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 availability on Windsor Winery Hotels

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Windsor hotels with winery

A cozy living room with a tufted sofa, a floral rug, a Christmas tree, and a painting on the wall.

1. Ye Olde Walkerville Bed & Breakfast

Ye Olde Walkerville Bed & Breakfast
3.5 star property
Walkerville
9.6 out of 10, Exceptional, (392 reviews)
"Lovely B&B. Would definitely stay again"
Canada
Brenda
The price is NT$2,738
NT$3,280 total
includes taxes & fees
Nov 20 - Nov 21
Ye Olde Walkerville Bed & Breakfast
A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.

2. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,174 reviews)
"Great staff and great rooms"
United States
Robert
The price is NT$3,538
NT$4,238 total
includes taxes & fees
Nov 16 - Nov 17
DoubleTree by Hilton Windsor Hotel & Suites
A multi-story hotel with a brick facade, multiple entry points, and illuminated signage.

3. TownePlace Suites by Marriott Windsor

TownePlace Suites by Marriott Windsor
3.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (831 reviews)
"Good location with a wonderful room"
Canada
Bruce
The price is NT$3,340
NT$4,121 total
includes taxes & fees
Nov 23 - Nov 24
TownePlace Suites by Marriott Windsor
A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

4. 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, (3,623 reviews)
"All around great place to stay."
United States
Shelly
The price is NT$1,470
NT$2,342 total
includes taxes & fees
Dec 7 - Dec 8
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

5. Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
4.0 star property
Downtown Windsor
8.8 out of 10, Excellent, (1,487 reviews)
"Clean, convenient and a friendly staff. Great place to stay."
United States
Marshall
The price is NT$3,232
NT$3,871 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Windsor Waterfront by IHG
A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.

6. Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
3.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (1,004 reviews)
"Great location, close to attractions, friendly staff."
Canada
Ian
The price is NT$3,241
NT$3,883 total
includes taxes & fees
Nov 16 - Nov 17
Four Points by Sheraton Windsor Downtown
A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

7. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.4 out of 10, Very good, (1,402 reviews)
"Great place to stay at"
United States
Brandie
The price is NT$3,123
NT$3,741 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Waterfront Hotel
A reception desk with a sign reading "Quality Inn & Suites by Choice".

8. Quality Inn & Suites Downtown Windsor

Quality Inn & Suites Downtown Windsor
2.5 star property
Downtown Windsor
8.4 out of 10, Very good, (1,000 reviews)
"Descent and Breaky has it all! Eggs, bacon, ham, hash browns , sausages and much more!"
Canada
Daniel
The price is NT$2,435
NT$2,917 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn & Suites Downtown Windsor
A Stonecroft Inn with a stone facade, large windows, and a covered entrance.

9. Stonecroft Inn

Stonecroft Inn
3.0 star property
South Windsor
9.6 out of 10, Exceptional, (1,718 reviews)
"Price and location was perfect"
Canada
Sarah
The price is NT$3,023
NT$3,621 total
includes taxes & fees
Nov 8 - Nov 9
Stonecroft Inn
A modern lobby with a sofa, chairs, and a reception desk.

10. Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (829 reviews)
"A great place to have a short stay in Windsor."
Canada
Yuxiang
The price is NT$3,537
NT$4,236 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place Windsor
A historic building with a central fountain, large windows, and a brick facade.

11. Sandwich Boutique Hotel

Sandwich Boutique Hotel
3.0 star property
Sandwich
9.4 out of 10, Exceptional, (33 reviews)
"Great place convenient location clean and safe "
Canada
JEFF
The price is NT$3,119
NT$3,736 total
includes taxes & fees
Nov 9 - Nov 10
Sandwich Boutique Hotel
A modern lounge area with seating, a fireplace, and a television.

12. Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
9.0 out of 10, Wonderful, (1,054 reviews)
"Great hotel to stay at!"
Canada
David
The price is NT$3,076
NT$3,684 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn & Suites by Hilton Windsor
A modern cafe with tables and chairs, a counter with food items, and a view of the outside.

13. Comfort Inn South Windsor

Comfort Inn South Windsor
2.5 star property
South Windsor
8.6 out of 10, Excellent, (1,002 reviews)
"We have stayed here several times and have always been pleased with all aspects of this place."
Canada
HEATHER
The price is NT$2,233
NT$2,675 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn South Windsor
A hotel room with a bed, bedside tables, a desk, a chair, and a bathroom visible through an open door.

14. Kenora Motel

Kenora Motel
2.0 star property
South Cameron
8.6 out of 10, Excellent, (713 reviews)
"It was good stayed for a week staff was very helpful"
Canada
Donna
The price is NT$1,860
NT$2,228 total
includes taxes & fees
Nov 8 - Nov 9
Kenora Motel
A modern hotel room with a large bed, a desk with a chair, a bathroom with a stone backsplash, and a blue accent wall.

15. 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, (1,109 reviews)
"Great for a quick stay"
Canada
Sarah
The price is NT$1,957
NT$2,344 total
includes taxes & fees
Nov 16 - Nov 17
SureStay Plus by Best Western Windsor
A modern living room with grey sofas, a stone accent wall, and large windows offering a view of the outdoors.

16. 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, (1,004 reviews)
"Good place to stay"
Canada
Stanley
The price is NT$1,977
NT$2,367 total
includes taxes & fees
Nov 10 - Nov 11
Super 8 by Wyndham Windsor/Dougall
A hotel room with a large bed, a red bathtub, a desk with a computer, and a mirror reflecting the room.

17. Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor
2.5 star property
Devonshire
7.8 out of 10, Good, (1,124 reviews)
"The staff was very friendly and the parking was very easy."
Canada
Taylor
The price is NT$1,744
NT$2,089 total
includes taxes & fees
Nov 9 - Nov 10
Lexington Inn & Suites Windsor
An indoor swimming pool with clear water, a diving board, and multiple umbrellas.

18. 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, (1,004 reviews)
"Nice place and nice people"
Canada
AHAMD
The price is NT$2,256
NT$2,783 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
A hotel room with a large bed, a nightstand, a chair, and a door leading to another room.

19. Motel 6 Windsor, ON

Motel 6 Windsor, ON
2.0 star property
South Cameron
7.4 out of 10, Good, (876 reviews)
"Great stay at the price the property was clean and very accessible. Great location"
Canada
Harleen Kaur
The price is NT$1,690
NT$2,024 total
includes taxes & fees
Nov 30 - Dec 1
Motel 6 Windsor, ON
A spacious lobby with a fireplace, a reception desk, and a staircase leading to an upper level.

20. Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor
2.0 star property
Devonshire
7.2 out of 10, Good, (1,005 reviews)
"The property and room were very clean, well maintained. Nice affordable option for short stay."
Canada
DEBASIS
The price is NT$1,779
NT$2,131 total
includes taxes & fees
Nov 22 - Nov 23
Travelodge by Wyndham Windsor
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

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

8/10 Good
"Great hotel to stay at!"
David 1-night trip
Posted 2 days ago
Hampton Inn & Suites by Hilton Windsor