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Windsor Vacation Packages

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Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Silver Motel

Silver Motel

2 out of 5
Price was $614, price is now $591 per person
$591
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Windsor (YQG)
Stay at this motel in Chatham-Kent. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Willow Ridge Golf & Country Club and Blenheim B-Fit Park are located nearby.
The motel is rundown. Needs some TLC. We stayed one night and we were disturbed all night by another tenant. There wasn’t even a coffee machine, cups etc no hair dryer. There wasn’t even a bar of soap already used left in the bathroom for us to use. One bath towel, face cloth for two people. We had to move microwave to plug it in. Beds very soft . This is not a comfortable stay. Do not recommend

Reviewed on Sep 20, 2026

Skye Hotel Ridgetown

Skye Hotel Ridgetown

2 out of 5
Price was $622, price is now $611 per person
$611
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Windsor (YQG)
Book a stay at this business-friendly hotel in Chatham-Kent. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ridge House Museum and The Mary Webb Centre are located nearby.
Hot water didn't work

Reviewed on Sep 26, 2026

Comfort Inn Chatham

Comfort Inn Chatham

2.5 out of 5
Price was $669, price is now $658 per person
$658
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Windsor (YQG)
Book a stay at this business-friendly hotel in Chatham-Kent. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions St. Clair College Capitol Theatre and Thames Art Gallery are located nearby.
Our shower leaked. Lots of cigarette butts outside our room as we were on the first floor. The shampoo, conditioner and body wash had to be the cheapest products out there.

Reviewed on Sep 27, 2026

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Silver Motel

Silver Motel

2 out of 5
Harwich
Price was $614, price is now $591 per person
$591
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Windsor (YQG)
Skye Hotel Ridgetown

Skye Hotel Ridgetown

2 out of 5
Price was $622, price is now $611 per person
$611
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Windsor (YQG)
Comfort Inn Chatham

Comfort Inn Chatham

2.5 out of 5
Price was $669, price is now $658 per person
$658
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Windsor (YQG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Porter Airlines
Tue, Nov 17 - Mon, Nov 23
YTZ
Billy Bishop Toronto City
YQG
Windsor
$394 Roundtrip, found 6 days ago
$394
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Tue, Nov 17 from Billy Bishop Toronto City to Windsor, returning Mon, Nov 23, priced at $394 found 6 days ago
Porter Airlines
Mon, Oct 12 - Sun, Oct 18
YEG
Edmonton Intl.
YQG
Windsor
$529 Roundtrip, found 1 day ago
$529
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Mon, Oct 12 from Edmonton Intl. to Windsor, returning Sun, Oct 18, priced at $529 found 1 day ago
Air Canada
Thu, Oct 1 - Mon, Oct 5
YKF
Region of Waterloo Intl.
YQG
Windsor
$582 Roundtrip, found 5 days ago
$582
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Oct 1 from Region of Waterloo Intl. to Windsor, returning Mon, Oct 5, priced at $582 found 5 days ago
Air Canada
Thu, Oct 1 - Mon, Oct 5
YYZ
Pearson Intl.
YQG
Windsor
$658 Roundtrip, found 7 hours ago
$658
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Thu, Oct 1 from Pearson Intl. to Windsor, returning Mon, Oct 5, priced at $658 found 7 hours ago