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A wooden covered bridge over a river surrounded by lush greenery.

Windsor
Ohio
United States of America
North America
Hotwire.com

Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Cleveland Downtown

3 out of 5

Price was $463, price is now $402 per person

$402

per person

Sep 7 - Sep 10

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Cleveland (CLE)

Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Progressive Field and Rocket Arena are located nearby.

La Quinta Inn & Suites by Wyndham Cleveland Airport West

3 out of 5

Price was $660, price is now $548 per person

$548

per person

Aug 17 - Aug 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Cleveland (CLE)

Book a stay at this business-friendly hotel in North Olmsted. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Crocker Park and Westfield Great Northern Mall are located nearby.

Comfort Suites Hartville - North Canton

2.5 out of 5

Price was $835, price is now $698 per person

$698

per person

Sep 3 - Sep 7

found 23 hours ago

Roundtrip flight included

Charlotte (CLT) to Cleveland (CLE)

Book a stay at this business-friendly hotel in Hartville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hartville Kitchen and Hartville Marketplace & Flea Market are located nearby.

Nice area.

Reviewed on Jul 17, 2026

The Orbit Hotel, Trademark Collection by Wyndham

2.5 out of 5

Price was $525, price is now $441 per person

$441

per person

Sep 7 - Sep 10

found 6 hours ago

Roundtrip flight included

Boston (BOS) to Cleveland (CLE)

Book a stay at this business-friendly hotel in Fairview Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crocker Park and Rocky River Reservation are located nearby.

Great, unique hotel.

Reviewed on Jul 17, 2026

Ramada by Wyndham Cleveland Airport West

2 out of 5

Price was $483, price is now $407 per person

$407

per person

Aug 17 - Aug 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Cleveland (CLE)

Book a stay at this business-friendly hotel in Fairview Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Crocker Park and Rocky River Reservation are located nearby.

It is an ok hotel for the night. Not a long stay. It needs maintenance. For some reason it didn't give me a sense of security.

Reviewed on Jul 17, 2026

Wyndham Avon

3.5 out of 5

Price was $490, price is now $425 per person

$425

per person

Sep 7 - Sep 10

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Cleveland (CLE)

Book a stay at this business-friendly hotel in Avon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Crocker Park and Miller Nature Preserve are located nearby.

Residence Inn by Marriott Cleveland Beachwood

3 out of 5

Price was $802, price is now $696 per person

$696

per person

Aug 22 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Cleveland (CLE)

Book a stay at this business-friendly hotel in Beachwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Pinecrest Plaza Shopping and ETON Chagrin Blvd Shopping Center are located nearby.

ROOST Cleveland

4 out of 5

Price was $810, price is now $714 per person

$714

per person

Sep 7 - Sep 10

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Cleveland (CLE)

Stay at this hotel in Cleveland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rocket Arena and Progressive Field are located nearby.