𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Windsor (2026)

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

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Our top choices for Windsor hotels

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.

A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.

A gym with treadmills, elliptical machines, and free weights.

A living room with a red sofa, patterned chairs, a glass coffee table, and a fireplace.

1. Days Inn by Wyndham Madison NE/Windsor

Windsor

TARA

S$87

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, desk, chair, and a large painting on the wall.

A lobby with a large welcome sign, leather armchairs, a leather sofa, a clock, and a TV on a stand.

A Whirlpool washer and dryer set in a laundry room with a Pepsi sign on the wall.

A bathroom with a granite countertop sink, a mirror, and a towel rack.

2. Super 8 by Wyndham Windsor/Madison North

Windsor

Oswaldo

S$91

includes taxes & fees

29 Oct - 30 Oct

An indoor swimming pool with a fountain, lounge chairs, and a sunshade.

A bar area with a marble countertop, bar stools, a refrigerator stocked with beverages, and a clock on the wall.

A hotel room with a bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.

A lobby with a staircase, blue sofa, red chairs, a fireplace, and a reception desk.

3. Comfort Inn & Suites Madison North

De Forest

Pennie

S$118

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a bed, a desk, a chair, and a sofa.

A snack and beverage vending area with multiple shelves stocked with various snacks and a refrigerated section with bottled drinks.

A compact hotel bathroom with a sink, mirror, and a small refrigerator.

A breakfast area with a flat-screen TV, a coffee machine, and a water dispenser.

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

De Forest

William

S$134

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.

A modern building with a glass facade, a covered entrance, and a flagpole.

A modern bar area with a counter, seating, and a TV mounted on the wall.

An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.

5. DoubleTree by Hilton Madison East

Greater Sandburg

Humberto

S$156

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.

A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

A gym with treadmills, elliptical machines, free weights, and exercise balls.

6. Hampton Inn Madison East Towne Mall Area

Greater Sandburg

Cami

S$150

includes taxes & fees

29 Oct - 30 Oct

A spacious lobby with a high ceiling, a large chandelier, and a reception desk.

A modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.

An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.

A hotel room with a flat-screen TV mounted on the wall, a kitchenette with a microwave and refrigerator, a desk with a chair, and a green upholstered chair.

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

Madison

Caroline

S$118

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.

A spacious lobby with a stone wall, large windows, and comfortable seating areas.

An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.

An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.

8. Cambria Hotel Madison East

Madison

Juan

S$124

includes taxes & fees

1 Nov - 2 Nov

A Holiday Inn hotel with a glass entrance canopy, brick facade, and green lighting.

A breakfast setting with two plates of eggs, bacon, and toast, a bowl of fruit, and a glass of orange juice.

An indoor swimming pool with a stone wall, a seating area with chairs, and a sign indicating no lifeguard on duty.

A hotel room with a bed, a TV, a desk, a chair, a sofa, and a lamp.

9. Holiday Inn Madison at The American Center by IHG

Madison

Shua

S$111

includes taxes & fees

9 Nov - 10 Nov

An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.

A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.

A spacious lobby with a fireplace, seating area, and a bar.

A hotel room with a desk, computer, printer, and a large mirror.

10. Fairfield Inn & Suites by Marriott Madison East

Madison

Cornel

S$145

includes taxes & fees

29 Oct - 30 Oct

A spacious lobby with a high ceiling, a reception desk, seating area, and a TV screen.

An outdoor patio area with wicker furniture, tables, and chairs.

A hotel reception area with a coffee station, a TV screen displaying a news program, and a counter with various food items.

A modern lobby with a white sofa, blue armchair, and green armchairs. There is a fireplace, a desk with two monitors, and a large abstract painting on the wall.

11. Hilton Garden Inn Madison Sun Prairie

Sun Prairie

Dawn

S$182

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with a fire pit, seating, and a grill.

A hotel room with two beds, a desk, a chair, a TV, and a large window with a view.

A hotel with a modern design, featuring a prominent 'HOME 2' sign, a flag, and a well-lit entrance.

An indoor swimming pool with wooden ceiling beams, seating along the sides, and a view of the outside.

12. Tru By Hilton Madison East

Madison

Scott

S$144

includes taxes & fees

21 Oct - 22 Oct

An indoor swimming pool with two separate sections, one with clear water and the other with a whirlpool feature. There are lounge chairs and umbrellas around the pool area, and large windows providing views of the outside.

A modern building with a covered entrance, large windows, and a visible address sign.

A spacious lobby with a high ceiling, a large chandelier, and a seating area with patterned chairs and a sofa.

A sunlit patio area with cushioned seating, a table, and a large umbrella.

13. Best Western East Towne Suites

Madison

Kerry

S$126

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a wooden ceiling.

A spacious living area with a fireplace, a staircase, and a kitchen area.

A hotel with a prominent 'GrandStay' sign, a covered entrance, and multiple flags including the American flag.

A hotel room with a dining area, kitchenette, and a patterned carpet.

14. GrandStay Hotel & Suites - Waunakee

Waunakee

Daniel

S$140

includes taxes & fees

12 Oct - 13 Oct

An outdoor patio area with wicker furniture, a central fire pit, and a building with a brick facade in the background.

A hotel room with a large bed, a sitting area with a red sofa, a small table, and a bathtub.

A modern lobby with a sofa, ottoman, and seating area with tables.

A multi-story hotel with a prominent 'Courtyard' sign, featuring a brick facade, multiple balconies, and a well-lit entrance area.

15. Courtyard by Marriott Madison East

Madison

scott

S$152

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.

A living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick wall.

A dining area with wooden tables and chairs, a kitchen in the background, and a clock on the wall.

A gym with cardio machines, weight machines, and a mirrored wall.

16. Quality Inn & Suites Sun Prairie Madison East

Sun Prairie

Michael

S$98

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a desk, a chair, a flat-screen TV, and a window with a view.

An indoor swimming pool with clear water, surrounded by lounge chairs and a view of the outside.

A reception desk with a laptop, two chairs, and a colorful striped wall.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

17. Holiday Inn Express & Suites Madison by IHG

Madison

christy

S$170

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a sofa, a desk with a computer, a TV, a dining table with chairs, and a bed.

An indoor swimming pool with clear water, a no diving sign, and a tiled floor.

A hotel room with a sofa, a dining table, a TV, and a door leading to a balcony.

A hotel lobby with a fireplace, a TV, and a bar area.

18. PrimeStay Extended Suites by IHG

Greater Sandburg

John

S$146

includes taxes & fees

18 Oct - 19 Oct

A modern lobby with a seating area, a flat-screen TV, and large windows offering a view of the outside.

A hotel room with two beds, a desk, and a chair.

A modern dining area with a counter, seating, and large windows.

A modern building with large windows and a glass facade, featuring a prominent tower with a flag.

19. Comfort Inn & Suites Madison - Airport

Greater Sandburg

Edryjha

S$101

includes taxes & fees

1 Nov - 2 Nov

A kitchen area with a stone backsplash, a coffee station with dispensers, and a buffet setup with bowls and cups.

A breakfast bar with a chalkboard menu, coffee machines, and a fruit display.

A hotel room with a leather chair, a bedside table with a coffee maker, and a TV mounted on the wall.

A hotel room with two beds, a desk, a chair, and a window with a view of buildings.

20. AmericInn by Wyndham Madison WI

Madison

Judy

S$97

includes taxes & fees

9 Nov - 10 Nov

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Stay near popular Windsor attractions

Mousehouse Cheesehaus

9.0/10 (12 reviews)

Enjoy an outing to Mousehouse Cheesehaus during your stay in Windsor. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.

See properties

Learn more about Windsor

Bike the scenic Lake Windsor Park trails before cooling off at the splash pad on hot summer days. Families gather at Token Creek County Park just outside Windsor for fishing, picnicking, and exploring the natural springs.

See all hotels in Windsor

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"."

DoubleTree by Hilton Madison East

10/10 Excellent

"Rafi was great."

Days Inn & Suites by Wyndham Madison

10/10 Excellent

"."

AmericInn by Wyndham Madison West

10/10 Excellent

"Staff was wonderful. Best breakfast I've had at a hotel. Free happy hour with nachos and popcorn. One of the best hotels I've stayed at. If I'm ever in the area again, I will definitely be back."

Best Western West Towne Suites

8/10 Good

"Aaa"

Motel 6 Madison, WI - East

10/10 Excellent

"Everything is perfect!"

The Dylin

10/10 Excellent

"Good location"

More cheap stays in Windsor

Motel 6 Madison, WI - East

4202 E Towne Blvd Madison WI

S$65

1 Nov - 2 Nov

includes taxes & fees

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr Madison WI

S$87

1 Nov - 2 Nov

includes taxes & fees

Econo Lodge Madison East

4726 E Washington Ave Madison WI

S$91

13 Oct - 14 Oct

includes taxes & fees

Baymont Inn & Suites by Wyndham Madison

2810 Coho Street Madison WI

S$93

18 Oct - 19 Oct

includes taxes & fees

Super 8 by Wyndham Madison South

1602 W Beltline Hwy Madison WI

S$97

26 Oct - 27 Oct

includes taxes & fees

7.2/10 Good! (1,001 reviews)

Comfort Suites Madison West - Middleton

1253 John Q Hammons Dr Madison WI

S$102

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

What's the best place to stay in Windsor?

Days Inn by Wyndham Madison NE/Windsor is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and an indoor pool. Other good choices for your visit to the area are The Madison Concourse Hotel and Governor's Club and Best Western Plus InnTowner Madison. See all available top hotels, or vacation rentals in Windsor.

If I need to cancel my hotel reservation in Windsor, will I receive a refund?

Yes! Most hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

What's the best family accommodation in Windsor?

Days Inn by Wyndham Madison NE/Windsor is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Also, children of all ages will enjoy a visit to Mousehouse Cheesehaus. Find more child-friendly accommodations in Windsor.

What's the best dog-friendly place to stay in Windsor?

Super 8 by Wyndham Windsor/Madison North is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.

What are some hotels with pools in Windsor?

Days Inn by Wyndham Madison NE/Windsor: Features a sauna, an indoor pool and daily. The Madison Concourse Hotel and Governor's Club and Best Western Plus InnTowner Madison are a couple of other choices that offer an on-site pool. View all hotels with pools in Windsor.

What's it like to stay in Windsor?

Budget-minded travellers will find good deals in Windsor, and many visitors will definitely appreciate the restaurants. Tourists can also enjoy the city's shopping and sporting events. In Windsor, there are 5 hotels and other accommodation options to choose from. Find out more about Windsor.

What are the top places to visit in Windsor?

A favourite place to visit is Mousehouse Cheesehaus. You'll also find East Towne Mall and Olbrich Botanical Gardens in the area. Take a look at what more there is to see and do in Expedia's Windsor guide.

What's the weather like 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.

Windsor Hotels from S$65

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windsor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor hotels

1. Days Inn by Wyndham Madison NE/Windsor

2. Super 8 by Wyndham Windsor/Madison North

3. Comfort Inn & Suites Madison North

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

5. DoubleTree by Hilton Madison East

6. Hampton Inn Madison East Towne Mall Area

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

8. Cambria Hotel Madison East

9. Holiday Inn Madison at The American Center by IHG

10. Fairfield Inn & Suites by Marriott Madison East

11. Hilton Garden Inn Madison Sun Prairie

12. Tru By Hilton Madison East

13. Best Western East Towne Suites

14. GrandStay Hotel & Suites - Waunakee

15. Courtyard by Marriott Madison East

16. Quality Inn & Suites Sun Prairie Madison East

17. Holiday Inn Express & Suites Madison by IHG

18. PrimeStay Extended Suites by IHG

19. Comfort Inn & Suites Madison - Airport

20. AmericInn by Wyndham Madison WI

Stay near popular Windsor attractions

Mousehouse Cheesehaus

Learn more about Windsor

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

DoubleTree by Hilton Madison East

Days Inn & Suites by Wyndham Madison

AmericInn by Wyndham Madison West

Best Western West Towne Suites

Motel 6 Madison, WI - East

The Dylin

More cheap stays in Windsor

Motel 6 Madison, WI - East

Baymont by Wyndham Madison West/Middleton WI West

Econo Lodge Madison East

Baymont Inn & Suites by Wyndham Madison

Super 8 by Wyndham Madison South

Comfort Suites Madison West - Middleton

Frequently asked questions

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