A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

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

Tonight
5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Windsor hotels with a pool

A swimming pool with a fence, lounge chairs, and a building with columns.
A multi-story building with a central entrance, large windows, and a covered walkway.
A large building with a central fountain and flower planters.
A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

1. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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.
RM481
RM549 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

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.
RM594
RM678 total
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn & Suites Windsor - Sonoma Wine Country
A swimming pool area with lounge chairs and a no diving sign.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.
A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.
A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.

3. Holiday Inn Windsor Wine Country by IHG

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.
RM546
RM622 total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Windsor Wine Country by IHG
A swimming pool with lounge chairs and a sunshade, surrounded by large windows.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.
A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.
A breakfast bar with various food items and a waffle batter station.

4. Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
Santa Rosa
  • Dive into serene aquatic bliss at this hotel's indoor pool, open early till late daily.
RM577
RM658 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Garden Inn Sonoma County Airport
A swimming pool with lounge chairs and a covered seating area, surrounded by a white building with arches and a flagpole.
A courtyard with a stone balustrade and arches covered in ivy.
A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.
A kitchen with a white countertop, wooden stools, and a large mirror above the sink.

5. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
Healdsburg
  • Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby.
RM440
RM511 total
includes taxes & fees
7 Sept - 8 Sept
Dry Creek Inn MOD Collection by Sonesta
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.
A Wine Country Inn & Suites with a large entrance, American flags, and well-lit exterior.
An outdoor patio area with multiple tables and chairs, string lights, and a covered section with a pergola.
A hotel room with two beds, a red armchair, a large window with a view, and abstract wall art.

6. Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
Santa Rosa
  • Sparkling outdoor pool retreat with comfortable loungers offers refreshing relaxation in the heart of wine country.
RM477
RM555 total
includes taxes & fees
27 Sept - 28 Sept
Best Western Plus Wine Country Inn & Suites
A hotel pool area with a hot tub, lounge chairs, and a building in the background.
A bar area with a wooden counter, bar stools, and a wine display.
A modern hotel lobby with a large seating area, a wooden reception desk, and large windows offering a view of the outdoors.
A modern kitchen with a large island, bar stools, and a view of a pool.

7. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

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.
RM443
RM515 total
includes taxes & fees
27 Sept - 28 Sept
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.
An outdoor seating area with a fire feature, cushioned seating, and umbrellas.
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.
A hotel sign with illuminated text and a leaf design, surrounded by outdoor seating and a covered area.

8. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
RM603
RM785 total
includes taxes & fees
7 Sept - 8 Sept
Hotel Trio Healdsburg
A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.
A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.
A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

9. Cottages on River Road

Cottages on River Road
Guerneville
  • Riverside serenity awaits at this outdoor pool, where seasonal relaxation flows under the California sun.
RM363
RM438 total
includes taxes & fees
1 Oct - 2 Oct
Cottages on River Road
View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Windsor Hotel Reviews

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"Great stay every time. Would highly recommend"
Kyle 2-night trip
Posted 13 hours ago
Oxford Suites Sonoma County
The Lodge at Bodega Bay

The Lodge at Bodega Bay

10/10 Excellent
"M"
Maxine 1-night trip
Posted 16 hours ago
The Lodge at Bodega Bay
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"Strongly recommend this place for anyone touring the Sonoma county wine country."
Mark 3-night trip
Posted 18 hours ago
Dry Creek Inn MOD Collection by Sonesta
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

10/10 Excellent
"We loved our stay here and the staff was so accommodating. We will be back!"
KRISTEN 1-night trip
Posted 2 days ago
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
WorldMark Windsor

WorldMark Windsor

8/10 Good
"I have stayed at this resort several times with family. This was not a good experience, as we were visiting for my mother's 90th birthday. She is in a wheel chair, so I requested an ADU room when I made the reservation. I followed up with a call to the hotel, expressing our needs, prior to our trip and check in. While we were given a ground floor room, it was not an ADU room. I have stayed in an ADU room previously here, with bathroom and shower accomodations. What we got this time was completely inadequate for my mother. It was a big disappointment for her birthday to not have a shower she could use or a bathroom where she could fit her wheelchair."
julie 3-night trip
Posted 3 days ago
WorldMark Windsor

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 54 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?
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 54 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 Russian River and Powell's Sweet Shoppe - Windsor. Discover sights such as Windsor Golf Club, Windsor Oaks Vineyards 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