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

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Check availability on Windsor Romantic Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Windsor romantic hotels

A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.
A modern bar area with a long counter, bar stools, and a television mounted above the bar.
An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.
A spacious lobby with a stone wall, large windows, and comfortable seating areas.

1. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
United States
renee
CA $131
CA $151 total
includes taxes & fees
Oct 18 - Oct 19
Cambria Hotel Madison East
An outdoor patio area with wicker furniture, a central fire pit, and a building with a brick facade in the background.
A modern hotel lobby with a bar area, seating, and a large screen displaying a video.
A multi-story hotel with a prominent 'Courtyard' sign, featuring a brick facade, multiple balconies, and a well-lit entrance area.
A hotel room with a large bed, a sitting area with a red sofa, a small table, and a bathtub.

2. Courtyard by Marriott Madison East

Courtyard by Marriott Madison East
Madison
United States
William
CA $139
CA $160 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Madison East
A restaurant with wooden beams, a bar area, and teal chairs.
A living room with a brown leather sofa, a wooden coffee table, and a fireplace.
A living room with a fireplace, leather sofa, wooden coffee table, and a black leather armchair.
An outdoor seating area with metal chairs and a wooden pergola.

3. The Mill Hotel

The Mill Hotel
Waunakee
Canada
Tegan
CA $202
CA $223 total
includes taxes & fees
Oct 20 - Oct 21
The Mill Hotel
A modern restaurant with a bar area, large windows with a city view, and a unique ceiling light fixture.
A modern hotel lobby with a fireplace, comfortable seating, and a view of a historic building.
A dining area with a view of a large dome building through large windows.
A bar area with seating and a counter.

4. The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club
Downtown Madison
United States
Lori
CA $180
CA $208 total
includes taxes & fees
Oct 25 - Oct 26
The Madison Concourse Hotel and Governor's Club
A spacious lounge area with a sofa set, a coffee table, and a fireplace.
An indoor swimming pool with a slide, a diving board, and a no diving sign.
A spacious conference room with a long table, multiple chairs, and a modern chandelier.
A Hampton Inn & Suites hotel with a covered entrance, a parking lot, and well-maintained landscaping.

5. Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West
Madison
United States
Michelle
CA $121
CA $139 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn & Suites Madison-West
A modern hotel dining area with a self-service breakfast station, a refrigerator with beverages, and a buffet with various food items.
A hotel room with a flat-screen TV mounted on the wall, a sofa, a dining table, and a kitchenette area with cabinets and a microwave.
A spacious living area with a sofa, coffee table, and a fireplace. A staircase leads to an upper level, and a kitchen area is visible in the background.
A modern living room with a flat-screen TV, fireplace, comfortable seating, and large windows.

6. Best Western West Towne Suites

Best Western West Towne Suites
Madison
United States
Cheryl
CA $108
CA $125 total
includes taxes & fees
Oct 4 - Oct 5
Best Western West Towne Suites
A hotel entrance with a marquee sign, a flag, and a well-lit facade.
A hotel lobby with a bar area, large windows, and a patterned carpet.
A hotel room with a large window, a flat-screen TV, a sofa, two armchairs, and a small round table.
A large indoor swimming pool with clear water, surrounded by a tiled floor and a glass railing.

7. Best Western Premier Park Hotel

Best Western Premier Park Hotel
Downtown Madison
United States
Annet
CA $203
CA $235 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Premier Park Hotel
A room with a large display of colorful items in glass containers, a sofa, and a coffee table.
A modern building with a courtyard featuring outdoor seating, a tree with lights, and a bench.
A hotel with a modern facade, large windows, and a prominent entrance.
A hotel reception area with a large sign reading "Indigo" and "Hotel Indigo Madison." There is a reception desk with a computer and a chair. The area has a modern design with exposed pipes and a wooden ceiling.

8. Hotel Indigo Madison Downtown by IHG

Hotel Indigo Madison Downtown by IHG
Downtown Madison
United States
Andrew
CA $215
CA $259 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Indigo Madison Downtown by IHG
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.
A spacious room with a large window, a sofa, a coffee table, and a lamp.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.

9. The Edgewater

The Edgewater
Downtown Madison
United States
David
CA $275
CA $353 total
includes taxes & fees
Oct 18 - Oct 19
The Edgewater
A rooftop terrace with red chairs, a fire pit, and a deer statue.
A cozy bar area with a checkered floor, wooden bar stools, and a seating area with a sofa and wicker chairs.
A storefront with a neon sign reading "Camp Trippalindee."
A hotel lobby with a reception desk, seating area, and a view of the outside.

10. Graduate by Hilton Madison

Graduate by Hilton Madison
Downtown Madison
United States
eric
CA $209
CA $266 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Madison
View all properties

Top Windsor Hotel Reviews

The Edgewater

The Edgewater

10/10 Excellent
"Great room with a view of the water. Staff were friendly and we enjoyed the bar. Walking distance to downtown."
MELISSA 1-night trip
Posted 15 hours ago
The Edgewater

Frequently asked questions

Searching for romantic hotels in Windsor?
Are you looking for a romantic vacation? Our guests also enjoy Windsor for its restaurants. If you want to explore the area, you might head to Mousehouse Cheesehaus. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, 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, check out these details about year-round temperatures in Windsor: 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.
What is there to do in Windsor?
There's nothing better than experiencing 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 center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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