
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.

Motel 6 North Olmsted, OH - Cleveland
Price was CA $1,318, price is now CA $1,042 per person
CA $1,042
per person
Jul 14 - Jul 17
found 24 hours ago
Roundtrip flight included
Abbotsford (YXX) to Cleveland (CLE)
7.4/10 Good! (548 reviews)
It was just "a room". Period. The employee in the office was rather brusque and off-putting. The room itself was clean, but it had a slightly odd odor. Not necessarily bad, just off. The linens in the bathroom were obviously worn, and the top sheet on the bed had a burn hole. If price alone is your measure, then this place will suit you. But if you expect more than I just described, you'll need to pay more for a better facility.
Reviewed on Jun 7, 2026

Hilton Garden Inn Cleveland Downtown
Downtown Cleveland
Price was CA $1,541, price is now CA $1,186 per person
CA $1,186
per person
Jul 14 - Jul 17
found 24 hours ago
Roundtrip flight included
Abbotsford (YXX) to Cleveland (CLE)
7.6/10 Good! (1,021 reviews)
Bottle of water not given ar checkin, oe nail clippings on room floor, no coffee pods, dirty water left in Keurig, empty conditioner bottle in shower, nearly empty TP roll with no spare, and complimentary coffee hidden inside the $18 per person breakfast buffet (not complimentary). Definitely the worst experience I've had at a Hilton. It was one thing after another that we had to deal with and a constant distraction from the reason for the trip.
Reviewed on Jun 12, 2026

The Westin Cleveland Downtown
Downtown Cleveland
Price was CA $1,525, price is now CA $1,192 per person
CA $1,192
per person
Jul 14 - Jul 17
found 24 hours ago
Roundtrip flight included
Abbotsford (YXX) to Cleveland (CLE)
8.6/10 Excellent! (2,208 reviews)
Room was clean, staff was excellent. Would recommend this hotel to anyone staying in Cleveland
Reviewed on Jun 10, 2026

Residence Inn By Marriott Cleveland Downtown
Downtown Cleveland
Price was CA $1,615, price is now CA $1,277 per person
CA $1,277
per person
Jul 14 - Jul 17
found 24 hours ago
Roundtrip flight included
Abbotsford (YXX) to Cleveland (CLE)
8.4/10 Very Good! (1,003 reviews)
I had to wait 2 hrs to get checked in
Reviewed on May 24, 2026

Best Western Plus Strongsville Cleveland
Price was CA $1,377, price is now CA $1,091 per person
CA $1,091
per person
Jul 14 - Jul 17
found 24 hours ago
Roundtrip flight included
Abbotsford (YXX) to Cleveland (CLE)
7.6/10 Good! (1,447 reviews)
The room was very clean, the only issue was that we had to wait a couple minutes even before 3pm, the check in time, to be able to check in bc the hotel was very busy and the room wasn’t ready, but staff got on it and all good.
Reviewed on Jun 8, 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 $90 per night from Jun 29 to Jun 30
CA $90
CA $103 total
Jun 29 - Jun 30
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"After making reservations received an email confirmation that also said that check-in was at 1pm. We arrived at 2:30 and was told that policy had just changed and we could not check in until 3 or pay $30 to check in early!!!! Also the bathroom floor was dirty with hair in the corners and spider and ..."
Reviewed on Jun 7, 2026

The Lodge at Geneva
4888 N. Broadway Geneva OH
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Jun 14 to Jun 15
CA $268
CA $329 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (869 reviews)
"We stayed in a cottage and it was a great experience The staff was helpful and knowledgeable Food was good Beautiful sunsets on Lake Erie Plenty to do trails, bikes, indoor and outdoor pools and hot tubs, fire pits and wineries galore, the list goes on and on We would highly recommend the area should ..."
Reviewed on Jun 8, 2026

Wingate by Wyndham Geneva at SPIRE Academy
1715 S Broadway Geneva OH
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun 21 to Jun 22
CA $151
CA $173 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (84 reviews)
"This is an economy hotel. Small rooms, small bathroom, little bathroom counter space. A lot of counter space in the bedroom. Not fancy, but utilitarian."
Reviewed on Jun 11, 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.







