A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windsor cottages

A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
4.0 star property
City Centre
8.8 out of 10, Excellent, (3,506 reviews)
"Great layout and fun place to stay"
United States
rodney
$71 nightly
The price is $85
Oct 12 - Oct 13
Total with taxes and fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
A Stonecroft Inn with a stone facade, large windows, and a covered entrance.

2. Stonecroft Inn

Stonecroft Inn
3.0 star property
South Windsor
9.6 out of 10, Exceptional, (1,734 reviews)
"Great place to stay for one night"
Canada
Sarah
$93 nightly
The price is $111
Sep 23 - Sep 24
Total with taxes and fees
Stonecroft Inn
A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

3. Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
2.5 star property
Downtown Windsor
8.8 out of 10, Excellent, (1,477 reviews)
"Great location and breakfast was good!"
Canada
Janette
$103 nightly
The price is $123
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
A modern hotel building with a prominent sign reading "HYATT PLACE".

4. Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (784 reviews)
"Great property - would stay again!"
Canada
Eleousa
$108 nightly
The price is $130
Sep 28 - Sep 29
Total with taxes and fees
Hyatt Place Windsor
A Hampton Inn & Suites hotel with a modern facade, multiple windows, and a prominent entrance.

5. Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
9.0 out of 10, Wonderful, (1,018 reviews)
"Clean, Nice staff, Good location."
Canada
Byeonghun
$93 nightly
The price is $111
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.

6. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,170 reviews)
"Great staff and very clean"
United States
Tim
$110 nightly
The price is $132
Sep 30 - Oct 1
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
A tall building with a modern design, a restaurant named 'River Room' at the base, and a distinctive logo on the facade.

7. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.4 out of 10, Very good, (1,276 reviews)
"I've stayed here several times in the past and the quality and hospitality is always impeccable."
United States
Michael
$96 nightly
The price is $115
Sep 28 - Sep 29
Total with taxes and fees
Best Western Plus Waterfront Hotel
A Super 8 motel with a parking lot, multiple floors, and a large sign.

8. Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
2.0 star property
Remington Park
8.0 out of 10, Very good, (1,001 reviews)
"Clean room and very comfortable breakfast was ready on time parking available and helpful staff"
Canada
Intisar
$64 nightly
The price is $77
Oct 4 - Oct 5
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
A hotel entrance with a covered patio, a sign for 'SureStay by Best Western', and a clear blue sky.

9. SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor
2.5 star property
Remington Park
8.0 out of 10, Very good, (1,118 reviews)
"The room was clean and quiet, bed was comfortable, location was convenient."
United States
Lorraine
$60 nightly
The price is $72
Sep 30 - Oct 1
Total with taxes and fees
SureStay Plus by Best Western Windsor
A building with a covered entrance, a brick facade, and a well-maintained lawn with trees.

10. Super 8 by Wyndham Ambassador Bridge Windsor ON

Super 8 by Wyndham Ambassador Bridge Windsor ON
2.0 star property
Sandwich
7.6 out of 10, Good, (1,001 reviews)
"It was extremely family friendly. Breakfast was great too."
Canada
Andrew
$64 nightly
The price is $77
Sep 23 - Sep 24
Total with taxes and fees
Super 8 by Wyndham Ambassador Bridge Windsor ON
A Comfort Inn & Suites hotel with a covered parking area, brick exterior, and a clear sky.

11. Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
2.5 star property
South Cameron
8.0 out of 10, Very good, (1,584 reviews)
"A very enjoyable stay."
Canada
Dave
$63 nightly
The price is $75
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
A Kenora Office building with a parking lot and a parked car.

12. Kenora Motel

Kenora Motel
2.0 star property
South Cameron
8.6 out of 10, Excellent, (698 reviews)
"good for overnight sleep stay"
Canada
Gaurav
$57 nightly
The price is $68
Sep 23 - Sep 24
Total with taxes and fees
Kenora Motel
A Lexington Inn & Suites with a covered walkway, multiple windows, and a parking area.

13. Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor
2.5 star property
Devonshire
7.6 out of 10, Good, (1,118 reviews)
"Great place to stay."
Canada
Loida
$48 nightly
The price is $57
Sep 27 - Sep 28
Total with taxes and fees
Lexington Inn & Suites Windsor
A Holiday Inn hotel with a brick facade, multiple floors, and a covered entrance area.

14. Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
3.5 star property
Sandwich
7.4 out of 10, Good, (1,006 reviews)
"Hotel is ideally located on Huron-Church approximately 1km from Ambassador Bridge. Several eateries within walking distance. Restaurant at hotel only serves breakfast."
United States
Gary
$68 nightly
The price is $82
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
A hotel named "Quality Inn & Suites" with a modern design, featuring a prominent sign and a flag.

15. Quality Inn & Suites Downtown Windsor

Quality Inn & Suites Downtown Windsor
2.5 star property
Downtown Windsor
8.4 out of 10, Very good, (1,001 reviews)
"Clean room,best staff,breakfast, hot tub"
Canada
umurisa
$75 nightly
The price is $89
Oct 4 - Oct 5
Total with taxes and fees
Quality Inn & Suites Downtown Windsor
A multi-story hotel with a brick facade, multiple entry points, and illuminated signage.

16. TownePlace Suites by Marriott Windsor

TownePlace Suites by Marriott Windsor
3.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (808 reviews)
"Safe, quiet, friendly staff and clean."
United States
Alycia
$124 nightly
The price is $149
Sep 27 - Sep 28
Total with taxes and fees
TownePlace Suites by Marriott Windsor
A multi-story hotel with a prominent signage reading "FOUR POINTS BY SHERATON".

17. Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
3.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (984 reviews)
"Clean and convenient."
Canada
rene
$94 nightly
The price is $113
Oct 18 - Oct 19
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
A Comfort Inn hotel with a prominent blue sign, a well-maintained lawn, and a clear sky.

18. Comfort Inn Windsor

Comfort Inn Windsor
2.5 star property
South Windsor
8.6 out of 10, Excellent, (1,002 reviews)
"Hotel is in a good location for access to Windsor. I found staff helpful and enjoyed my stay."
Canada
Michael
$71 nightly
The price is $85
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn Windsor
A historic building with a central fountain, large windows, and a brick facade.

19. Sandwich Boutique Hotel

Sandwich Boutique Hotel
3.0 star property
Sandwich
9.4 out of 10, Exceptional, (33 reviews)
"sort of. a good craft beer pub nearby"
Canada
keith
$75 nightly
The price is $90
Oct 7 - Oct 8
Total with taxes and fees
Sandwich Boutique Hotel
A two-story house with a green front door and a number '1104' displayed above it.

20. Ye Olde Walkerville Bed & Breakfast

Ye Olde Walkerville Bed & Breakfast
3.5 star property
Walkerville
9.6 out of 10, Exceptional, (390 reviews)
"Lovely B&B. Would definitely stay again"
Canada
Brenda
$90 nightly
The price is $108
Sep 23 - Sep 24
Total with taxes and fees
Ye Olde Walkerville Bed & Breakfast
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.
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Top Windsor Hotel Reviews

SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

8/10 Good
"In the night there is no availability of water"
Alberto 2-night trip
Posted 2 hours ago
SureStay Plus by Best Western Windsor

Find out more about Windsor

Windsor Cottages information

Number of reviews
9,160
Accommodation
41 Cottages
Lowest Price
$57
Highest Price
$149

Frequently asked questions

Why book your cottage in Windsor with Expedia?
Booking a cottage in Windsor is as easy as deciding on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost properties and cottages that offer amenities like a kitchenette, Expedia has something for all tastes and styles. As for epic deals? We've got them too!
How can I find cheap cottages in Windsor?
With Expedia's handy filter tool, comparing cheap cottages in Windsor is a snap. To discover accommodations that are friendly on the wallet, refine your search by budget, star rating and amenities.
What is there to do in Windsor near my cottage?
Windsor has enough experiences and sights to keep you on the go for weeks, beginning with Detroit Windsor Tunnel. Caesars Casino, Caesars Windsor and Adventure Bay Family Water Park are other awesome attractions. If you're lingering longer, Ambassador Bridge and Windsor Riverfront will round off your itinerary nicely.

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