TOP Hotels with Pool in Windsor, CA for 2026

Q: What are some accommodation options with pools in Windsor?

Holiday Inn Windsor Wine Country by IHG : Hotel located near Russian River. Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn & Suites Windsor - Sonoma Wine Country : Hotel located near Russian River. Offers 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. Provides a sauna, an outdoor pool and buffet. 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.

Riverfront Regional Park - Located along the Russian River, Riverfront Regional Park is just minutes from downtown Windsor and Healdsburg and surrounded by classic Wine Country scenery. Spring.

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Our top choices for Windsor hotels with a pool

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat.

Heather

฿4,811 total

includes taxes & fees

9 Jun - 10 Jun

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas.

Janet

฿5,138 total

includes taxes & fees

7 Jun - 8 Jun

Holiday Inn Windsor Wine Country by IHG

Windsor

Dive into a year-round swimming oasis at this hotel with a heated indoor pool and 24-hour fitness centre.

Allyson

฿4,844 total

includes taxes & fees

4 Jun - 5 Jun

Boho Manor

Monte Rio

Anonymous traveller

฿4,626 total

includes taxes & fees

28 May - 29 May

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Santa Rosa

Splash into serene Santa Rosa with a sun-soaked pool experience and poolside cocktails.

Vikki

฿3,076 total

includes taxes & fees

31 May - 1 Jun

Outdoor pool, a heated pool, open open 24 hours a day, free pool cabanas

Mount View Hotel & Spa

Calistoga

Experience Calistoga's natural wonders at this historic Art Deco hotel with a 24-hour geothermal pool and hot springs access.

Anne

฿5,573 total

includes taxes & fees

3 Jun - 4 Jun

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Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

Top Windsor Hotel Reviews

The Inn at the Tides

10/10 Excellent

"So good"

DoubleTree by Hilton Sonoma - Wine Country

6/10 Okay

"The quality of the room wasn’t great. Our towel rack fell off the wall, the TV was so dark it was hard to watch, and there were hairs in the bathroom when we checked in. Note that they also charge $22 for parking per night for self parking in a giant empty lot, which we didn’t find out about until we were charged after checking out. Would have been great if the front desk had let us know about this extra charge upon check-in or if there was some actual safety or convenience that went with this charge."

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good

"Overall breakfast were not bad, need more bananas and oak meal with walnuts which ran out on our last day morning plus more better varieties hot food will be good. The check in is quick, staffs were ok and did not mingle with guests even I told them it's my Bday weekend but without any greetings. Room is spacious but no hanging hooks for shower caps and bathing accessories....Overall we like the stay, the whole hotel gave us good impression, it looks well maintained, bright and clean. Will come back if we'll be in the area. "

Dry Creek Inn MOD Collection by Sonesta

6/10 Okay

"The elevator made a terrible sound -it even frightened my dog when she heard it the first time and when we needed to use it again she refused to go inside the elevator . I reported it and stated maintenance needs to check it out . Didn’t have many room soaps , etc. Luckly I bring my own but it was not very welcoming and they skimp on the towels -worn thin. Otherwise the bed was very comfortable as were the pillows ."

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?

Holiday Inn Windsor Wine Country by IHG: Hotel located near Russian River. Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn & Suites Windsor - Sonoma Wine Country: Hotel located near Russian River. Offers 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. Provides a sauna, an outdoor pool and buffet. 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 Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor. 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.

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Check availability on Windsor Hotels with Pool

Our top choices for Windsor hotels with a pool

Holiday Inn Express® Windsor Sonoma Wine Country by IHG