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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, (1275)
"The room was spotless and the staff were great"
United States
Thomas
The price is RM385
RM438 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Sonoma Coast Villa

Sonoma Coast Villa
4.0 star property
Bodega
9.4 out of 10, Exceptional, (704)
"Great room and kind staff. "
United States
Carla
The price is RM652
RM874 total
includes taxes & fees
22 Jan - 23 Jan 2026
Sonoma Coast Villa

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 RM515
RM642 total
includes taxes & fees
14 Jan - 15 Jan 2026
Geyserville Inn

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.0 out of 10, Very good, (1003)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is RM409
RM476 total
includes taxes & fees
14 Jan - 15 Jan 2026
Dry Creek Inn MOD Collection by Sonesta

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, (1006)
"Room was excellent, clean. Bedding was very clean. Great stay."
United States
Corinne
The price is RM461
RM527 total
includes taxes & fees
12 Jan - 13 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, (1028)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is RM385
RM438 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Windsor Wine Country by IHG

El Bonita Motel

El Bonita Motel
3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1007)
"Great location, clean room, quiet and perfect for our stay!"
United States
Michele
The price is RM444
RM511 total
includes taxes & fees
5 Jan - 6 Jan 2026
El Bonita Motel

Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1001)
"Great stay, we will be going back!"
United States
michael
Cottages on River Road

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, (2127)
"Fast friendly check in, clean comfortable room, good breakfast options, would definitely stay here again "
United States
Narayan
The price is RM369
RM429 total
includes taxes & fees
21 Jan - 22 Jan 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma
3.0 star property
Santa Rosa
9.0 out of 10, Wonderful, (1039)
"Great breakfast, clean rooms, friendly staff"
United States
Rina
The price is RM461
RM536 total
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites Santa Rosa Sonoma
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 62 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 Inn at the Tides: Offers a sauna, an outdoor pool and daily.
How many pool hotels can I expect to find in Windsor?
Expedia's 62 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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