Windsor Vacations from $140
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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.
The Latest Windsor vacation packages
Price found within the past 48 hours. Click for updated prices.
The Willoughby House
Save 100% on your flight
Price was $867, price is now $559 per person
$559
per person
Oct 27 - Nov 1
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
10/10 Exceptional! (2 reviews)
Beautiful property. Nice location. Excellent lounge & restaurant.
Reviewed on Aug 4, 2025
InterContinental Suites Hotel Cleveland by IHG
Fairfax
Save 100% on your flight
Price was $815, price is now $547 per person
$547
per person
Oct 27 - Nov 1
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,005 reviews)
Great property, very clean, safe. Front desk was nice, Valet was great/ $25 a night, The suite was amazing; 2 double beds in one room, living room/kitchen in the other room, tub and toilet in a separate from sink which makes it easy for everyone to get ready. We went to a concert at the Huntington Bank Field and booked here because the bus is pretty much a straight path there. However, be careful because the bus ride is much longer than we thought, it makes about 15 stops and we waited a while for it to even come. It’s only $5 for the day but we did Uber at one point because we didn’t want to be late. If you aren’t on a time crunch then this hotel is great for fairly close proximity to downtown.
Reviewed on Aug 24, 2025
Kimpton Schofield Hotel by IHG
Downtown Cleveland
Save 100% on your flight
Price was $664, price is now $448 per person
$448
per person
Oct 27 - Nov 1
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,002 reviews)
The staff at this hotel are amazing! The hotel itself is clean and modern and within walking distance from many attractions. The only “downside” we experienced was an odd loud whirring type noise outside our window at night.
Reviewed on Aug 23, 2025
Discover the most popular places to visit in Windsor
Windsor Mills Covered Bridge
5/5(3 reviews)
Learn about the local history of Windsor when you take a trip to Windsor Mills Covered Bridge. Experience the area's festivals and entertainment venues.
Windsor Hotel Deals
Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306, Willoughby, OH
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $81 total per night from Aug 31 to Sep 1
$81 total
Aug 31 - Sep 1
Total with taxes and fees
7.2/10 Good! (1,008 reviews)
"For a quick stop it's a good place to go"
Reviewed on Aug 22, 2025
Best Western Plus Mentor-Cleveland Northeast
8434 Mentor Avenue, Mentor, OH
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Sep 1 to Sep 2
$126 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Great place to stay! Very quiet. Clean. The hotel was sold out but would’ve never known. Beds were comfortable. Dave, breakfast host, was very friendly. Breakfast was hot and fresh. Good options. If you’re looking for a modern, cold decor hotel, this is not your place- if you’re looking for a cozy, ..."
Reviewed on Aug 24, 2025
Pete's Lakefront Motel
5225 Old Lake Rd, Geneva, OH
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Aug 26 to Aug 27
$114 total
Aug 26 - Aug 27
Total with taxes and fees
8/10 Very Good! (193 reviews)
"We had to check in at another motel to get a code. No front desk at ours. Air conditioner kept going on and off every 30 seconds. Stated lakeshore view. Yes if we opened the door and went around the corner. The place was ok because we were just staying over night. It was our first time in this area. ..."
Reviewed on Aug 21, 2025
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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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.