Windsor Vacations from $356
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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 Inn at Fulton
Save 100% on your flight
per person
Oct 29 - Nov 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
8/10 Very Good! (23 reviews)
Beds were comfy. Place was perfect for what we needed. Would not recommend for rest and relaxation as the building was very noisy
Reviewed on Aug 10, 2025
InterContinental Suites Hotel Cleveland by IHG
Fairfax
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)
8.8/10 Excellent! (1,003 reviews)
Hotel restaurant was excellent and room was cleanand quiet .The air purifier was a nice touch. The parking was too expensive and parking garage was never located.The beds were wey comfortable and roo. Air conditioning was very good. The staff was exceptional and early morning clerk at fro t desk helped with details about closed highway ramp detour i formation. The valets were great as well as the waiters and waitresses at the restaurant.
Reviewed on Aug 10, 2025
Sandusky Inn
Save 100% on your flight
per person
Oct 29 - Nov 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
8/10 Very Good! (504 reviews)
Had food in the mini fridge and found a dead roach on the bathroom floor and in the sink and killed a live one on the wall
Reviewed on Aug 13, 2025
Discover the most popular places to visit in Windsor
Windsor Mills Covered Bridge
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 20 to Aug 21
$81 total
Aug 20 - Aug 21
Total includes taxes and fees
7.2/10 Good! (1,003 reviews)
Great location and friendly staff
"Great location right by the highway exit. Staff was friendly and accommodating. We drove from Cleveland Airport. Friendly staff! :) Keep up the good work! Mentor is a bigger city just 10 minutes away. Great options for restaurants and grocery stores. Too bad they didn't have a mini-fridge in the ..."
Reviewed on Aug 14, 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 Aug 24 to Aug 25
$126 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"Clean, updated, comfortable. Front desk staff friendly and efficient."
Reviewed on Aug 14, 2025
The Lodge at Geneva
4888 N. Broadway, Geneva, OH
$222 nightly
The price is $253 total per night from Sep 1 to Sep 2
$253 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (744 reviews)
"All around"
Reviewed on Aug 14, 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.