
Windsor Vacation Packages
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Your Windsor Vacation
When you book a Windsor vacation package, you can relax and enjoy your adventure to the fullest. Uncover the highlights of this fascinating city knowing that all your travel needs have been taken care of before you go. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to start exploring is Windsor Mills Covered Bridge. Don't put off your visit to this destination any longer. The perfect Windsor vacation is a couple of clicks away with Expedia.
Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Cleveland Clinic by IHG
Fairfax
Price was CA $1,649, price is now CA $1,313 per person
CA $1,313
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
9/10 Wonderful! (1,321 reviews)
My check-in was not geat. But,, it was not due to the Hotel staff. There wasa disgruntled costomer checking out and he was arguing about some charge on his bill. He was very ignorant to the lady and very disruptive for folks trying to check-in.
Reviewed on Apr 20, 2026

Fidelity Hotel
Downtown Cleveland
Price was CA $1,862, price is now CA $1,423 per person
CA $1,423
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
9.6/10 Exceptional! (713 reviews)
There was no breakfast bar. But the restaurant served breakfast. It was very good but, a little costly.
Reviewed on Apr 16, 2026

InterContinental Suites Hotel Cleveland by IHG
Fairfax
Price was CA $1,873, price is now CA $1,489 per person
CA $1,489
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
8.8/10 Excellent! (1,004 reviews)
Loved everything about it
Reviewed on Apr 11, 2026

Hyatt Place Cleveland/Lyndhurst/Legacy Village
Price was CA $1,736, price is now CA $1,389 per person
CA $1,389
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
9/10 Wonderful! (1,007 reviews)
Limited breakfast
Weak coffee
All the rest was excellent
Staff friendly and efficient. Very convenient location.
Reviewed on Apr 21, 2026

The Westin Cleveland Downtown
Downtown Cleveland
Price was CA $2,226, price is now CA $1,794 per person
CA $1,794
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
8.6/10 Excellent! (2,141 reviews)
Only thing I wish was different I wish they would have included free breakfast with our stay , but other than that 10/10
Reviewed on Apr 13, 2026
Windsor Hotel Deals

Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306 Willoughby OH
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from May 4 to May 5
CA $85
CA $98 total
May 4 - May 5
includes taxes & fees
7.4/10 Good! (1,001 reviews)
My tv never worked in my room and I was there a whole weekend
Reviewed on Apr 20, 2026

Best Western Plus Mentor-Cleveland Northeast
8434 Mentor Avenue Mentor OH
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from May 3 to May 4
CA $153
CA $176 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
The decor of the hotel in the hallways, lobby, and even in the stairwells, is so historical and feels like a bed and breakfast. The staff is helpful and friendly, and the cleanliness was quite impressive. Breakfast in the lower level was a pleasant surprise as well with hot and cold options and a ...
Reviewed on Apr 18, 2026

The Lodge at Geneva
4888 N. Broadway Geneva OH
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Apr 22 to Apr 23
CA $201
CA $251 total
Apr 22 - Apr 23
includes taxes & fees
9.2/10 Wonderful! (847 reviews)
Clean rooms, beautiful view and the staff were very helpful.
Reviewed on Apr 20, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







