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

Find Hotels with a Pool in Windsor, WI from CA $97

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Check availability on Windsor Hotels with a Pool

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.
A modern bathroom with a white bathtub, shower, and sink.
A living room with a red sofa, patterned chairs, a glass coffee table, and a fireplace.
A hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a painting on the wall.

1. Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
Windsor
  • Year-round swimming awaits at this Madison hotel's indoor pool with soothing hot tub oasis.
CA $92
CA $97 total
includes taxes & fees
Sep 13 - Sep 14
Days Inn by Wyndham Madison NE/Windsor
An indoor swimming pool with blue and white tiled walls, a clear pool, and lounge chairs along the sides.
A gym with treadmills, dumbbells, and exercise balls.
A modern hotel room with a bed, a desk, a chair, and a sofa.
A compact hotel bathroom with a sink, mirror, and a small refrigerator.

2. Holiday Inn Express Deforest (Madison Area) by IHG

Holiday Inn Express Deforest (Madison Area) by IHG
De Forest
  • Experience the indoor pool oasis with heated waters and comfortable sun loungers at this suburban retreat with hot tub access.
CA $140
CA $154 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Deforest (Madison Area) by IHG
An indoor swimming pool with a fountain, lounge chairs, and a sunshade.
A hotel room with a sofa, ottoman, desk, lamp, TV, and a large window with curtains.
A hotel room with a blue sofa, a brown ottoman, a white bathtub, and a large mirror.
A hotel room with a bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.

3. Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
De Forest
  • Splash into relaxation at this family-friendly hotel featuring indoor pools and a bubbling hot tub.
CA $115
CA $127 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Madison North
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.
A modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.
A hotel room with a flat-screen TV mounted on the wall, a kitchenette with a microwave and refrigerator, a desk with a chair, and a green upholstered chair.
A spacious lobby with a high ceiling, a large chandelier, and a reception desk.

4. La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center
Madison
  • Serene suburban hotel boasts a relaxing indoor pool oasis and soothing hot tub with premium amenities just minutes from dining.
CA $99
CA $114 total
includes taxes & fees
Sep 13 - Sep 14
La Quinta Inn & Suites by Wyndham Madison American Center
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
A hotel room with a grey sofa, a small ottoman, a desk with a mirror, a flat-screen TV, and a cityscape artwork on the wall.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.

5. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
  • Dive into a freshly renovated indoor pool sanctuary with plush sun loungers at this Madison retreat.
CA $135
CA $156 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Madison East
An indoor swimming pool with two separate sections, one with clear water and the other with a whirlpool feature. There are lounge chairs and umbrellas around the pool area, and large windows providing views of the outside.
A modern building with a covered entrance, large windows, and a visible address sign.
A sunlit patio area with cushioned seating, a table, and a large umbrella.
A spacious lobby with a high ceiling, a large chandelier, and a seating area with patterned chairs and a sofa.

6. Best Western East Towne Suites

Best Western East Towne Suites
Madison
  • Dive into refreshing bliss with a private indoor pool and hot tub, plus loungers for post-swim relaxation.
CA $118
CA $136 total
includes taxes & fees
Sep 10 - Sep 11
Best Western East Towne Suites
An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.
A hotel lobby with multiple seating areas, a bar, and a fireplace.

7. Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East
Madison
  • Splash into art deco elegance at this Madison East retreat with indoor pool and bubbling hot tub.
CA $136
CA $157 total
includes taxes & fees
Oct 8 - Oct 9
Fairfield Inn & Suites by Marriott Madison East
An indoor swimming pool with clear blue water, surrounded by wooden walls and large windows.
A hotel room with a large bed, a desk with a computer, a sofa, a TV, a bathroom with a bathtub, and a large mirror.
A gym with cardio machines, weight machines, and a mirrored wall.
A living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick wall.

8. Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
Sun Prairie
  • Dive into aquatic bliss with a year-round indoor pool that offers refreshing relaxation regardless of Wisconsin weather.
CA $96
CA $108 total
includes taxes & fees
Oct 6 - Oct 7
Quality Inn & Suites Sun Prairie Madison East
An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.
A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.
A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.
A hotel room with a large bed, a desk, a chair, and a wardrobe.

9. Hampton Inn Madison East Towne Mall Area

Hampton Inn Madison East Towne Mall Area
Greater Sandburg
  • Dive into a refreshing indoor pool retreat with alpine adventure options right outside your door.
CA $135
CA $156 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Madison East Towne Mall Area
An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.
A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.
A modern bar area with a long counter, bar stools, and a television mounted above the bar.
A spacious lobby with a stone wall, large windows, and comfortable seating areas.

10. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
  • Splash into ultimate relaxation at this indoor pool hotel where aquatic fun meets fitness possibilities.
CA $140
CA $162 total
includes taxes & fees
Oct 4 - Oct 5
Cambria Hotel Madison East
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

AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

10/10 Excellent
"1. Very clean room and walkways 2. Friendly staff 3. Good breakfast options 4. Has multiple fastfood options in the same parking lot 5. The exterior of the property is not maintained at all. Uncut grass, lots of weeds and shrubs. 6. Probably a 2.5 star amenities hotel. Not 3 star as indicated in Hotels.com or Expedia. 7. Finding the property from the road the first time was tricky during the night."
CHAKRADHAR 2-night trip
Posted 5 hours ago
AmericInn by Wyndham Madison South
The Edgewater

The Edgewater

10/10 Excellent
"Great restaurant and bar!!"
Slobodan 1-night trip
Posted 6 hours ago
The Edgewater
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

8/10 Good
"Don't play the games, they wait until after 3 pm the following day after everyone has left to pay any winnings. There was a note on the end machine that states it could be upto 48 hours for payment but if you don't notice it because of where they are located you won't get the money."
STANLEY 1-night trip
Posted 7 hours ago
Baymont by Wyndham Madison West/Middleton WI West
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Good room, very clean, good breakfast"
Richard 3-night trip
Posted 7 hours ago
AmericInn by Wyndham Madison West
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

10/10 Excellent
"The Place is a little older but the price is manageable and friendly for a low budget!"
Jennifer 1-night trip
Posted 2 days ago
Days Inn by Wyndham Madison NE/Windsor

Frequently asked questions

What are some accommodations with pools in Windsor?
Days Inn by Wyndham Madison NE/Windsor: Features a sauna, an indoor pool, and daily. The Madison Concourse Hotel and Governor's Club: Hotel, 1-minute walk from Capitol Square. Offers a health club, an indoor pool, and a sauna. Best Western Plus InnTowner Madison: Hotel, 3-minute walk from University of Wisconsin-Madison. Provides a snack bar/deli, a pool, and buffet. Baymont by Wyndham Madison West/Middleton WI West: Features continental, an indoor pool, and free self parking. AmericInn by Wyndham Madison West: Offers a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in Windsor?
Make a point to visit attractions like Mousehouse Cheesehaus. During your stay, check out sights such as East Towne Mall, Olbrich Botanical Gardens, and Barrymore Theatre. You'll also discover lots of options for restaurants in Windsor.
When is the best time to book a hotel with a pool in Windsor?
Taking into account the local weather in Windsor is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, December, March, and November, with each month seeing an average of 9 inches of snowfall.

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