Windsor Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Swimming Pools

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, (1,305 reviews)
"Hotel was very clean. "
United States
Rene
The price is RM403
RM460 total
includes taxes & fees
1 Mar - 2 Mar
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, (1,039 reviews)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is RM388
RM442 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Windsor Wine Country by IHG
Outdoor pool

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, (1,000 reviews)
"Room was spotless and the staff was friendly "
United States
Chris
The price is RM462
RM528 total
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool, open 7:00 AM to 10:00 PM, pool loungers

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, (1,004 reviews)
"Clean, quiet, hospitable, affordable and very close to all the activities in Healdsburg."
United States
Pamela
The price is RM459
RM534 total
includes taxes & fees
23 Feb - 24 Feb
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool

Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1,005 reviews)
"Great stay, we will be going back!"
United States
michael
Cottages on River Road
Outdoor pool, pool loungers

Sonoma Coast Villa

Sonoma Coast Villa
4.0 star property
Bodega
9.4 out of 10, Exceptional, (713 reviews)
"The rooms were large, comfortable and well located. "
United States
Brett
The price is RM656
RM874 total
includes taxes & fees
4 Mar - 5 Mar
Sonoma Coast Villa
Exterior

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1,000 reviews)
"We LOVE the Tuscan suite! "
United States
Angela
The price is RM528
RM655 total
includes taxes & fees
17 Feb - 18 Feb
Geyserville Inn
Outdoor pool

El Bonita Motel

El Bonita Motel
3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1,011 reviews)
"Great location, clean room, quiet and perfect for our stay!"
United States
Michele
The price is RM491
RM565 total
includes taxes & fees
17 Feb - 18 Feb
El Bonita Motel
Outdoor pool, pool umbrellas, pool loungers

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, (2,177 reviews)
"Clean room, friendly staff and great pool/hot tub area"
United States
Sharon
The price is RM357
RM415 total
includes taxes & fees
23 Feb - 24 Feb
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
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

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Top Windsor Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"courteous staff excellent breakfast "
Jennifer 3-night trip
Posted 3 days ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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 57 places to stay with pools. During your visit, you can explore sights such as Windsor Golf Club and Russian River, 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?
Hampton Inn & Suites Windsor - Sonoma Wine Country: Hotel located near Russian River. Features daily, an outdoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express® Windsor Sonoma Wine Country by IHG: Hotel located near Russian River. Offers a sauna, an outdoor pool and buffet. Holiday Inn Windsor Wine Country by IHG: Hotel located near Russian River. Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. WorldMark Windsor: Features 2 outdoor swimming pools, a children's pool and a full-service spa. 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 57 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 Powell's Sweet Shoppe - Windsor and Dom Whitney Tasting Lounge. Discover sights such as Windsor Golf Club, Russian River and Pacific Coast Air Museum 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.

Explore a world of travel with Expedia