A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Find Hotels with a Pool in Windsor, CA

Check availability on Windsor Hotels with a Pool

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Sep 1 - Sep 2
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Sep 2 - Sep 3
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Sep 4 - Sep 6
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Sep 11 - Sep 13

Our top choices for Windsor hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
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.
A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

1. 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.
$143 nightly
$163 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn & Suites Windsor - Sonoma Wine Country
A modern bathroom with a large bathtub, a walk-in shower, and a window providing natural light.
A swimming pool area with lounge chairs and a no diving sign.
A multi-story hotel with a ground-level restaurant and a visible fire hydrant.
A hotel lobby with a spiral staircase, seating area with sofas and armchairs, a coffee table, and a flat-screen TV mounted on the wall.

2. 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.
$127 nightly
$145 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Windsor Wine Country by IHG
A house with a swimming pool, outdoor furniture, and a well-maintained garden.
A spacious kitchen with wooden cabinets, a large island, and large windows.
A spacious dining area with a long wooden table, surrounded by chairs, and a view of a garden through large windows.
A two-story house with a patio, outdoor seating, and a swimming pool.

3. Eastside Eden - Pool, Hot Tub and Tastings Included

Eastside Eden - Pool, Hot Tub and Tastings Included
Healdsburg
$1,541 nightly
$1,714 total
Sep 14 - Sep 15
Total with taxes and fees
Eastside Eden - Pool, Hot Tub and Tastings Included
A swimming pool with lounge chairs and a sunshade, surrounded by large windows.
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.
A breakfast bar with various food items and a waffle batter station.

4. Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa
  • Dive into serene aquatic bliss at this hotel's indoor pool, open early till late daily.
$146 nightly
$167 total
Sep 20 - Sep 21
Total with taxes and fees
Hilton Garden Inn Sonoma County Airport
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 wooden table, two stools, a large mirror, and white cabinetry.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.
A courtyard with a stone balustrade and arches covered in ivy.

5. 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.
$109 nightly
$126 total
Sep 7 - Sep 8
Total with taxes and fees
Dry Creek Inn MOD Collection by Sonesta
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.
A Wine Country Inn & Suites with a large entrance, American flags, and well-lit exterior.
A hotel lobby with a seating area featuring two sofas and two armchairs, a coffee table, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a red armchair, a large window with a view, and abstract wall art.

6. Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
Santa Rosa
  • Sparkling outdoor pool retreat with comfortable loungers offers refreshing relaxation in the heart of wine country.
$113 nightly
$131 total
Sep 20 - Sep 21
Total with taxes and fees
Best Western Plus Wine Country Inn & Suites
A Hampton Inn & Suites with a pool area, outdoor seating, and a clear blue sky.
A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.
A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".
A modern waiting area with a blue cushioned bench, wooden storage compartments, and artwork on the walls.

7. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Santa Rosa
  • Float in tranquil waters at this wine country hotel, boasting a sun-drenched outdoor pool and a state-of-the-art gym.
$139 nightly
$162 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
A hotel pool area with a hot tub, lounge chairs, and a building in the background.
A modern kitchen with a large island, bar stools, and a view of a pool.
A modern hotel lobby with a large seating area, a wooden reception desk, and large windows offering a view of the outdoors.
A spacious living room with a large window, a sofa, a coffee table, and a plant.

8. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Santa Rosa
  • Splash into serene Santa Rosa with a sun-soaked pool experience and poolside cocktails.
$110 nightly
$127 total
Sep 22 - Sep 23
Total with taxes and fees
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.
A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

9. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
$155 nightly
$180 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Trio Healdsburg
A swimming pool with lounge chairs, a pergola, and a gazebo.
A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.
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.

10. 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.
$135 nightly
$157 total
Sep 7 - Sep 8
Total with taxes and fees
The Lodge at Healdsburg, Tapestry Collection by Hilton
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Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Windsor Hotel Reviews

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good
"Was told I had a $30 credit for dinning with my Hilton Gold status, that did not reflect on my bill. I was told I could have a 1pm late checkout, told the next day it was now noon."
Mark 1-night trip
Posted 15 hours ago
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
The Lodge at Bodega Bay

The Lodge at Bodega Bay

10/10 Excellent
"My wife and I stayed at The Lodge at Bodega Bay for one night to celebrate our anniversary, and our experience was absolutely phenomenal. The property is beautiful, the views of Bodega Bay are incredible, and the whole atmosphere made our anniversary feel very special. But what impressed us the most was the staff. Everyone we encountered was extremely friendly, helpful, welcoming, and genuinely made us feel like valued guests. We also had a wonderful experience at Drakes Sonoma Coast. We arrived only about 15 minutes before closing, and I honestly expected that we might feel rushed because it was so late. Instead, it was completely the opposite. The staff welcomed my wife and me warmly and treated us like exceptional customers. They never made us feel like we were inconveniencing them or that they were waiting for us to leave. They were kind, attentive, and professional until the very end. The food was also excellent! Those little things say a lot about a hotel and its people. You can have a beautiful property and amazing views, but it is the way people treat you that makes an experience memorable. The staff at The Lodge at Bodega Bay and Drakes truly made our anniversary feel special. Thank you to everyone who made our short stay such a beautiful experience. We left wishing we could have stayed longer, and we will definitely be back. Highly recommended — especially for couples looking for a beautiful and memorable place to celebrate something special. ❤️"
Luis 1-night trip
Posted 16 hours ago
The Lodge at Bodega Bay
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"Nice hotel with comfortable room within walking distance to downtown Healdsburg."
PELLIE 1-night trip
Posted 21 hours ago
Dry Creek Inn MOD Collection by Sonesta
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Great location near Russian River activities and wine tasting at reasonable price. Very comfy beds. Large rooms."
Kathleen 2-night trip
Posted 1 day ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent
"Beautiful setting next to the golf course. Close to the Graton Casino. Close to everything. Hotel staff were wonderful and went the extra mile to get our rooms ready early. Really nice registration staff at all times. Parking was convenient to our rooms but we were charged $22/day per room which was not disclosed until after we booked the rooms. Lobby area with many sitting areas were very comfortable and inviting. The bar was only open until 10:00pm and there was only 1 bartender so it was a long difficult process to get drinks! Rooms were clean and comfortable, but need to be upgraded as they look like the 1980’s decor and furnishings. Bathtub was worn out in places from previous damage, couch really needed to be replaced."
Carole 1-night trip
Posted 1 day ago
DoubleTree by Hilton Sonoma - Wine Country
Quality Inn Petaluma - Sonoma

Quality Inn Petaluma - Sonoma

10/10 Excellent
"The property shows well and the room was clean, the staff was super nice, the kind of nice that is natural not some trained greetings. In fact, I had left my purse in the breakfast area and realized it later, they had it at the desk for me. And all the staff say hello as you pass by. I gave the grounds a lower score because it looks like they are repairing landscaping as everything is dug out dirt, that's all."
susan 1-night trip
Posted 2 days ago
Quality Inn Petaluma - Sonoma
WorldMark Windsor

WorldMark Windsor

10/10 Excellent
"Beware of the membership sales pitch. It’s not worth the gift and getting you approved for credit that you DID NOT ask for. The sales team, was slick. Courteous but not straightforward."
Theresa 2-night trip
Posted 11 days ago
WorldMark Windsor

Frequently asked questions

How much does a hotel with outdoor pool in Windsor cost?
Enjoy staying in a hotel in Windsor with an outdoor pool. You can find a great deal from $126 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 Windsor that have private outdoor pools?
Eastside Eden | Wine Tastings Included is an exceptional choice for those seeking a hotel in Windsor with a private outdoor pool. Rated an impressive 9.0 by guests, this hotel offers a serene retreat where families can enjoy the stunning mountain views and relax in the comfort of their own private pool.Beyond the inviting pool, Eastside Eden also provides a well-equipped kitchen, superb for preparing meals together, making it convenient for families who prefer dining in. For those eager to explore, the hotel is located near exciting outdoor activities like mountain climbing and biking, ensuring that adventure is just moments away.
Is it cheaper to book flights and a Windsor hotel with a pool 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 vacation 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 in Windsor for you.

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