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

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Check availability on Healdsburg Hotels with a Pool

Tonight
Sep 12 - Sep 13
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Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Healdsburg hotels with a pool

A swimming pool with lounge chairs, a pergola, and a gazebo.
An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'
A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.
A spacious room with a large window, a chandelier, and a balcony with a balustrade.

1. 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.
CA $215
CA $250 total
includes taxes & fees
Sep 29 - Sep 30
The Lodge at Healdsburg, Tapestry Collection by Hilton
A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.
A hotel sign with illuminated text and a leaf design, surrounded by outdoor seating and a covered area.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

2. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
CA $199
CA $261 total
includes taxes & fees
Sep 28 - Sep 29
Hotel Trio Healdsburg
A swimming pool with lounge chairs and a covered seating area, surrounded by a white building with arches and a flagpole.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

3. 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.
CA $179
CA $208 total
includes taxes & fees
Oct 12 - Oct 13
Dry Creek Inn MOD Collection by Sonesta
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

4. 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.
CA $204
CA $233 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Windsor - Sonoma Wine Country
A swimming pool with a fence, lounge chairs, and a building with columns.
A large building with a central fountain and flower planters.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.
A multi-story building with a central entrance, large windows, and a covered walkway.

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.
CA $176
CA $201 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A swimming pool area with lounge chairs and a no diving sign.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.
A modern bathroom with a large bathtub, a walk-in shower, and a window providing natural light.
A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.

6. 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 centre.
CA $187
CA $213 total
includes taxes & fees
Oct 13 - Oct 14
Holiday Inn Windsor Wine Country by IHG
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.
A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

7. H2Hotel

H2Hotel
Healdsburg
  • Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.
CA $461
CA $592 total
includes taxes & fees
Sep 14 - Sep 15
H2Hotel
A pool area with lounge chairs, umbrellas, and a clear view of the surrounding forest.
A hotel room with a large bed, a desk, a chair, a TV, and a bathroom.
A kitchen with wooden cabinets, a countertop, a chair, a table, and a window with blinds.
A modern living room with a brown leather sofa, a coffee table with a bottle and glasses, and a large abstract painting on the wall.

8. Fairview Inn and Suites

Fairview Inn and Suites
Healdsburg
  • Soothing pool sanctuary near Healdsburg Plaza offers sun-drenched relaxation with loungers and refreshing dips.
CA $224
CA $259 total
includes taxes & fees
Sep 15 - Sep 16
Fairview Inn and Suites
A poolside area with a tiled deck, a pool with a depth marker, and outdoor seating with chairs and tables.
An outdoor dining area of a restaurant with a modern design, featuring glass walls and a cozy seating arrangement.
A modern building with multiple balconies and a staircase leading to an upper level.
A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

9. Harmon Guest House

Harmon Guest House
Healdsburg
  • Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.
CA $509
CA $648 total
includes taxes & fees
Sep 14 - Sep 15
Harmon Guest House
A poolside area with lounge chairs, a flamingo float, and a wooden fence in the background.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.
A historic building with a prominent arched entrance, a sign reading "Cambria Inn," and a well-maintained garden with red flowers and pathway lighting.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.

10. Camellia Inn

Camellia Inn
Healdsburg
  • Vintage bed & breakfast with a seasonal outdoor pool, where sunny days meet vineyard adventures in picturesque Healdsburg.
CA $366
CA $425 total
includes taxes & fees
Sep 27 - Sep 28
Camellia Inn
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Choose what matters most at hotels with a pool in Healdsburg

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Healdsburg

A spacious room with a large window, a chandelier, and a balcony with a balustrade.
A swimming pool with lounge chairs, a pergola, and a gazebo.
A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.
An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
Healdsburg
CA $215
CA $250 total
includes taxes & fees
Sep 29 - Sep 30
The Lodge at Healdsburg, Tapestry Collection by Hilton
A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.
A hotel sign with the name "HOTEL TRIO" and a logo of three leaves.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
CA $199
CA $261 total
includes taxes & fees
Sep 28 - Sep 29
Hotel Trio Healdsburg
A multi-story hotel with a central archway, balconies, and a parking area.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.
A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
CA $179
CA $208 total
includes taxes & fees
Oct 12 - Oct 13
Dry Creek Inn MOD Collection by Sonesta
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
Windsor
CA $204
CA $233 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Windsor - Sonoma Wine Country
A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.
A conference room with multiple tables and chairs, a carpeted floor, and ceiling-mounted lighting fixtures.
A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
Windsor
CA $187
CA $213 total
includes taxes & fees
Oct 13 - Oct 14
Holiday Inn Windsor Wine Country by IHG
A multi-story building with a central entrance, large windows, and a covered walkway.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.
A hotel room with a desk, chair, sofa, and a standing lamp.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Windsor
CA $176
CA $201 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A poolside area with lounge chairs and a pink flamingo float.
A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.
A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.
A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

Camellia Inn

Camellia Inn
Healdsburg
CA $366
CA $425 total
includes taxes & fees
Sep 27 - Sep 28
Camellia Inn
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.
A bedroom with a wooden ceiling, a large bed with white bedding, a bench at the foot of the bed, and a window with a view.
A two-story house with a gabled roof, a front entrance, and a driveway leading to a gated parking area.
A room with a large window, a round table, and two blue armchairs.

Grape Leaf Inn

Grape Leaf Inn
Healdsburg
CA $350
CA $405 total
includes taxes & fees
Sep 14 - Sep 15
Grape Leaf Inn
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A modern lounge area with a fireplace, comfortable seating, and a bar with shelves of bottles.
A sunlit room with large windows, wicker furniture, and a central table with a lamp.
A couple walking towards a sign that reads "THE SPA".

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
CA $692
CA $877 total
includes taxes & fees
Sep 16 - Sep 17
Hotel Healdsburg
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.
A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.
A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.
A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

Cottages on River Road

Cottages on River Road
Guerneville
CA $124
CA $150 total
includes taxes & fees
Oct 1 - Oct 2
Cottages on River Road
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4-star hotels with pools in Healdsburg

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.
A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

H2Hotel

H2Hotel
Healdsburg
CA $461
CA $592 total
includes taxes & fees
Sep 14 - Sep 15
H2Hotel
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.
A modern lounge area with a fireplace, comfortable seating, and a bar with shelves of bottles.
A sunlit room with large windows, wicker furniture, and a central table with a lamp.
A couple walking towards a sign that reads "THE SPA".

Hotel Healdsburg

Hotel Healdsburg
Healdsburg
CA $692
CA $877 total
includes taxes & fees
Sep 16 - Sep 17
Hotel Healdsburg
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.
A bedroom with a wooden ceiling, a large bed with white bedding, a bench at the foot of the bed, and a window with a view.
A two-story house with a gabled roof, a front entrance, and a driveway leading to a gated parking area.
A room with a large window, a round table, and two blue armchairs.

Grape Leaf Inn

Grape Leaf Inn
Healdsburg
CA $350
CA $405 total
includes taxes & fees
Sep 14 - Sep 15
Grape Leaf Inn
A large, historic house with a prominent corner turret and a well-maintained garden.
A poolside area with a fire pit, outdoor seating, and umbrellas.
A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.
A dining room with a piano, a table set for six, and a view of greenery outside.

The Madrona

The Madrona
Healdsburg
CA $618
CA $764 total
includes taxes & fees
Sep 16 - Sep 17
The Madrona
A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.
A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.
A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.

Appellation Healdsburg

Appellation Healdsburg
Healdsburg
CA $509
CA $688 total
includes taxes & fees
Sep 15 - Sep 16
Appellation Healdsburg
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.
A bar setting with a glass of red wine on a tiled surface.
A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.
A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa
CA $413
CA $562 total
includes taxes & fees
Oct 4 - Oct 5
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.
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Top Healdsburg Hotel Reviews

The Madrona

The Madrona

10/10 Excellent
"We cannot wait for a future visit! Love this charming hotel, very special."
Koren 3-night trip
Posted 8 hours ago
The Madrona
Hotel Healdsburg

Hotel Healdsburg

10/10 Excellent
"The hotel is fantastic very spacious, great restaurants and fabulous location. All the staff are wonderful and they all go above and beyond. Nadia helped me a lot during my stay and I had questions all the time. She’s a jewel. Fabulous little town and a wonderful hotel to stay."
Mehrnoush 2-night trip
Posted 6 days ago
Hotel Healdsburg
Duchamp Healdsburg

Duchamp Healdsburg

10/10 Excellent
"A very contemporary yet cozy new hotel located just off the square in Healdsburg. Very attentive management and helpful staff. Great parking on site is a nice plus these days."
Bruce 2-night trip
Posted 3 weeks ago
Duchamp Healdsburg

Frequently asked questions

What are the best hotels in Healdsburg with outdoor pools?
Hotel Trio Healdsburg is a charming 3-star option that features an inviting outdoor pool, great for families looking to relax and enjoy the California sunshine. Guests rave about the spacious and clean rooms, friendly staff, and the excellent complimentary breakfast, making it a great choice for those seeking quality and convenience. With a high traveller review score of 9.4, it's clear that this hotel prioritizes guest satisfaction.For a more luxurious experience, consider H2Hotel, a 4-star property that not only offers a beautiful outdoor pool but also a full-service spa with a range of treatments, including massages and body wraps. Guests appreciate the lovely rooms and the helpful staff, contributing to its impressive rating of 9.4. Located in a prime area, this hotel is great for those wanting to explore the best of Healdsburg while enjoying a relaxing retreat.If you're looking for the ultimate in luxury, Montage Healdsburg is a 5-star gem that features an exquisite outdoor pool along with poolside cabanas and a bar. With a rating of 9.6, this hotel is celebrated for its stunning views, delicious dining options, and attentive service. Families can enjoy a day by the pool while also indulging in the full-service spa amenities, ensuring a memorable stay.Another luxurious option is The Ruse, also rated 9.6 by travellers. This stunning hotel features an outdoor pool, a restaurant by the poolside, and beautiful mountain views. Guests love the top service and the premium rooms, making it an excellent choice for families wanting both adventure and relaxation.Lastly, Grape Leaf Inn, a 4-star hotel, offers a delightful outdoor pool alongside a relaxing spa experience. With a traveller rating of 9.4, this inn is much-loved for its delicious breakfast and serene atmosphere, great for families seeking a quaint getaway in Healdsburg.
How much does a hotel with outdoor pool in Healdsburg cost?
Enjoy staying in a hotel in Healdsburg with an outdoor pool. You can find a great deal from CA $201 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Healdsburg with outdoor pool cabanas or loungers?
Montage Healdsburg is a luxurious 5-star hotel that stands out for its stunning outdoor pool area, complete with elegant pool cabanas and comfortable loungers. Guests rave about the breathtaking views and exceptional service, with a traveller rating of 9.6 that reflects their satisfaction. The poolside bar adds a delightful touch, allowing visitors to enjoy refreshing drinks while soaking up the sun.Another fantastic option is Appellation Healdsburg, a 4.5-star hotel also boasting an outdoor pool outfitted with free cabanas and sun loungers. With a similar traveller rating of 9.6, it offers a relaxing atmosphere combined with amenities like evening entertainment and premium bedding, ensuring a comfortable stay for families and those seeking an upscale experience.
Which Healdsburg hotels offer poolside service for food and drinks?
Montage Healdsburg is a luxurious 5-star hotel where guests can indulge in poolside service, enjoying refreshing food and drinks right by the outdoor pool. Rated an impressive 9.6 by travellers, this hotel not only boasts a stunning pool area adorned with sun loungers and cabanas but also offers an array of pampering spa treatments to enhance your relaxation experience. Visitors rave about the friendly staff and the beautiful views from their rooms, making it a highly recommended choice for those seeking a serene getaway.Another excellent option is Appellation Healdsburg, a charming 4.5-star hotel that also features an outdoor pool complete with a poolside bar for convenient service. With the same top rating of 9.6, guests appreciate the cozy atmosphere and upscale amenities, including complimentary poolside cabanas and evening entertainment. The combination of designer toiletries and premium bedding in the beautifully appointed rooms adds to the overall appeal, creating a delightful retreat in the heart of California's wine country.
Are there hotels with outdoor pools that are close to Russian River?
The Montage Healdsburg is a luxurious 5-star hotel that offers a stunning outdoor pool surrounded by beautiful landscapes, making it a superb retreat for families seeking relaxation and adventure. Guests rave about the attentive staff and the breathtaking views from the rooms, with a remarkable traveller rating of 9.6. The hotel features an array of wellness amenities, including a full-service spa offering a variety of treatments, from deep tissue massages to detoxification wraps, ensuring a rejuvenating experience for all.Another exceptional option is The Ruse, also a 5-star property that boasts an inviting outdoor pool and a delightful poolside restaurant. With a superb rating of 9.6, travellers appreciate the beautiful and clean rooms, as well as the top, friendly staff. Families can enjoy a round of tennis on-site or soak in the stunning mountain views while savoring a delicious breakfast.For those looking for a slightly more budget-friendly option, the Grape Leaf Inn offers a charming 4-star experience with an outdoor pool that provides a relaxing atmosphere after a day of exploring the nearby Russian River. Rated 9.4 by guests, this inn is complemented by a lovely winery tasting room and spa treatments, making it a delightful choice for families seeking comfort and quality.Finally, Hotel Healdsburg is a well-rated 4-star hotel featuring an outdoor pool and offering complimentary continental breakfast. Guests have highlighted the excellent location and friendly service, with a great rating of 9.2. This hotel is superb for families looking to explore Healdsburg while enjoying a refreshing swim.
Is it cheaper to book flights and a hotel in Healdsburg as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Healdsburg for you.
How can I save on a hotel in Healdsburg with Expedia?
Before booking your Healdsburg hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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