Photo by Joel Holland

Search Cottages in Windsor

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Cottages in Windsor

No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

Exterior
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2.0 star property
Windsor
7.2 out of 10, Good, (1000)
"Everything was great! Nice and clean rooms, close to the city, and easy to find are on the top of my list for this spot."
United States
Adrian
The price is AED 228
AED 240 total
includes taxes & fees
14 Dec - 15 Dec
Days Inn by Wyndham Madison NE/Windsor
Exterior
Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North

2.0 star property
Windsor
6.6 out of 10, (482)
"Clean, friendly service"
United States
Beth
The price is AED 239
AED 269 total
includes taxes & fees
31 Dec - 1 January 2026
Super 8 by Wyndham Windsor/Madison North
Exterior
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 star property
Madison
9.0 out of 10, Wonderful, (1015)
"Nice place to stay with the family."
United States
cory
The price is AED 247
AED 285 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Madison-West
Property entrance
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 star property
Madison
9.4 out of 10, Exceptional, (1018)
"Friendly staff, good breakfast, and very clean facility "
United States
Nelly
The price is AED 247
AED 285 total
includes taxes & fees
4 Jan - 5 January 2026
Tru by Hilton Madison West, WI
Exterior
Sleep Inn & Suites Oregon - Madison

Sleep Inn & Suites Oregon - Madison

2.5 star property
Oregon
9.4 out of 10, Exceptional, (347)
"Nice room, friendly staff "
United States
Ryan
The price is AED 283
AED 321 total
includes taxes & fees
4 Jan - 5 January 2026
Sleep Inn & Suites Oregon - Madison
Exterior
Embassy Suites By Hilton Madison Downtown

Embassy Suites By Hilton Madison Downtown

3.5 star property
Downtown Madison
9.8 out of 10, Exceptional, (449)
"We had a very nice stay and the staff was very friendly. The room was nice and clean and the breakfast was great. 👍"
United States
Ronald
The price is AED 379
AED 438 total
includes taxes & fees
20 Dec - 21 Dec
Embassy Suites By Hilton Madison Downtown
Bathroom shower
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 star property
Leopold
7.2 out of 10, Good, (1491)
"Short stay. Was fine"
United States
Tom
The price is AED 202
AED 233 total
includes taxes & fees
6 Jan - 7 January 2026
Baymont Inn & Suites by Wyndham Madison
Exterior
Spark By Hilton Madison Central

Spark By Hilton Madison Central

3.0 star property
Madison
9.6 out of 10, Exceptional, (17)
"Beautiful hotel and very good customer service! "
United States
Vasiliki
The price is AED 276
AED 319 total
includes taxes & fees
14 Dec - 15 Dec
Spark By Hilton Madison Central
Exterior
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3.0 star property
Madison
8.2 out of 10, Very Good, (1382)
"Great hotel "
United States
Brett
The price is AED 278
AED 321 total
includes taxes & fees
11 Dec - 12 Dec
La Quinta Inn & Suites by Wyndham Madison American Center
Exterior
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1010)
"Friendly staff, clean rooms, really enjoyed my stay!"
United States
Laura
The price is AED 389
AED 449 total
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Madison East
Exterior
Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East

2.5 star property
Sun Prairie
8.4 out of 10, Very Good, (915)
"Room was clean. Check in was easy and the staff was really nice"
United States
Josh
The price is AED 250
AED 281 total
includes taxes & fees
6 Jan - 7 January 2026
Quality Inn & Suites Sun Prairie Madison East
Exterior
Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North

2.5 star property
De Forest
8.8 out of 10, Excellent, (909)
"Clean room - staff was very friendly and helpful - food was delicious!!"
United States
Kimberly
The price is AED 322
AED 356 total
includes taxes & fees
30 Dec - 31 Dec
Comfort Inn & Suites Madison North
Exterior
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 star property
Downtown Madison
9.6 out of 10, Exceptional, (1004)
"Staff was friendly and the room was clean, for hotel breakfast it was really good"
United States
Josh
The price is AED 350
AED 404 total
includes taxes & fees
1 Jan - 2 January 2026
Hampton Inn & Suites Madison / Downtown
Exterior
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3.0 star property
Madison
8.8 out of 10, Excellent, (1205)
"Very good stay"
United States
Ann
The price is AED 290
AED 335 total
includes taxes & fees
9 Dec - 10 Dec
AmericInn by Wyndham Madison West
Exterior
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2.0 star property
Madison
6.6 out of 10, (1005)
"Excellent "
United States
Maria
The price is AED 149
AED 172 total
includes taxes & fees
21 Dec - 22 Dec
Motel 6 Madison, WI - East
Indoor pool, sun loungers
Best Western East Towne Suites

Best Western East Towne Suites

2.5 star property
Madison
8.2 out of 10, Very Good, (1002)
"Room was clean, parking is easy, breakfast was good, staff was friendly and available. "
United States
BARBARA
The price is AED 312
AED 361 total
includes taxes & fees
10 Dec - 11 Dec
Best Western East Towne Suites
Front of property
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 star property
Junction Ridge
8.0 out of 10, Very Good, (1100)
"Lovely property friendly staff."
United States
Jean
The price is AED 222
AED 256 total
includes taxes & fees
14 Dec - 15 Dec
Baymont by Wyndham Madison West/Middleton WI West
Exterior
Country Inn & Suites by Radisson, Madison West, WI

Country Inn & Suites by Radisson, Madison West, WI

2.5 star property
Middleton
8.8 out of 10, Excellent, (1004)
"Wonderful for our weekend trip to the area. "
United States
Kimberly
The price is AED 264
AED 300 total
includes taxes & fees
14 Dec - 15 Dec
Country Inn & Suites by Radisson, Madison West, WI
Exterior
Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown

3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (819)
"Nicest Garden Inn I’ve ever stayed in. "
United States
Martin
The price is AED 350
AED 404 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Madison Downtown
Exterior
Fairfield by Marriott Inn & Suites Madison South

Fairfield by Marriott Inn & Suites Madison South

2.5 star property
Madison
9.2 out of 10, Wonderful, (108)
"Very nice hotel overall"
United States
Ruth
The price is AED 371
AED 428 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield by Marriott Inn & Suites Madison South
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"Staff was friendly and the room was clean, for hotel breakfast it was really good"
Josh 1-night trip
Posted 2 days ago
Hampton Inn & Suites Madison / Downtown

Frequently asked questions

Why book your cottage in Windsor with Expedia?
Reserving a cottage in Windsor is as simple as clicking on your travel dates and picking your ideal place for a vacation in nature. From upscale retreats to inexpensive properties and cottages that include perks like a pool, Expedia has something for all tastes. As for the best offers around? We've got you covered!
How can I find cheap cottages in Windsor?
Expedia can help you locate cheap cottages in Windsor. To book your dream stay in a few clicks, try out the filter tool to refine your search results by budget, amenities and star rating.