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

Windsor Hotel Guide - Hotels with Pool in Windsor, Madison

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Check availability on Windsor Hotels with Pool

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 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 hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a painting on the wall.
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.
€60
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Madison NE/Windsor
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 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.

2. 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.
€82
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Madison North
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 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.
A compact hotel bathroom with a sink, mirror, and a small refrigerator.

3. 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.
€95
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express Deforest (Madison Area) by IHG
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 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.
€82
includes taxes & fees
4 Oct - 5 Oct
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 bar area, seating arrangements, and a decorative partition.
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 high ceiling, a reception desk, and a display of various items on the wall.

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.
€109
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton 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 gym with treadmills, elliptical machines, free weights, and exercise balls.
A hotel room with a large bed, a desk, a chair, and a wardrobe.

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.
€100
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Madison East Towne Mall Area
An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.
A living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick 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.

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.
€68
includes taxes & fees
1 Nov - 2 Nov
Quality Inn & Suites Sun Prairie Madison East
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 spacious lobby with a stone wall, large windows, and comfortable seating areas.
A modern bar area with a long counter, bar stools, and a television mounted above the bar.

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.
€86
includes taxes & fees
1 Nov - 2 Nov
Cambria Hotel Madison East
An indoor swimming pool with wooden ceiling beams, seating along the sides, and a view of the outside.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a view.
A self-service beverage station with a touchscreen ordering system, a refrigerated drink dispenser, and a snack display.
A hotel with a modern design, featuring a prominent 'HOME 2' sign, a flag, and a well-lit entrance.

9. Tru By Hilton Madison East

Tru By Hilton Madison East
Madison
€100
includes taxes & fees
11 Oct - 12 Oct
Tru By Hilton Madison East
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 desk, computer, printer, and a large mirror.
A hotel lobby with multiple seating areas, a bar, and a fireplace.

10. 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.
€101
includes taxes & fees
29 Oct - 30 Oct
Fairfield Inn & Suites by Marriott 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

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Very clean, well maintained, and staffed by genuinely friendly people. Breakfast was included, parking was free, and the complimentary shuttle will take you anywhere within two miles until 10:30 p.m.—perfect for getting to the UW Field House for a women’s volleyball game. The hotel also has a nice fitness room, hot tub, and warm pool, plus an on-site restaurant and drinks. With its great location and thoughtful amenities, this place was truly impressive."
Douglas 1-night trip
Posted 7 hours ago
Best Western Plus InnTowner Madison
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"Entire staff was very friendly. Room very clean except for a lot of dust under furniture which my dog found. Good breakfast."
Myrna 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

8/10 Good
"X"
Andy 3-night trip
Posted 1 day ago
Super 8 by Wyndham Madison South
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Outstanding location and property. My wife and I will be returning for certain!"
Adam 2-night trip
Posted 1 day ago
The Madison Concourse Hotel and Governor's Club
Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

8/10 Good
"The breakfast was not ready on time. All utensils in the breakfast area were covered in dust. The coffee was also poorly made"
Cody 2-night trip
Posted 1 day ago
Comfort Suites Madison West - Middleton
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Great spot for quick stay-overs! Reasonable and convenient to our needs!"
stephen 3-night trip
Posted 2 days ago
DoubleTree by Hilton Madison East
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"The property was clean and the building was cleaned regularly."
Jennifer 3-night trip
Posted 2 days ago
Baymont by Wyndham Madison West/Middleton WI West
The Edgewater

The Edgewater

10/10 Excellent
"The Edgewater is one of my favorite hotels. I had such a wonderful stay and always enjoy being here. I’ll definitely be back!"
Stacy 2-night trip
Posted 3 days ago
The Edgewater
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"As always terrific staff and great rooms."
Edwin 1-night trip
Posted 6 days ago
Hampton Inn & Suites Madison-West

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, 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 such as Mousehouse Cheesehaus. During your stay, visit 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 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 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, December, March and November, with each month seeing an average of 22 cm of snowfall.