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

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 Days Inn hotel with a covered entrance, brick pillars, and a parking lot.
A living room with a red sofa, patterned chairs, a glass coffee table, and a fireplace.
A modern bathroom with a white bathtub, shower, and sink.

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 $90
CA $95 total
includes taxes & fees
Nov 22 - Nov 23
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 hotel reception desk with two counters, a blue geometric wall design, and a carpeted floor.
A hotel room with two beds, a desk, a chair, and a large window.
A breakfast buffet with a variety of food items, including pastries and cereal boxes, and a sign indicating the availability of cinnamon sweet rolls.

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 $122
CA $135 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Deforest (Madison Area) by IHG
An indoor swimming pool with a fountain, lounge chairs, and a sunshade.
A lobby with a staircase, blue sofa, red chairs, a fireplace, and a reception desk.
A hotel room with a sofa, ottoman, desk, lamp, TV, and a large window with curtains.
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 $117
CA $129 total
includes taxes & fees
Nov 22 - Nov 23
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 spacious lobby with a high ceiling, a large chandelier, and a reception desk.
A lobby with a fireplace, two armchairs, and two small tables.

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 $112
CA $130 total
includes taxes & fees
Oct 25 - Oct 26
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 modern building with a glass facade, a covered entrance, and a flagpole.
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 $148
CA $171 total
includes taxes & fees
Oct 31 - Nov 1
DoubleTree by Hilton Madison East
An indoor swimming pool with a stone wall, a seating area with chairs, and a sign indicating no lifeguard on duty.
A bar area with wooden bar stools and a counter stocked with bottles.
A buffet with various food options, including a variety of meats, a selection of baked goods, and a section with what appears to be a rice dish.
A Holiday Inn hotel with a glass entrance canopy, brick facade, and green lighting.

6. Holiday Inn Madison at The American Center by IHG

Holiday Inn Madison at The American Center by IHG
Madison
  • Experience a revitalizing dip at this hotel's indoor pool with hot tub, steps away from a 24-hour fitness centre.
CA $99
CA $115 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Madison at The American Center by IHG
An indoor swimming pool with wooden ceiling beams, seating along the sides, and a clear view of the pool area.
A modern lounge area with a purple sofa, teal chairs, and a wooden floor.
An outdoor patio area with a fire pit, seating, and a grill.
A hotel with multiple buildings, including a 'HOME' labeled building and a 'TRU by Hilton' building. There is a flagpole with an American flag.

7. Tru By Hilton Madison East

Tru By Hilton Madison East
Madison
CA $125
CA $145 total
includes taxes & fees
Nov 19 - Nov 20
Tru By Hilton Madison East
An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.
A spacious lobby with a stone wall, large windows, and comfortable seating areas.
A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.
An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.

8. 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 $112
CA $129 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel Madison East
An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.
A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.
A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.
A gym with treadmills, elliptical machines, free weights, and exercise balls.

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 $155 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn Madison East Towne Mall Area
An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.
A dining area with wooden tables and chairs, a kitchen in the background, and a clock on the wall.
A gym with cardio machines, weight machines, and a mirrored wall.
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.

10. 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 $95
CA $107 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn & Suites Sun Prairie 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 West

AmericInn by Wyndham Madison West

10/10 Excellent
"I rated everything with all the stars. This was a very wonderful stay."
John 1-night trip
Posted 1 hour ago
AmericInn by Wyndham Madison West
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"Nice hotel. The pool water was cool and the coffee weak, but the people were nice and the facility was quite clean"
Ben 1-night trip
Posted 16 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"I stayed in a king room with pullout and the sleeper couch was actually not bad at all. There was a nice large TV and Netflix. Remote was easy to operate and pillows were super comfy."
Angela 1-night trip
Posted 16 hours ago
DoubleTree by Hilton Madison East
The Edgewater

The Edgewater

8/10 Good
"I would give a 5 star review but cannot. They advertise as free airport shuttle. I asked the front desk staff about scheduling the shuttle 2 days in advance. I was told there was only 1 driver that morning and was already booked. I explained they charge a daily $24 resort fee and since an uber to the airport is $26 they should cover it. The gentleman I was speaking with said they would not and walked away. It seemed I was an inconvenience to him. I would give him zero star rating"
Andrew 4-night trip
Posted 21 hours ago
The Edgewater
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

8/10 Good
"Nice place could use a few upgrades"
Jesse 1-night trip
Posted 22 hours ago
Baymont by Wyndham Madison West/Middleton WI West
Best Western East Towne Suites

Best Western East Towne Suites

10/10 Excellent
"Good"
Erika 1-night trip
Posted 2 days ago
Best Western East Towne Suites
Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Have stayed there before it’s always nice"
Annie 3-night trip
Posted 3 days ago
Best Western Premier Park Hotel
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

8/10 Good
"It was clean and spacious and good for the one night we stayed. You could hear through the walls and into the hallway quite easily, so I would not want to stay here for a long period or if I knew I would be in the hotel a lot."
Sara 1-night trip
Posted 3 days ago
Hampton Inn & Suites Madison-West
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"The rooms are small but comfortable, and the bed and pillows are very comfortable! Location is great, front-desk staff are very friendly and helpful. The exercise gym is spacious and well-designed, looking onto a small patio. This is my second stay at this hotel and I would book it again when returning to downtown Madison."
Sarah 4-night trip
Posted 6 days ago
DoubleTree by Hilton Madison Downtown

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, 11-minute walk from University of Wisconsin-Madison. 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. Motel 6 Madison, WI - East: Offers a snack bar/deli, an indoor pool, and full. AmericInn by Wyndham Madison West: Features continental, an indoor pool, and free self parking.
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, Madison Area Technical College, and Olbrich Botanical Gardens. 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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