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Windsor flight + hotel vacation packages

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The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was $335, price is now $298 per person
$298
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Cleveland (CLE)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.
Hotel Kilbourne Downtown Sandusky

Hotel Kilbourne Downtown Sandusky

2.5 out of 5
Historic Downtown Sandusky
Price was $519, price is now $411 per person
$411
per person
Dec 12 - Dec 14
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Cleveland (CLE)
This hotel features 2 bars/lounges and a rooftop terrace. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A snack bar/deli and luggage storage are also provided.
Quality Lodge

Quality Lodge

2.5 out of 5
Price was $392, price is now $330 per person
$330
per person
Dec 12 - Dec 14
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Cleveland (CLE)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A picnic area and luggage storage are also provided.
ROOST Cleveland

ROOST Cleveland

4 out of 5
Downtown Cleveland
Price was $384, price is now $334 per person
$334
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Cleveland (CLE)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A snack bar/deli, a communal living room, and luggage storage are also on offer.
InterContinental Cleveland by IHG

InterContinental Cleveland by IHG

4.5 out of 5
Fairfax
Price was $459, price is now $406 per person
$406
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Cleveland (CLE)
This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. WiFi in public areas is free. Valet parking, a terrace, and a lobby fireplace are also offered.

Top Windsor hotels deals

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast

2.5 out of 5
8434 Mentor Avenue Mentor OH
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $117 total per night
$117 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
The Lodge at Geneva-on-the-Lake

The Lodge at Geneva-on-the-Lake

3.5 out of 5
4888 North Broadway (SR 534) Geneva-on-the-Lake OH
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $121 total per night
$121 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. There's a seasonal outdoor pool on site, and laundry facilities and concierge services are also offered.
Pool
Parking included
Holiday Inn Express Mentor Banquet Center by IHG

Holiday Inn Express Mentor Banquet Center by IHG

2.5 out of 5
5783 Heisley Rd Mentor OH
$115 nightly
The price is $133 total per night
$133 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and express check-out are also provided.
Breakfast included
Free WiFi
Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby

2 out of 5
4166 State Route 306 Willoughby OH
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $67 total per night
$67 total
Nov 23 - Nov 24
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.
Pet friendly
Parking included
Pete's Lakefront Motel

Pete's Lakefront Motel

2 out of 5
5225 Old Lake Rd Geneva OH
Get rates
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool is also provided.
On private beach
Pool
Americas Best Value Inn Austinburg

Americas Best Value Inn Austinburg

2 out of 5
2352 State Route 45 N Austinburg OH
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $73 total per night
$73 total
Dec 1 - Dec 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Pet friendly
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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.

Stay near popular Windsor attractions

Windsor Mills Covered Bridge

10.0/10 (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.
See properties

Frequently asked questions

How much are vacation packages to Windsor?
Packages, including flights and hotels in Windsor, start from as little as $298. Make your daydreams a reality and secure your dream vacation with Travelocity today.
Where can I get the best vacation package deals for Windsor?
You can snap up fantastic Windsor package deals with Travelocity. Pick from as many as 400 airlines and 1,000,000 worldwide properties and turn those travel dreams into reality.
Why should I purchase my Windsor vacation bundle with Travelocity?
Whether you're on the hunt for the ultimate unplugged escape or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available round-the-clock.
Will I save money on my Windsor car rental if I book it with a hotel or flight?
With a Windsor vacation package, you can bundle your flight, car and hotel bookings and save loads. If you'd love to see the best of this wonderful part of the world, why not check out Progressive Field? This well-known attraction is 40 mi from Windsor. With your own rental car, you'll be there belong long.
Which airport is best for Windsor?
For many, a stay in Windsor means getting off the plane at Hopkins Intl. Airport (CLE). This busy airport is located 50 mi west of the downtown area. You could also opt to jet into Akron-Canton Airport (CAK) (50 mi away from central Windsor) or Erie Intl. Airport (ERI) (55 mi away from central Windsor).

Photos of local treasures

Browse Windsor vacation photos for more inspiration

A wooden covered bridge over a river surrounded by lush greenery.
A wooden covered bridge with an American flag, surrounded by autumn foliage.