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

Find Romantic Hotels in Windsor, WI from CA $98

  • 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 Romantic Hotels

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

Pool
Exterior
Fitness facility
Lobby

1. Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
Windsor
United States
Maira
CA $93
CA $98 total
includes taxes & fees
Sep 14 - Sep 15
Days Inn by Wyndham Madison NE/Windsor
Room
Exterior
Laundry room
Lobby

2. Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North
Windsor
United States
Sheila
CA $104
CA $116 total
includes taxes & fees
Sep 13 - Sep 14
Super 8 by Wyndham Windsor/Madison North
Pool
Room
Suite, 1 King Bed with Sofa bed, Non Smoking, Kitchenette (Whirlpool, Living Room)
Lobby

3. Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
De Forest
United States
Shannon
CA $115
CA $127 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Madison North
Room
Indoor pool
Suite, 1 King Bed with Sofa bed
Bathroom

4. Holiday Inn Express Deforest (Madison Area) by IHG

Holiday Inn Express Deforest (Madison Area) by IHG
De Forest
United States
Thanyalak
CA $131
CA $145 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express Deforest (Madison Area) by IHG
Lobby
Deluxe Suite, 1 Bedroom, Non Smoking
Lobby
Room

5. La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center
Madison
United States
Aisa
CA $98
CA $114 total
includes taxes & fees
Sep 20 - Sep 21
La Quinta Inn & Suites by Wyndham Madison American Center
Pool
Suite, 1 King Bed, Non Smoking
Breakfast area
Lobby

6. Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
Sun Prairie
United States
Sherry
CA $94
CA $106 total
includes taxes & fees
Oct 11 - Oct 12
Quality Inn & Suites Sun Prairie Madison East
Pool
Lobby
Pool
Lobby

7. Best Western East Towne Suites

Best Western East Towne Suites
Madison
United States
Tarra
CA $123
CA $142 total
includes taxes & fees
Sep 13 - Sep 14
Best Western East Towne Suites
Exterior
Restaurant
Room
Pool

8. Holiday Inn Madison at The American Center by IHG

Holiday Inn Madison at The American Center by IHG
Madison
United States
Mary Jo
CA $131
CA $152 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Madison at The American Center by IHG
Pool
Room
Front of property
Fitness facility

9. Hampton Inn Madison East Towne Mall Area

Hampton Inn Madison East Towne Mall Area
Greater Sandburg
United States
Cami
CA $135
CA $156 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Madison East Towne Mall Area
Whirlpool room, 1 King Bed, Non Smoking
Lobby
Suite, 1 Queen Bed, Non Smoking (Efficiency)
Breakfast area

10. Super 8 by Wyndham Sun Prairie/Madison E

Super 8 by Wyndham Sun Prairie/Madison E
Sun Prairie
United States
Cornelio
CA $95
CA $107 total
includes taxes & fees
Sep 13 - Sep 14
Super 8 by Wyndham Sun Prairie/Madison E
View all properties

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"The best hotel in Madison, IMO, and I have stayed in quite a few of them. We loved everything about our recent stay. The room was clean, with a great view, the exercise room was far better than most, with a bigger space and more equipment. The pool was spacious, and the pool area has a sauna and a hot tub. We also loved the on site parking, at a reasonable price in a secure lot. And our parking was good until 6:00pm, day of checkout, which was much appreciated. The location is just a short walk to CapitolSquare and State St. The staff was super nice and helpful, and there’s a Starbucks in the lobby, so what more could you ask for?"
Debbie 2-night trip
Posted 9 hours ago
The Madison Concourse Hotel and Governor's Club

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.

Explore a world of travel with Expedia