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

Windsor Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Swimming Pools

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.

1. 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, (1,013 reviews)
"Great stay"
United States
TARA
The price is RM256
RM270 total
includes taxes & fees
10 Dec - 11 Dec
Days Inn by Wyndham Madison NE/Windsor
A hotel room with a bed, desk, chair, and a large painting on the wall.

2. Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North
2.0 star property
Windsor
6.6 out of 10, (508 reviews)
"Quite clean room! Helpful staff."
United States
Oswaldo
The price is RM300
RM338 total
includes taxes & fees
25 Nov - 26 Nov
Super 8 by Wyndham Windsor/Madison North
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.
View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

8/10 Good
"I’d come back. Our room didn’t have access to the Governor’s Room…so I would try that next time"
Kendrick 2-night trip
Posted 15 hours ago
The Madison Concourse Hotel and Governor's Club

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.

Explore a world of travel with Expedia