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Windsor Hotels with Swimming Pool

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Our top choices for Windsor hotels with a 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, (1263)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is RM387
RM441 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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, (1001)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is RM411
RM470 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country

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, (1021)
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is RM387
RM441 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Windsor Wine Country by IHG

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

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1000)
"Friendly staff and clean comfortable rooms. We enjoyed the breakfast at the restaurant next door. "
United States
Jill
The price is RM519
RM647 total
includes taxes & fees
21 Dec - 22 Dec
Geyserville Inn

El Bonita Motel

El Bonita Motel
3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1001)
"Great location, clean room, quiet and perfect for our stay!"
United States
Michele
The price is RM472
RM543 total
includes taxes & fees
6 Jan - 7 Jan 2026
El Bonita Motel

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 RM690
RM918 total
includes taxes & fees
21 Dec - 22 Dec
Sonoma Coast Villa

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, (1001)
"Great rooms!"
United States
silvana
The price is RM432
RM686 total
includes taxes & fees
29 Dec - 30 Dec
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Golden Haven Hot Springs

Golden Haven Hot Springs
2.5 star property
Calistoga
9.4 out of 10, Exceptional, (944)
"great stay"
United States
Ilya
The price is RM811
RM933 total
includes taxes & fees
24 Dec - 25 Dec
Golden Haven Hot Springs

Hampton Inn & Suites Rohnert Park - Sonoma County

Hampton Inn & Suites Rohnert Park - Sonoma County
2.5 star property
Rohnert Park
8.8 out of 10, Excellent, (1001)
"Clean room and great breakfast options "
United States
Crystal
The price is RM355
RM406 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Rohnert Park - Sonoma County
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.

Top Windsor Hotel Reviews

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 58 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 58 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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