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

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 Days Inn hotel with a covered entrance, brick pillars, and a parking lot.
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.
AED 237
AED 250 total
includes taxes & fees
1 Nov - 2 Nov
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 snack and beverage vending area with multiple shelves stocked with various snacks and a refrigerated section with bottled drinks.
A modern hotel room with a bed, a desk, a chair, and a sofa.
A modern hotel room with a wooden desk, an orange chair, a flat-screen TV, and a wall-mounted mirror.

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.
AED 356
AED 394 total
includes taxes & fees
1 Nov - 2 Nov
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 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.

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.
AED 306
AED 338 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Madison North
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.
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.
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.
AED 294
AED 340 total
includes taxes & fees
18 Oct - 19 Oct
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 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.

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.
AED 360
AED 416 total
includes taxes & fees
29 Oct - 30 Oct
Fairfield Inn & Suites by Marriott Madison East
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.
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.
A modern building with a glass facade, a covered entrance, and a flagpole.

6. 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.
AED 389
AED 449 total
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Madison East
An indoor swimming pool with clear water, a diving board, and lounge chairs.
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.
A hotel reception area with a coffee station, a TV screen displaying a news program, and a counter with various food items.

7. 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.
AED 465
AED 523 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Madison Sun Prairie
An indoor swimming pool with a stone wall, a seating area with chairs, and a sign indicating no lifeguard on duty.
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.
A hotel corridor with striped chairs, potted plants, and a framed picture on the wall.

8. 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.
AED 275
AED 318 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Madison at The American Center by IHG
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.

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.
AED 372
AED 429 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Madison East Towne Mall Area
An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.
A modern bar area with a long counter, bar stools, and a television mounted above the bar.
An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.
A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.

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.
AED 309
AED 357 total
includes taxes & fees
1 Nov - 2 Nov
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Hot tub and pool were great and excellent bed and perfect location."
Benjamin 1-night trip
Posted 11 hours ago
The Madison Concourse Hotel and Governor's Club
Days Inn & Suites by Wyndham Madison

Days Inn & Suites by Wyndham Madison

10/10 Excellent
"."
Quartez 3-night trip
Posted 2 days ago
Days Inn & Suites by Wyndham Madison

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.