The Best Windsor Hotels with Pools from $98 - Hotels with indoor pools in Windsor, CA

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

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Our top choices for Windsor hotels with a pool

A swimming pool with a fence, lounge chairs, and a building with columns.

A multi-story building with a central entrance, large windows, and a covered walkway.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

A hotel room with two beds, a desk, a chair, a lamp, and a large window.

1. 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.

$122 nightly

$139 total

Oct 25 - Oct 26

Total with taxes and fees

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 covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

2. 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.

$147 nightly

$168 total

Oct 25 - Oct 26

Total with taxes and fees

A swimming pool area with lounge chairs and a no diving sign.

A modern bathroom with a large bathtub, a walk-in shower, and a window providing natural light.

Two vending machines stocked with beverages including Pepsi and Mountain Dew.

A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.

3. 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

Oct 29 - Oct 30

Total with taxes and fees

A swimming pool with lounge chairs and an umbrella, surrounded by a grassy area and trees.

A modern kitchen with a central island, three wicker bar stools, white cabinetry, and a large window providing natural light.

A bathroom with white subway tiles, wicker baskets on shelves, a glass shower enclosure, and a towel hanging on the wall.

A two-story house with a patio and outdoor seating area.

4. Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

Healdsburg

Vineyard sunsets visible from heated pool sanctuary minutes from downtown Healdsberg?ideal wine country escape.

A rectangular swimming pool with a diving board and a lifeguard stand.

A hotel with a covered outdoor seating area, multiple lounge chairs, and a large tree in the foreground.

A playground with a slide, climbing structures, and a fenced area.

5. Professionally managed 3BR Condo, Pool, Fireplace, BBQ

Windsor

$1,638 nightly

$1,638 total

Oct 31 - Nov 1

Total with taxes and fees

A swimming pool with lounge chairs and a sunshade, surrounded by large windows.

A breakfast bar with various food items and a waffle batter station.

A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

6. Hilton Garden Inn Sonoma County Airport

Santa Rosa

Dive into serene aquatic bliss at this hotel's indoor pool, open early till late daily.

$128 nightly

$146 total

Oct 28 - Oct 29

Total with taxes and fees

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

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.

A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

7. Cottages on River Road

Guerneville

Riverside serenity awaits at this outdoor pool, where seasonal relaxation flows under the California sun.

$86 nightly

$98 total

Oct 8 - Oct 9

Total with taxes and fees

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 bar area with a wooden counter, bar stools, and a wine display.

A modern hotel lobby with a large seating area, a wooden reception desk, and large windows offering a view of the outdoors.

8. 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

Oct 28 - Oct 29

Total with taxes and fees

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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

Oxford Suites Sonoma County

10/10 Excellent

"Best as always"

WorldMark Windsor

8/10 Good

"When booking this property, I was not aware it was a timeshare. Didn’t appreciate my keys practically being held hostage while I had to listen to their spiel. I finally agreed to go to the presentation just to get my keys, but cancelled the next day."

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good

"Great place for a staycation! Close to many restaurants, shops, and easy access to nearby towns for different activities. Staff were always friendly and helpful. We got lucky and the resort was not too busy so there was plenty of spaces for the pool, no wait at the restaurant, etc. also if you are an early morning person their cafe opens at 6:30 am which was great! There are also plenty of cafes nearby that open early. The not so great: if you are a light sleeper or bothered by noise overall beware it can get noisy. We stayed from Thursday to the weekend and we could hear everything happening at the pool, music from the venue, and other guests in the hallways being a bit loud at night but we didn’t mind as much since it was not all night. We traveled with our toddler and she had a great time and her sleep was not disrupted."

Dry Creek Inn MOD Collection by Sonesta

8/10 Good

"Check in was quick and easy. Coffee in check in great. Room was fine no refrigerator or microwave. Bathroom could use a little paint. But all in all would say good room for our stay. Parking was free that was great. And it was very quiet and peaceful stay. Girl at front desk Bailey was very very friendly and helpful."

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

8/10 Good

"Room was big and clean. Didn’t use any amenities but the property looked nice."

Calistoga Motor Lodge and Spa

10/10 Excellent

"Very good service!"

The Inn at the Tides

8/10 Good

"What I liked most about this place were the following: 1)Price was much more reasonable during the month of Sept 2)Very friendly, helpful and professional staff from reception to housekeeping to staff helping to carry our luggage’s up the stairs. 3) beautiful corner rooms that overlook the bodega bay and the hills behind the property. I especially loved seeing the cows and calves up close! 4) nice layout of the clean property 5) although I didn’t go into the pool or hot tub, they were both big. 6) rooms were very spacious and the bathroom was too."

Hampton Inn & Suites Windsor - Sonoma Wine Country

8/10 Good

"Overall our stay extended was wonderful. The one downside was breakfast, while ample was very ordinary and bland"

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 $98 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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Upfront pricing

Treat yourself

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Check availability on Windsor Hotels with a Pool

Our top choices for Windsor hotels with a pool

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

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

3. Holiday Inn Windsor Wine Country by IHG

4. Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

5. Professionally managed 3BR Condo, Pool, Fireplace, BBQ