The Best Windsor Hotels with Pools from $122 - 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

1. 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

Sep 20 - Sep 21

Total with taxes and fees

2. 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.

$127 nightly

$145 total

Sep 13 - Sep 14

Total with taxes and fees

Suite, 1 King Bed | Hypo-allergenic bedding available, in-room safe, desk, laptop workspace

Suite, Accessible (Accessible Tub) | Hypo-allergenic bedding available, in-room safe, desk, laptop workspace

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.

$139 nightly

$158 total

Sep 14 - Sep 15

Total with taxes and fees

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

Healdsburg

$1,877 nightly

$2,089 total

Sep 14 - Sep 15

Total with taxes and fees

5. Hilton Garden Inn Sonoma County Airport

Santa Rosa

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

$145 nightly

$165 total

Sep 20 - Sep 21

Total with taxes and fees

1 bedroom, pillowtop beds, in-room safe, desk

6. 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.

$118 nightly

$137 total

Sep 27 - Sep 28

Total with taxes and fees

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

7. 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.

$107 nightly

$124 total

Sep 23 - Sep 24

Total with taxes and fees

8. Cottages on River Road

Guerneville

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

$108 nightly

$122 total

Oct 1 - Oct 2

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

The Inn at the Tides

10/10 Excellent

"Lovely spot"

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

10/10 Excellent

"The mix of modern and retro was extremely nice. Very fun place, would return."

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent

"The breakfast made it worthwhile."

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good

"Room was nice, clean and they were able to accommodate the first floor. Very comfortable pillows - (meant to ask where I could buy a couple!). Pool area was okay - hot spa was nice and warm. Breakfast was basic, not the best, but not the worst we've ever had."

WorldMark Windsor

10/10 Excellent

"Great spot, thanks."

Calistoga Motor Lodge and Spa

10/10 Excellent

"lovely stay with little kids."

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 $122 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. Hampton Inn & Suites Windsor - Sonoma Wine Country

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

3. Holiday Inn Windsor Wine Country by IHG

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

5. Hilton Garden Inn Sonoma County Airport

6. Best Western Plus Wine Country Inn & Suites