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

Find Winery Hotels in Windsor

  • 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 Winery Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

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$2,976
NT$3,564 total
includes taxes & fees
Nov 9 - Nov 10
Ye Olde Walkerville Bed & Breakfast
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

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$3,575
NT$4,282 total
includes taxes & fees
Nov 15 - Nov 16
DoubleTree by Hilton Windsor Hotel & Suites
An outdoor patio area with seating, a grill, and a fire feature.

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$3,375
NT$4,164 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, (3,618 reviews)
"All around great place to stay."
United States
Shelly
The price is NT$1,485
NT$2,366 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$3,266
NT$3,912 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, (1,001 reviews)
"Great location, close to attractions, friendly staff."
Canada
Ian
The price is NT$3,275
NT$3,923 total
includes taxes & fees
Nov 15 - Nov 16
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, (1,399 reviews)
"Great place to stay at"
United States
Brandie
The price is NT$3,156
NT$3,780 total
includes taxes & fees
Dec 6 - Dec 7
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$2,461
NT$2,947 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, (1,715 reviews)
"Price and location was perfect"
Canada
Sarah
The price is NT$3,055
NT$3,659 total
includes taxes & fees
Dec 6 - Dec 7
Stonecroft Inn
A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.

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$3,785
NT$4,534 total
includes taxes & fees
Dec 6 - Dec 7
Hyatt Place Windsor
A staircase with a dark wooden handrail and a patterned carpet.

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$3,152
NT$3,775 total
includes taxes & fees
Nov 18 - Nov 19
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$2,257
NT$2,703 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$1,880
NT$2,251 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, (1,107 reviews)
"Great for a quick stay"
Canada
Sarah
The price is NT$1,977
NT$2,368 total
includes taxes & fees
Nov 15 - Nov 16
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$1,997
NT$2,392 total
includes taxes & fees
Nov 8 - Nov 9
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$1,762
NT$2,111 total
includes taxes & fees
Nov 8 - Nov 9
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, (1,003 reviews)
"Nice place and nice people"
Canada
AHAMD
The price is NT$2,279
NT$2,812 total
includes taxes & fees
Nov 15 - Nov 16
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$1,707
NT$2,045 total
includes taxes & fees
Nov 30 - Dec 1
Motel 6 Windsor, ON
A reception desk with a stone wall backdrop, a nameplate, a computer, a telephone, and a magazine.

20. Bestway Motel

Bestway Motel
2.0 star property
South Cameron
7.4 out of 10, Good, (368 reviews)
"It's a budget motel , Serves my purpose. This is my second time staying here , and will be a third ."
United States
Michael
The price is NT$1,645
NT$1,970 total
includes taxes & fees
Nov 11 - Nov 12
Bestway Motel
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

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 1 day ago
Hampton Inn & Suites by Hilton Windsor