Find Hotels with a Pool in Windsor, CA

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Check availability on Windsor Hotels with a Pool

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
Next weekend
May 8 - May 10
In two weeks
May 15 - May 17

Our top choices for Windsor hotels with a pool

Outdoor pool

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1,345 reviews)
  • cleanliness
    Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat.
$118 nightly
The price is $135
May 31 - Jun 1
Total with taxes and fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Indoor pool

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
3.0 star property
Windsor
9.0 out of 10, Wonderful, (1,058 reviews)
  • cleanliness
    Dive into a year-round swimming oasis at this hotel with a heated indoor pool and 24-hour fitness center.
$114 nightly
The price is $130
May 18 - May 19
Total with taxes and fees
Holiday Inn Windsor Wine Country by IHG
Exterior

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas.
$139 nightly
The price is $158
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool, a heated pool

Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6

Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6
Windsor
10.0 out of 10, Exceptional, (1 review)
$340 nightly
The price is $376
May 4 - May 5
Total with taxes and fees
Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6
A heated pool

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Windsor
9.2 out of 10, Wonderful, (45 reviews)
  • cleanliness
    Mountain escape offers heated pool, hot tub, and fitness center for post-adventure relaxation.
$337 nightly
The price is $373
May 3 - May 4
Total with taxes and fees
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Pool

Two Separate 2BR Condos w/Pool & Hot Tub

Two Separate 2BR Condos w/Pool & Hot Tub
Windsor
$3,867 nightly
The price is $3,867
May 23 - May 24
Total with taxes and fees
Two Separate 2BR Condos w/Pool & Hot Tub
Outdoor pool, a heated pool

TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6

TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6
Windsor
$337 nightly
The price is $373
May 3 - May 4
Total with taxes and fees
TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6
Outdoor pool, a heated pool

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6
Windsor
$337 nightly
The price is $373
May 3 - May 4
Total with taxes and fees
One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6
Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.2 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.
$125 nightly
The price is $145
May 4 - May 5
Total with taxes and fees
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.6 out of 10, Exceptional, (508 reviews)
  • cleanliness
    Float in tranquil waters at this wine country hotel, boasting a sun-drenched outdoor pool and a state-of-the-art gym.
$129 nightly
The price is $149
May 9 - May 10
Total with taxes and fees
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
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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Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Hotels with pools and hot tubs in Windsor

Courtyard
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1345)
$118 nightly
The price is $135
May 31 - Jun 1
Total with taxes and fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
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.
View all properties

Top Windsor Hotel Reviews

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"Outstanding room property was well maintained"
Harold 1-night trip
Posted 4 hours ago
Oxford Suites Sonoma County

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 $112 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.
How can I save on a Windsor hotel with a pool with Expedia?
Before booking your Windsor hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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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