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Search Hotels with Pool in Windsor

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Check availability on Windsor Hotels with Pool

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Windsor Hotels with Pool

Indoor pool, pool loungers
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 star property
Madison
9.0 out of 10, Wonderful, (1005)
"Nice place to stay with the family."
United States
cory
The price is 1.550.732 ₫
1.791.094 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Madison-West
Indoor pool, pool loungers
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 star property
Downtown Madison
9.6 out of 10, Exceptional, (1013)
"Great experience, would definitely stay again! "
United States
Shalyn
The price is 2.510.710 ₫
2.899.975 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Madison / Downtown
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1002)
"Friendly staff, clean rooms, really enjoyed my stay!"
United States
Laura
The price is 2.381.482 ₫
2.750.704 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Madison East
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, (1012)
"Clean room, nice place "
United States
Duane
The price is 1.636.445 ₫
1.726.377 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Days Inn by Wyndham Madison NE/Windsor
Exercise/lap pool
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1015)
"Great place to stay!"
United States
Celeste
The price is 2.699.013 ₫
3.117.359 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Best Western Premier Park Hotel
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, (1386)
"Great hotel "
United States
Brett
The price is 1.995.117 ₫
2.304.361 ₫ total
includes taxes & fees
17 Dec - 18 Dec
La Quinta Inn & Suites by Wyndham Madison American Center
Room, 1 King Bed, Poolside | Premium bedding, in-room safe, desk, blackout curtains
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 star property
Downtown Madison
9.4 out of 10, Exceptional, (3340)
"Very lovely place with gracious staff!"
United States
Sarah J
The Madison Concourse Hotel and Governor's Club
Indoor pool
Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East

2.5 star property
Madison
9.2 out of 10, Wonderful, (1001)
"Great location and a knowledgeable staff "
United States
Dan
The price is 2.555.737 ₫
2.951.875 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Madison East
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Hyatt Place Madison Downtown

Hyatt Place Madison Downtown

3.0 star property
Downtown Madison
9.2 out of 10, Wonderful, (1000)
"Quite hotel, close to everything, and they have a pool!!!"
United States
Kenneth
The price is 3.062.137 ₫
3.536.768 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place Madison Downtown
Indoor pool
Hampton Inn Madison East Towne Mall Area

Hampton Inn Madison East Towne Mall Area

2.5 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1001)
"Great woman at the front desk; friendly and efficient"
United States
Phil
The price is 2.510.900 ₫
2.900.089 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn Madison East Towne Mall Area
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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Top Windsor Hotel Reviews

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Frequently asked questions

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 Sun Prairie Ice Arena. 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.