Photo by Joel Holland

Find Hotels with Bars in Windsor, WI

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Check availability on Windsor Hotels with Bars

Our top choices for Windsor hotels with a bar

Desk, free cribs/infant beds, free rollaway beds, free WiFi
Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North
2.0 star property
Windsor
6.6 out of 10, (483)
"Everything was good "
United States
Brittney
The price is NT$2,028
NT$2,281 total
includes taxes & fees
Dec 28 - Dec 29
Super 8 by Wyndham Windsor/Madison North
Lobby
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison
2.5 star property
Leopold
7.2 out of 10, Good, (1492)
"Short stay. Was fine"
United States
Tom
The price is NT$1,591
NT$1,837 total
includes taxes & fees
Jan 13 - 2026/1/14
Baymont Inn & Suites by Wyndham Madison
Exterior
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown
2.5 star property
Downtown Madison
9.6 out of 10, Exceptional, (1005)
"Staff was friendly and the room was clean, for hotel breakfast it was really good"
United States
Josh
The price is NT$2,970
NT$3,430 total
includes taxes & fees
Dec 25 - Dec 26
Hampton Inn & Suites Madison / Downtown
Terrace/patio
Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown
3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (823)
"Nicest Garden Inn I’ve ever stayed in. "
United States
Martin
The price is NT$2,970
NT$3,430 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Madison Downtown
Pool
Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Holiday Inn Hotel & Suites Madison West - Middleton by IHG
3.0 star property
Junction Ridge
8.6 out of 10, Excellent, (449)
"Water park is great for young kids! Nice to have restaurant with good kids menu attached to hotel. "
United States
Alexandra
The price is NT$2,402
NT$2,774 total
includes taxes & fees
Jan 9 - 2026/1/10
Holiday Inn Hotel & Suites Madison West - Middleton by IHG
Restaurant
The Mill Hotel

The Mill Hotel

The Mill Hotel
3.0 star property
Waunakee
9.4 out of 10, Exceptional, (61)
"Extremely clean room, self check in was a breeze, place was completely silent and we only saw one other guest the entire time we were there. The coffee bar was a very sweet addition! "
United States
Alicia
The price is NT$2,745
NT$3,033 total
includes taxes & fees
Dec 16 - Dec 17
The Mill Hotel
View from room
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1005)
"Great stay!"
United States
Joanie
The price is NT$3,044
NT$3,516 total
includes taxes & fees
Dec 22 - Dec 23
DoubleTree by Hilton Madison Downtown
Reception
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1007)
"Friendly staff, clean rooms, really enjoyed my stay!"
United States
Laura
The price is NT$3,300
NT$3,811 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Madison East
Exterior
Best Western Premier Park Hotel

Best Western Premier Park Hotel

Best Western Premier Park Hotel
4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1006)
"Great place to stay!"
United States
Celeste
The price is NT$3,192
NT$3,687 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Premier Park Hotel
View from property
Marriott Madison West

Marriott Madison West

Marriott Madison West
3.5 star property
Madison
8.4 out of 10, Very Good, (765)
"Staff was wonderful and friendly, especially the FD Agent on Saturday night, can't recall his name. "
United States
Paul
The price is NT$2,620
NT$2,974 total
includes taxes & fees
Dec 19 - Dec 20
Marriott Madison 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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Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Great location! The rooms were great and the beds were very comfortable! The pool, sauna jacuzzi and gym were fantastic! The people were very nice too. "
Nyiesha Gradney 3-night trip
Posted 2 days ago
The Madison Concourse Hotel and Governor's Club

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Frequently asked questions

Searching for hotels with bars in Windsor?
Let Expedia help you find the perfect hotel in Windsor or in the larger area that has a bar where you can enjoy a late-night cocktail. While you're here, consider a visit to Mousehouse Cheesehaus.
What are the best hotels with bars in Windsor?
Here are some favorite hotels with bars in and around Windsor: Days Inn by Wyndham Madison NE/Windsor: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. The Madison Concourse Hotel and Governor's Club: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hampton Inn & Suites Madison-West: Hotel with restaurant. Enjoy the 4 bars, full-service spa, and breakfast. DoubleTree by Hilton Madison East: Enjoy the bar, free breakfast, and free WiFi. The Edgewater: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Windsor?
If you have time to explore, consider visiting East Towne Mall, Sun Prairie Ice Arena, and Olbrich Botanical Gardens, and then find a cozy spot for a nightcap. Other places to see include Mousehouse Cheesehaus. Windsor is appreciated for its restaurants.
When is the best time to visit Windsor?
Visiting local bars in Windsor is more fun in good weather. These temperatures and rainfall averages can help you choose the best time for bar hopping. 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.
How can I get to Windsor and around the area?
You might want to make the most of these transportation options in and around Windsor: Fly into Dane County Regional Airport (MSN), which is located 5.6 mi (9.1 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.