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

Windsor Hotels with Swimming Pool

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Check availability on Windsor Hotels with Swimming Pools

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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 hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a painting on the wall.
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.
RM263
RM278 total
includes taxes & fees
7 Sept - 8 Sept
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 compact hotel bathroom with a sink, mirror, and a small refrigerator.
A modern hotel room with a bed, a desk, a chair, and a sofa.
A swimming pool with a tiled edge, a lifeguard chair, and a sign indicating pool rules.

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.
RM407
RM449 total
includes taxes & fees
6 Sept - 7 Sept
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 hotel room with a sofa, ottoman, desk, lamp, TV, and a large window with curtains.

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.
RM336
RM372 total
includes taxes & fees
20 Sept - 21 Sept
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 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.

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.
RM251
RM290 total
includes taxes & fees
7 Sept - 8 Sept
La Quinta Inn & Suites by Wyndham Madison American Center
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 desk, computer, printer, and a large mirror.
A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.

5. 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.
RM395
RM456 total
includes taxes & fees
14 Sept - 15 Sept
Fairfield Inn & Suites by Marriott 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 spacious lobby with a high ceiling, a large chandelier, and a seating area with patterned chairs and a sofa.
A hotel lobby with a reception desk, seating area, and a TV screen.
A sunlit patio area with cushioned seating, a table, and a large umbrella.

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.
RM342
RM395 total
includes taxes & fees
3 Sept - 4 Sept
Best Western East Towne Suites
An indoor swimming pool with clear blue water, surrounded by wooden walls and large windows.
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 living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick wall.

7. 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.
RM290
RM326 total
includes taxes & fees
7 Sept - 8 Sept
Quality Inn & Suites Sun Prairie Madison East
An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.
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.
A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

8. 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.
RM403
RM466 total
includes taxes & fees
17 Sept - 18 Sept
Hampton Inn Madison East Towne Mall Area
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.

9. 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.
RM393
RM454 total
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Madison East
An indoor swimming pool with clear water, surrounded by white chairs and tables, and large windows allowing natural light.
A hotel room with a bed, desk, chairs, TV, and artwork.
A modern kitchen with a dining area, a flat-screen TV, and a ceiling fan.
A modern living room with a teal sofa, wooden coffee table, and yellow cushions. A reception desk with a TV and a sign reading "LAPLIKE HOME" is in the background.

10. MainStay Suites Madison Airport

MainStay Suites Madison Airport
Madison
  • Splash into family fun with an indoor pool, children's pool, and relaxing hot tub retreat.
RM344
RM397 total
includes taxes & fees
2 Sept - 3 Sept
MainStay Suites Madison Airport
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"N/A"
Joe 2-night trip
Posted 8 hours ago
The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"Nice property, great location!"
Charlotte 1-night trip
Posted 9 hours ago
DoubleTree by Hilton Madison Downtown
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Good hotel, clean room, great breakfast, convenient location (14-17min drive to downtown). Thank you!"
Andriy 3-night trip
Posted 10 hours ago
AmericInn by Wyndham Madison West
Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

10/10 Excellent
"Very easy stay. Nice rooms and helpful staff."
Jordan 1-night trip
Posted 14 hours ago
Comfort Suites Madison West - Middleton
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"Very spacious room!"
MELINDA 1-night trip
Posted 15 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"We were able to relax,"
Ellen 2-night trip
Posted 17 hours ago
DoubleTree by Hilton Madison East
Fairfield by Marriott Inn & Suites Madison South

Fairfield by Marriott Inn & Suites Madison South

10/10 Excellent
"Overall, fantastic. The only thing that could've actually been better was the breakfast; it was pretty mid even by hotel continental breakfast standards. BUT I do want to note that that wouldn't stop me from staying here again."
Seth 3-night trip
Posted 3 days ago
Fairfield by Marriott Inn & Suites Madison South
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

8/10 Good
"The check-in process was efficient. This hotel completely served my needs, which just entailed a clean room & shower for one overnight as I passed through town. The continental breakfast was bare bones though. I would stay there again but not for an extended time."
Bonnie 1-night trip
Posted 6 days ago
Days Inn by Wyndham Madison NE/Windsor

Frequently asked questions

What are some accommodation options 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. Baymont by Wyndham Madison West/Middleton WI West: Provides continental, an indoor pool and free self parking. Best Western Plus InnTowner Madison: Hotel, 3-minute walk from University of Wisconsin-Madison. Features a snack bar/deli, a pool and buffet. 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 such as Mousehouse Cheesehaus. During your stay, visit 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 the local weather in Windsor into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20Β°C, while the coldest months are January and February, with an average of -4Β°C. The snowiest months in Windsor are January, December, March and November, with each month seeing an average of 22 cm of snowfall.

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