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
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 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.
$67 nightly
$71 total
Oct 8 - Oct 9
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 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.

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.
$95 nightly
$105 total
Oct 29 - Oct 30
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 lobby with a staircase, blue sofa, red chairs, a fireplace, and a reception desk.
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.

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
Oct 26 - Oct 27
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 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 modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.

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 4 - Oct 5
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Madison American Center
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.
An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.
A modern bar area with a long counter, bar stools, and a television mounted above the bar.

5. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
  • Splash into ultimate relaxation at this indoor pool hotel where aquatic fun meets fitness possibilities.
$93 nightly
$107 total
Oct 25 - Oct 26
Total with taxes and fees
Cambria Hotel Madison East
An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.
A hotel room with a desk, computer, printer, and a large mirror.
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.

6. 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 8 - Oct 9
Total with taxes and fees
Fairfield Inn & Suites by Marriott Madison East
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.

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.
$70 nightly
$79 total
Oct 28 - Oct 29
Total with taxes and fees
Quality Inn & Suites Sun Prairie Madison East
An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.
A gym with treadmills, elliptical machines, free weights, and exercise balls.
A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.
A hotel room with a large bed, a desk, a chair, and a wardrobe.

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.
$98 nightly
$113 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 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 Holiday Inn hotel with a glass entrance canopy, brick facade, and green lighting.

9. 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.
$87 nightly
$101 total
Oct 28 - Oct 29
Total with taxes and fees
Holiday Inn Madison at The American Center by IHG
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 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.

10. 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.
$99 nightly
$115 total
Oct 4 - Oct 5
Total with taxes and fees
DoubleTree by Hilton 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

Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

10/10 Excellent
"The staff was very helpful. There were nice amenities on site such as the pool, hot tib, gym, and laundry. The room was very comfortable and the overall experience was wonderful."
Raymond 4-night trip
Posted 1 hour ago
Comfort Suites Madison West - Middleton
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Great experience, just a little bit walk to U of W."
Yunfei 1-night trip
Posted 9 hours ago
The Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

10/10 Excellent
"What a lovely hotel. Our room was so comfortable. The staff was great. Location is ideal"
Lesa 1-night trip
Posted 12 hours ago
The Edgewater
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Na"
Rebecca 1-night trip
Posted 14 hours ago
AmericInn by Wyndham Madison West
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

8/10 Good
"Very clean and friendly staff. Our room had a musty smell though and I was not a fan of the sliding bathroom door. Overall very happy with our stay. A great breakfast."
Laura 1-night trip
Posted 14 hours ago
Best Western Plus InnTowner Madison
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"Rooms were good, price was reasonable. Free breakfast was great, attendants for the dining room kept everything filled and ready and clean."
Jason 3-night trip
Posted 16 hours ago
Baymont by Wyndham Madison West/Middleton WI West
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 23 hours ago
Hampton Inn & Suites Madison-West
Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Perfection loved the room and location"
Jeffrey 1-night trip
Posted 1 day ago
Best Western Premier Park Hotel
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

10/10 Excellent
"This is a mid-level hotel. Has a nice pool area, its clean, continental breakfast is included and its well-located with regard to everything in town. The price is right for this hotel. I would highly recommend it."
Lyndon 1-night trip
Posted 2 weeks ago
Days Inn by Wyndham Madison NE/Windsor

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. AmericInn by Wyndham Madison West: Features a snack bar/deli, an indoor pool, and buffet. Motel 6 Madison, WI - East: 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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