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
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Windsor hotels with a pool

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.
NT$1,994
NT$2,104 total
includes taxes & fees
Sep 7 - Sep 8
Days Inn by Wyndham Madison NE/Windsor

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.
NT$3,202
NT$3,538 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Deforest (Madison Area) by IHG

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.
NT$2,721
NT$3,007 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Inn & Suites Madison North

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.
NT$1,986
NT$2,294 total
includes taxes & fees
Sep 7 - Sep 8
La Quinta Inn & Suites by Wyndham Madison American Center

5. 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.
NT$2,282
NT$2,568 total
includes taxes & fees
Sep 23 - Sep 24
Quality Inn & Suites Sun Prairie Madison East

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.
NT$3,122
NT$3,606 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites by Marriott Madison East

7. 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.
NT$2,694
NT$3,112 total
includes taxes & fees
Aug 30 - Aug 31
Best Western East Towne Suites

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.
NT$3,105
NT$3,587 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn Madison East Towne Mall Area

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.
NT$3,105
NT$3,587 total
includes taxes & fees
Sep 6 - Sep 7
DoubleTree by Hilton Madison East

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.
NT$3,219
NT$3,718 total
includes taxes & fees
Sep 17 - Sep 18
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"It is a good hotel with good breakfast but hope they change it everyday for some variations."
GEM 2-night trip
Posted 3 hours ago
AmericInn by Wyndham Madison West
The Edgewater

The Edgewater

10/10 Excellent
"great all around"
Dante 1-night trip
Posted 11 hours ago
The Edgewater
Cambria Hotel Madison East

Cambria Hotel Madison East

8/10 Good
"The Person working at the time of arrival was great!!! The rooms were terrible….sink stopped up, etc."
Kelly 1-night trip
Posted 1 day ago
Cambria Hotel Madison East
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 2 days ago
Days Inn by Wyndham Madison NE/Windsor
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

8/10 Good
"Front desk staff were awesome…helping us with things we had forgotten to bring. They also accommodated our friends who had come to visit and play board games in the dining area late into the night. The pool was fun and the room was cleaned daily. Our only concern was that my wife had some difficulty getting into and out of the tub, as it had no non skid surface in the tub."
Arthur 3-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Madison American Center
Fairfield by Marriott Inn & Suites Madison South

Fairfield by Marriott Inn & Suites Madison South

10/10 Excellent
"Nice stay, would come here again!"
Merritt 5-night trip
Posted 10 days ago
Fairfield by Marriott Inn & Suites Madison South

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, 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 like Mousehouse Cheesehaus. During your stay, check out 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 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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