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

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Check availability on Windsor Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 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.
A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.

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.
$65 nightly
$68 total
Nov 1 - Nov 2
Total with taxes and fees
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 modern hotel room with a wooden desk, an orange chair, a flat-screen TV, and a wall-mounted mirror.
A modern hotel room with a bed, a desk, a chair, and a sofa.
A snack and beverage vending area with multiple shelves stocked with various snacks and a refrigerated section with bottled drinks.

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.
$93 nightly
$103 total
Nov 8 - Nov 9
Total with taxes and fees
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 bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.
A hotel room with a blue sofa, a brown ottoman, a white bathtub, and a large mirror.
A lobby with a staircase, blue sofa, red chairs, a fireplace, and a reception desk.

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.
$87 nightly
$96 total
Nov 3 - Nov 4
Total with taxes and fees
Comfort Inn & Suites Madison North
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.
A lobby with a fireplace, two armchairs, and two small tables.
A spacious lobby with a high ceiling, a large chandelier, and a reception desk.
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.

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.
$80 nightly
$93 total
Oct 18 - Oct 19
Total with taxes and fees
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.
$106 nightly
$122 total
Oct 30 - Oct 31
Total with taxes and fees
DoubleTree by Hilton 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 hotel room with a large bed, a desk, a chair, and a wardrobe.
A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.

6. 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.
$101 nightly
$117 total
Oct 29 - Oct 30
Total with taxes and fees
Hampton Inn Madison East Towne Mall Area
An indoor swimming pool with a stone wall, a seating area with chairs, and a sign indicating no lifeguard on duty.
A Holiday Inn hotel with a glass entrance canopy, brick facade, and green lighting.
A breakfast setting with two plates of eggs, bacon, and toast, a bowl of fruit, and a glass of orange juice.
A bathroom with a black countertop, white sink, and a white toilet. There is a framed picture on the wall and a glass shower enclosure.

7. 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 center.
$75 nightly
$87 total
Nov 11 - Nov 12
Total with taxes and fees
Holiday Inn Madison at The American Center by IHG
An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.
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 dining area with wooden tables and chairs, a kitchen in the background, and a clock on the 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.
$72 nightly
$81 total
Oct 20 - Oct 21
Total with taxes and fees
Quality Inn & Suites Sun Prairie Madison East
An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.
A hotel lobby with multiple seating areas, a bar, and a fireplace.
A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.
A hotel room with a desk, computer, printer, and a large mirror.

9. 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.
$98 nightly
$113 total
Oct 29 - Oct 30
Total with taxes and fees
Fairfield Inn & Suites by Marriott Madison East
An indoor swimming pool with clear water, a diving board, and lounge chairs.
A hotel reception area with a coffee station, a TV screen displaying a news program, and a counter with various food items.
A hotel room with a large bed, a desk, and a chair. There is a window with a view of the city.
An outdoor patio area with wicker furniture, tables, and chairs.

10. Hilton Garden Inn Madison Sun Prairie

Hilton Garden Inn Madison Sun Prairie
Sun Prairie
  • Dive into aquatic bliss with an indoor pool and hot tub oasis just steps from your room.
$127 nightly
$142 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Madison Sun Prairie
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

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

8/10 Good
"room was clean and comfortable. Staff were pleasant and helpful. If there was one complaint is having to pay for parking. I wish it would have been included in the bill"
Anna 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Madison Downtown
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"."
Devang 2-night trip
Posted 3 hours ago
DoubleTree by Hilton Madison East
Best Western West Towne Suites

Best Western West Towne Suites

10/10 Excellent
"Nice stay"
Chad 1-night trip
Posted 9 hours ago
Best Western West Towne Suites
Days Inn & Suites by Wyndham Madison

Days Inn & Suites by Wyndham Madison

10/10 Excellent
"Very clean and well maintained. Helpful staff ."
Mario 1-night trip
Posted 9 hours ago
Days Inn & Suites by Wyndham Madison
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"Parking is nice. Clean room and facility"
Scott 2-night trip
Posted 22 hours ago
Hampton Inn & Suites Madison-West
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"The shower curtain is about 1-2 in above the ground. It's right over the lip to outside the tub. Water from the shower dripped on the curtain and onto the floor and created a puddle"
Frank 4-night trip
Posted 1 day ago
AmericInn by Wyndham Madison West
The Edgewater

The Edgewater

10/10 Excellent
"We've stayed at the Edgewater a couple times & it is definitely our first choice whenever we visit Madison. Beautiful location, clean and luxurious hotel, great food, and a very friendly staff. What's not to love?"
Mary 1-night trip
Posted 1 day ago
The Edgewater

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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