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Windsor Hotel with Pool

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Check availability on Windsor Hotel with Pool

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1270)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is HK$739
HK$842 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Outdoor pool
Hampton Inn & Suites Windsor - Sonoma Wine Country

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, (1000)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is HK$784
HK$896 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Indoor pool
Holiday Inn Windsor Wine Country by IHG

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, (1026)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is HK$739
HK$842 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Windsor Wine Country by IHG
View from room
Geyserville Inn

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1001)
"Friendly staff and clean comfortable rooms. We enjoyed the breakfast at the restaurant next door. "
United States
Jill
The price is HK$989
HK$1,234 total
includes taxes & fees
25 Dec - 26 Dec
Geyserville Inn
Outdoor pool, pool loungers
Sonoma Coast Villa

Sonoma Coast Villa

Sonoma Coast Villa
4.0 star property
Bodega
9.4 out of 10, Exceptional, (703)
"Great room and kind staff. "
United States
Carla
The price is HK$1,250
HK$1,675 total
includes taxes & fees
22 Jan - 23 Jan 2026
Sonoma Coast Villa
Outdoor pool
El Bonita Motel

El Bonita Motel

El Bonita Motel
3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1005)
"Great location, clean room, quiet and perfect for our stay!"
United States
Michele
The price is HK$899
HK$1,033 total
includes taxes & fees
6 Jan - 7 Jan 2026
El Bonita Motel
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Le Petit Pali St. Helena

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (26)
"The service was amazing, rooms beautiful "
United States
Amanda
The price is HK$1,944
HK$2,643 total
includes taxes & fees
25 Dec - 26 Dec
Le Petit Pali St. Helena
Restaurant
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
4.0 star property
Santa Rosa
8.4 out of 10, Very good, (1000)
"Great rooms!"
United States
silvana
The price is HK$995
HK$1,505 total
includes taxes & fees
28 Dec - 29 Dec
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Poolside bar
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
Santa Rosa
8.4 out of 10, Very good, (2123)
"Fast friendly check in, clean comfortable room, good breakfast options, would definitely stay here again "
United States
Narayan
The price is HK$709
HK$824 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Outdoor pool
Cottages on River Road

Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1000)
"Fantastic, beautiful place at a reasonable price. Great included breakfast and super friendly staff.. Will definitely return here when in the area "
United States
Carlos
Cottages on River Road
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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent
"T"
Daniel 1-night trip
Posted 3 days ago
Hampton Inn & Suites Windsor - Sonoma Wine Country

Frequently asked questions

What's it like visiting Windsor?
If spending time by the pool is your idea of the perfect getaway, you might want to think about family-friendly Windsor, which offers 61 places to stay with pools. During your visit, you can explore sights such as Russian River and Windsor Golf Club, and then unwind poolside at one of the accommodation options in Windsor that guests like for their pools.
What are some accommodation options with pools in Windsor?
Holiday Inn Express® Windsor Sonoma Wine Country by IHG: Features a sauna, an outdoor pool and buffet. Holiday Inn Windsor Wine Country by IHG: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn & Suites Windsor - Sonoma Wine Country: Provides daily, an outdoor pool and complimentary high-speed (wired) Internet access. Oxford Suites Sonoma County: Hotel, 6-minute walk from Graton Resort and Casino. Features a sauna, an outdoor pool and daily. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel: Offers full, an outdoor pool and free self parking.
How many pool hotels can I expect to find in Windsor?
Expedia's 61 hotels in Windsor give you a great choice for your poolside getaway.
What is there to see and do in Windsor?
Make a point to visit attractions such as Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor. Discover sights such as Russian River, Windsor Golf Club and Windsor Oaks Vineyards during your stay. Travellers love Windsor for its selection of wineries and array of dining options.
When is the best time to book a hotel with a pool in Windsor?
Taking the local weather in Windsor into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are February and December, with an average of 9°C. Average annual precipitation for Windsor is 715 mm.

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