breakfast includes great quality chocolate and...

Natasha

Frequently Asked Questions

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. Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ: Provides kitchens, a pool, and a hot tub.

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 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.

Find Hotels with a Pool in Healdsburg, CA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Healdsburg hotels with a pool

1. Hotel Trio Healdsburg

2. The Lodge at Healdsburg, Tapestry Collection by Hilton

3. Harmon Guest House

4. H2Hotel

5. Camellia Inn

6. Hotel Healdsburg

7. Dry Creek Inn MOD Collection by Sonesta

8. Appellation Healdsburg

9. Hampton Inn & Suites Windsor - Sonoma Wine Country

10. The Madrona

Choose what matters most at hotels with a pool in Healdsburg

Hotels with pools and free breakfast in Healdsburg

Hotel Trio Healdsburg

Hotels with pools and hot tubs in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

4-star hotels with pools in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Top Healdsburg Hotel Reviews

Rancho Caymus Inn

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Healdsburg?

What is there to see and do in Healdsburg?

When is the best time to book a hotel with a pool in Healdsburg?