Windsor Holidays

Photo by Joel Holland

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Top hotels in Windsor

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2 out of 5
6311 Rostad Dr, I-90/94 and Hwy 19, Windsor, WI
Fully refundableReserve now, pay when you stay
The price is S$86 per night from 12 Oct to 13 Oct
S$86
12 Oct - 13 Oct
includes taxes & fees
7/10 Good! (975 reviews)
"The staff at the front desk was very friendly. The rooms were clean. The dining area ran out of some food and the garbage was overflowing. I did not see a diningroom attendent."

Reviewed on 3 Oct, 2025

Days Inn by Wyndham Madison NE/Windsor
Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North

2 out of 5
4506 Lake Circle, Windsor, WI
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 12 Oct to 13 Oct
S$96
12 Oct - 13 Oct
includes taxes & fees
6.4/10 (479 reviews)
"Clean, friendly service"

Reviewed on 29 Jun, 2025

Super 8 by Wyndham Windsor/Madison North
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,167 reviews)
"Great location and great service. Hotel bar was a lifesaver"

Reviewed on 4 Oct, 2025

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The Madison Concourse Hotel and Governor's Club
See all 389 properties in Windsor
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.

Popular places to visit

Henry Vilas Zoo

Henry Vilas Zoo

Why not visit the native and exotic animals who call Henry Vilas Zoo home during your travels in Madison? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Henry Vilas Zoo

East Towne Mall

You can enjoy retail therapy at East Towne Mall during your trip to Madison. Savour the lively bars and top-notch restaurants while in town.

East Towne Mall

What to do in Windsor

Trolley Pub Public Tour

Trolley Pub Public Tour

S$58
per adult
Trolley Pub Public Tour
Haunted Madison Capitol Building on Madison Ghosts Haunted Walking Tour

Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

S$41
per adult
Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
See all activities in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.