Find Hotels with a Pool in Windsor, WI

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Check availability on Windsor Hotels with a Pool

Our top choices for Windsor hotels with a pool

Indoor pool

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
2.0 star property
Windsor
7.2 out of 10, Good, (1,008 reviews)
  • cleanliness
    Year-round swimming awaits at this Madison hotel's indoor pool with soothing hot tub oasis.
"The swimming pool perfect."
Mexico
Matias
The price is AED 250
AED 263 total
includes taxes & fees
19 May - 20 May
Days Inn by Wyndham Madison NE/Windsor
Indoor pool, sun loungers

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Holiday Inn Express Hotel & Suites Madison-Verona by IHG
2.5 star property
Verona
9.4 out of 10, Exceptional, (961 reviews)
  • cleanliness
    Splash into endless fun at this pristine indoor pool with luxurious hot tub and sun loungers for post-swim relaxation.
"The queen suite was great for myself and the 4 teenagers to veg out and have game/pizza night after the pool."
United States
Dawn
The price is AED 371
AED 417 total
includes taxes & fees
21 May - 22 May
Holiday Inn Express Hotel & Suites Madison-Verona by IHG
Indoor pool

Sleep Inn & Suites Oregon - Madison

Sleep Inn & Suites Oregon - Madison
2.5 star property
Oregon
9.4 out of 10, Exceptional, (410 reviews)
  • cleanliness
    Take a refreshing dip in the indoor pool of this Madison hotel, where relaxation meets fitness with a hot tub on site.
"Pool area was well maintained."
United States
wilhelmina
The price is AED 289
AED 328 total
includes taxes & fees
8 Jun - 9 Jun
Sleep Inn & Suites Oregon - Madison
Indoor pool

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,194 reviews)
  • cleanliness
    Dive into a refreshing pool retreat with a hot tub and modern fitness center just steps away from your room.
"Hot tub and pool area is always nice!"
United States
Denise
The price is AED 250
AED 288 total
includes taxes & fees
27 May - 28 May
AmericInn by Wyndham Madison West
Indoor pool

Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
2.5 star property
Sun Prairie
8.4 out of 10, Very Good, (971 reviews)
  • cleanliness
    Dive into aquatic bliss with a year-round indoor pool that offers refreshing relaxation regardless of Wisconsin weather.
"Pool is warm"
United States
India
The price is AED 250
AED 281 total
includes taxes & fees
15 Jun - 16 Jun
Quality Inn & Suites Sun Prairie Madison East
Indoor pool

Comfort Inn & Suites Madison East Interstate I-90

Comfort Inn & Suites Madison East Interstate I-90
2.5 star property
Madison
9.0 out of 10, Wonderful, (673 reviews)
  • cleanliness
    Relax at the indoor pool after exploring Madison, complete with a serene atmosphere and newly refreshed spaces throughout.
"OUTSTANDING STAFF, BEAUTIFUL ACCOMMODATIONS GREAT POOL, SCRUMPTIOUS BREAKFAST CLOSE TO THE CASINO EVERYTHING WAS PERFECT"
United States
Debra
The price is AED 293
AED 339 total
includes taxes & fees
28 May - 29 May
Comfort Inn & Suites Madison East Interstate I-90
Indoor pool

La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center
3.0 star property
Madison
8.2 out of 10, Very Good, (1,429 reviews)
  • cleanliness
    Serene suburban hotel boasts a relaxing indoor pool oasis and soothing hot tub with premium amenities just minutes from dining.
"Basic with a pool that was nice for kids."
United States
Jennifer
The price is AED 244
AED 281 total
includes taxes & fees
24 May - 25 May
La Quinta Inn & Suites by Wyndham Madison American Center
Indoor pool

Tru by Hilton Stoughton

Tru by Hilton Stoughton
2.5 star property
Stoughton
8.8 out of 10, Excellent, (475 reviews)
  • cleanliness
    Splash into tranquil waters at the indoor pool while business or leisure travel flows on.
"Very clean, comfy beds, nice pool."
United States
Annette
The price is AED 280
AED 318 total
includes taxes & fees
25 May - 26 May
Tru by Hilton Stoughton
Indoor pool

Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East
3.0 star property
Madison
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into art deco elegance at this Madison East retreat with indoor pool and bubbling hot tub.
"Our last stay in youngstown closed their pool too early"
Canada
Everett
The price is AED 360
AED 416 total
includes taxes & fees
28 May - 29 May
Fairfield Inn & Suites by Marriott Madison East
BBQ/picnic area

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West
2.5 star property
Junction Ridge
8.0 out of 10, Very Good, (1,260 reviews)
  • cleanliness
    Indoor pool and hot tub delight awaits at this Madison West retreat near the airport.
"We got a poolside room that opened up to the pool area and the kids loved it."
United States
Jose
The price is AED 215
AED 249 total
includes taxes & fees
24 May - 25 May
Baymont by Wyndham Madison West/Middleton WI West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Top Windsor Hotel Reviews

Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

4/10 Poor
"The stay was okay, for a low end quality hotel... the biggest issue was cleanliness all around the hotel, from hair left all over the room to a tampon we found next to the hot tub... When we first entered the room, the fire alarm was chirping, the bed was like sleeping on a piece of plywood for how stiff it was and the hotel staff wouldn't let us have more than 2 towels at a time for 3 occupants in the room. Also, the temp in the pool and "hot" tub need to be monitored- they were FREEZING. Pretty poor stay. The waffle in the morning was the saving grace."
Christine 1-night trip
Posted 2 hours ago
Super 8 by Wyndham Madison South

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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 located near University of Wisconsin-Madison. Offers a health club, an indoor pool, and a sauna. DoubleTree by Hilton Madison East: Provides a snack bar/deli, an indoor pool, and complimentary wired internet access. Tru by Hilton Madison West, WI: Hotel located near University of Wisconsin-Madison. Offers a full-service spa, an indoor pool, and a snack bar/deli. The Edgewater: Features free self parking, an indoor pool, and complimentary wireless internet access.
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.