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

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Check availability on Windsor Hotels with a Pool

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Windsor hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.
A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.
A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.
A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

1. 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.
₩167,080
₩190,797 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Windsor - Sonoma Wine Country
A swimming pool with a fence, lounge chairs, and a building with columns.
A large building with a central fountain and flower planters.
A hotel reception area with a modern design, including a reception desk, seating area, and a wall-mounted television.
A multi-story hotel with a central entrance, a fountain, and surrounding greenery.

2. 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.
₩133,632
₩152,340 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A swimming pool area with lounge chairs and a no diving sign.
A long dining table with chairs, green glassware, and a fruit basket.
An outdoor patio area with round tables and chairs, umbrellas, and potted plants.
A modern interior with a spiral staircase, a beige sofa, two armchairs, and a patterned rug.

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 center.
₩152,155
₩173,457 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Windsor Wine Country by IHG
A swimming pool with lounge chairs and a sunshade, surrounded by large windows.
A breakfast bar with various food items and a waffle batter station.
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.
A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

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.
₩139,956
₩159,549 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Sonoma County Airport
A Hampton Inn & Suites with a pool area, outdoor seating, and a clear blue sky.
A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".
A modern hotel dining area with a long table, multiple chairs, and a patterned carpet.
A modern waiting area with a blue cushioned bench, wooden storage compartments, and artwork on the walls.

5. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Santa Rosa
  • Float in tranquil waters at this wine country hotel, boasting a sun-drenched outdoor pool and a state-of-the-art gym.
₩150,806
₩174,935 total
includes taxes & fees
Nov 13 - Nov 14
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
A poolside area with lounge chairs, a table, and a potted plant.
A modern reception area with a curved desk, seating, and a skylight.
A modern hotel with a central courtyard, large windows, and a well-maintained lawn.
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

6. Hotel Healdsburg

Hotel Healdsburg
Healdsburg
  • Splash into a sun-drenched paradise with an attentive poolside service at this Healdsburg retreat.
₩660,222
₩836,330 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Healdsburg
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.

7. Hotel Trio Healdsburg

Hotel Trio Healdsburg
Healdsburg
  • Indulge in a refreshing pool escape near Russian River with complimentary area shuttle service.
₩197,140
₩256,746 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Trio Healdsburg
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.
A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.
A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.
A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.

8. H2Hotel

H2Hotel
Healdsburg
  • Sleek outdoor pool sanctuary surrounded by nature offers refreshing escapes after wine country adventures.
₩475,122
₩605,878 total
includes taxes & fees
Nov 16 - Nov 17
H2Hotel
A poolside area with a tiled deck, a pool with a depth marker, and outdoor seating with chairs and tables.
A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.
A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.
A modern building with multiple balconies and a staircase leading to an upper level.

9. Harmon Guest House

Harmon Guest House
Healdsburg
  • Splash into poolside paradise with refreshing swims and stylish cabanas at this chic retreat.
₩414,494
₩535,431 total
includes taxes & fees
Nov 18 - Nov 19
Harmon Guest House
A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.
A rustic building with a balcony, ivy-covered walls, and a vineyard in the background.
A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.

10. Vinarosa Resort & Spa

Vinarosa Resort & Spa
Santa Rosa
  • Poolside paradise meets wine country charm with vineyard vistas and craft cocktails at the cabana bar.
₩256,864
₩378,930 total
includes taxes & fees
Nov 22 - Nov 23
Vinarosa Resort & Spa
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
"Stephen checked us in and was super helpful and friendly. Loved the breakfast and the selection was enormous. The beds were comfortable and the bathroom was gigantic"
Wendy 1-night trip
Posted 1 hour ago
Oxford Suites Sonoma County
Quality Inn Petaluma - Sonoma

Quality Inn Petaluma - Sonoma

8/10 Good
"Good place to stay for the night. Clean, safe and front desk was nice. The breakfast was surprisingly good. Would stay here again."
Ted 1-night trip
Posted 5 hours ago
Quality Inn Petaluma - Sonoma
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good
"The 2 Queen bed room was spacious and clean and quite comfortable. The “free” breakfast left a lot to be desired. Pancake and juice machines were both out of order and selections were minimal"
Toby 2-night trip
Posted 9 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
WorldMark Windsor

WorldMark Windsor

10/10 Excellent
"We had a wonderful stay! The accommodations were comfortable, spacious, and perfect for our party of five. The location was excellent, right in the middle of wine country, and we had everything we needed for a relaxing stay. We would happily stay here again!"
Nancy 2-night trip
Posted 9 hours ago
WorldMark Windsor

Frequently asked questions

What's it like visiting Windsor?
If taking it easy by the pool is your idea of the perfect getaway, you may want to consider family-friendly Windsor, which has 55 places to stay with pools. During your trip, you can explore sights such as Windsor Golf Club and Russian River, and then take it easy poolside at one of the accommodations in Windsor that guests like for their pools.
What are some accommodations with pools in Windsor?
Holiday Inn Express® Windsor Sonoma Wine Country by IHG: Hotel located near Russian River. Features a sauna, an outdoor pool, and buffet. Hampton Inn & Suites Windsor - Sonoma Wine Country: Hotel located near Russian River. Offers daily, an outdoor pool, and complimentary wired internet access. Holiday Inn Windsor Wine Country by IHG: Hotel located near Russian River. Provides complimentary wired internet access, an indoor pool, and free self parking. WorldMark Windsor: Features 2 outdoor 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 are there in Windsor?
Expedia's 55 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 like 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. Travelers 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 into account the local weather in Windsor can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are February and December with an average of 49°F. Average annual precipitation for Windsor is 28 inches.

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