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

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Check availability on Windsor Hotels with a Pool

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Windsor hotels with a pool

Outdoor pool
Room
Courtyard
Property entrance

1. 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.
$127 nightly
$145 total
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Exterior
Lobby
Terrace/patio
Breakfast area

2. 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.
$147 nightly
$168 total
Sep 14 - Sep 15
Total with taxes and fees
Hampton Inn & Suites Windsor - Sonoma Wine Country
Pool
Suite, Accessible (Accessible Tub)
Suite, 1 King Bed
Restaurant

3. 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.
$139 nightly
$158 total
Sep 14 - Sep 15
Total with taxes and fees
Holiday Inn Windsor Wine Country by IHG
Pool
Interior
Exterior
Private kitchen

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

Eastside Eden - Pool, Hot Tub and Tastings Included
Healdsburg
$1,885 nightly
$2,097 total
Sep 14 - Sep 15
Total with taxes and fees
Eastside Eden - Pool, Hot Tub and Tastings Included
Pool
Exterior
Lobby
Terrace/patio

5. 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.
$145 nightly
$166 total
Sep 20 - Sep 21
Total with taxes and fees
Hilton Garden Inn Sonoma County Airport
Pool
Exterior
Suite (Wine Country)
Living area

6. 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.
$108 nightly
$125 total
Sep 8 - Sep 9
Total with taxes and fees
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool
Lobby
Exterior
Room

7. 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.
$118 nightly
$137 total
Sep 27 - Sep 28
Total with taxes and fees
Best Western Plus Wine Country Inn & Suites
Pool
Poolside bar
Pool
Lobby

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.
$107 nightly
$124 total
Sep 23 - Sep 24
Total with taxes and fees
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Pool
Breakfast meal
Property amenity
Exterior detail

9. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
$167 nightly
$194 total
Sep 8 - Sep 9
Total with taxes and fees
Hotel Trio Healdsburg
Pool
Garden
Basic Studio
Property grounds

10. Cottages on River Road

Cottages on River Road
Guerneville
  • Riverside serenity awaits at this outdoor pool, where seasonal relaxation flows under the California sun.
$87 nightly
$99 total
Oct 8 - Oct 9
Total with taxes and fees
Cottages on River Road
View all properties

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

The Inn at the Tides

10/10 Excellent
"Quite, excellent view, perfect dining restaurant with great view. Center area of the town and very convenient for dining and shopping"
Galen 1-night trip
Posted 2 hours ago
The Inn at the Tides
DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent
"Love the cookies"
Martha 1-night trip
Posted 8 hours ago
DoubleTree by Hilton Sonoma - Wine Country
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent
"It was clean and quiet and good breakfast"
russell 1-night trip
Posted 12 hours ago
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
WorldMark Windsor

WorldMark Windsor

10/10 Excellent
"I love this place! It’s beautiful and like being at a resort! Great location for wine tasting and exploring!"
Dalynn 2-night trip
Posted 20 hours 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 $99 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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