Photo by Joel Holland

Romantic Hotels & Resorts in Windsor from AU$128

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Check availability on Windsor Romantic Hotels

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Our top choices for Windsor romantic hotels

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1001)
"Friendly staff, clean rooms, really enjoyed my stay!"
United States
Laura
The price is AU$182
includes taxes & fees
26 Dec - 27 Dec
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1000)
"Great stay!"
United States
Joanie
The price is AU$177
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree by Hilton Madison Downtown

Courtyard by Marriott Madison East

Courtyard by Marriott Madison East
3.0 star property
Madison
9.0 out of 10, Wonderful, (639)
"Nice hotel clean and staff was nice. "
United States
Barbara
The price is AU$164
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Madison East

Best Western Premier Park Hotel

Best Western Premier Park Hotel
4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1002)
"Great place to stay!"
United States
Celeste
The price is AU$176
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Premier Park Hotel

Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton
3.0 star property
Middleton
9.0 out of 10, Wonderful, (1000)
"Clean room and friendly staff"
United States
Sharon
The price is AU$137
includes taxes & fees
3 Jan - 4 Jan 2026
Hilton Garden Inn Madison West/Middleton

Wyndham Garden Madison Fitchburg

Wyndham Garden Madison Fitchburg
3.0 star property
Madison
8.4 out of 10, Very good, (1002)
"Room was exactly what we needed, and we always appreciate a free breakfast!"
United States
Karen
The price is AU$128
includes taxes & fees
30 Dec - 31 Dec
Wyndham Garden Madison Fitchburg

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, (3387)
"Very lovely place with gracious staff!"
United States
Sarah J
The Madison Concourse Hotel and Governor's Club

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, (453)
"Water park is great for young kids! Nice to have restaurant with good kids menu attached to hotel. "
United States
Alexandra
The price is AU$136
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Cambria Hotel Madison East

Cambria Hotel Madison East
3.0 star property
Madison
8.8 out of 10, Excellent, (1004)
"Kind staff, clean room, comfortable bed."
United States
Byron
The price is AU$185
includes taxes & fees
4 Jan - 5 Jan 2026
Cambria Hotel Madison East

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison
3.0 star property
Regent
9.2 out of 10, Wonderful, (1000)
"Staff were friendly and kind. Shuttle service was amazing"
Canada
Marilyn
The price is AU$186
includes taxes & fees
29 Dec - 30 Dec
Best Western Plus InnTowner Madison
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.

Top Windsor Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Windsor?
Are you and your partner in need of a romantic getaway? Our guests also enjoy Windsor for its restaurants. If you want to explore the area, you might head to Mousehouse Cheesehaus. If you'd like to stay close to a certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Windsor?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Windsor: 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.
What is there to do in Windsor?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Windsor has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Windsor for its restaurants. Mousehouse Cheesehaus is one of the local sights that might be worth a stop.
What's the best way to get to Windsor and around town during my romantic getaway?
This information about transportation options in Windsor might help your romantic trip get off to a smooth start: To get to Windsor, you can fly into Dane County Regional Airport (MSN), which is the closest major airport, located 5.6 mi (9.1 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.

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