Highland Square Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Berrodin Bed & Breakfast
814 Bloomfield Ave Akron OH
Stay at this B&B in Akron. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Highland Theater and Dr. Bob's Home are located nearby.
Best Western Plus North Canton Inn & Suites
6889 Sunset Strip Avenue NW North Canton OH
Book a stay at this business-friendly hotel in North Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn & Suites Cuyahoga Falls - Akron
1420 Main St Cuyahoga Falls OH
Book a stay at this business-friendly hotel in Cuyahoga Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Spark by Hilton Akron Fairlawn
4073 Medina Road Akron OH
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our ...
Quality Inn & Suites Medina - Akron West
2850 Medina Road Medina OH
Book a stay at this business-friendly hotel in Medina. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Aurora - a Boutique Hotel
30 Shawnee Trail Aurora OH
Book a stay at this business-friendly hotel in Aurora. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Courtyard by Marriott Canton
4375 Metro Cir Nw Canton OH
Book a stay at this business-friendly hotel in Canton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Kent State University Hotel and Conference Center
215 S. Depeyster Street Kent OH
Book a stay at this business-friendly hotel in Kent. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
268 East Highland Rd Macedonia OH
Book a stay at this business-friendly hotel in Macedonia. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Econo Lodge Cleveland Southeast - Kent
9789 State Route 14 Streetsboro OH
Stay at this hotel in Streetsboro. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Courtyard by Marriott Akron Stow
4047 Bridgewater Pkwy Stow OH
Book a stay at this business-friendly hotel in Stow. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our ...
Comfort Inn & Suites Akron South
1025 Interstate Pkwy Akron OH
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Motel 6 Streetsboro, OH
9371 State Route 14 Streetsboro OH
Book a stay at this business-friendly motel in Streetsboro. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Comfort Inn Hall of Fame
5345 Broadmoor Cir Nw Canton OH
Book a stay at this business-friendly hotel in Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hawthorn Extended Stay by Wyndham Seville
5025 Park Ave W Seville OH
Book a stay at this business-friendly hotel in Seville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Jan 6 - Wed, Jan 13
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$59
Roundtrip
found 4 days ago
Wed, Dec 2 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$117
Roundtrip
found 1 day ago
Wed, Jan 6 - Wed, Jan 13
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$119
Roundtrip
found 4 days ago
Wed, Jan 6 - Wed, Jan 13
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$131
Roundtrip
found 4 days ago
Thu, Nov 26 - Thu, Dec 3
PHX
Sky Harbor Intl.
CLE
Hopkins Intl.
$243
Roundtrip
found 6 days ago
Best points of interest in Akron
- Dr. Bob's Home Vacations
- Highland Theater Vacations
- Coach House Theater Vacations
- Cuyahoga Valley National Park Vacations
- University of Akron Vacations
- Kent State University Vacations
- Belden Village Mall Vacations
- MGM Northfield Park Vacations
- Blossom Music Center Vacations
- Akron Civic Theater Vacations
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