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.
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 ...
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. ...
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 ...
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 ...
The Royal Inn & Suites
2677 Gilchrist Rd Akron OH
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
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 ...
The Aurora Inn
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 Akron Stow
4047 Bridgewater Pkwy Stow OH
Book a stay at this business-friendly hotel in Stow. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Hyatt Place Canton
5421 Whipple Ave 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 helpful staff and the clean ...
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 ...
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 ...
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 room service. Our guests praise the helpful staff in our reviews. ...
Cambria Hotel Akron - Canton Airport
1787 Thorn Drive Uniontown OH
Book a stay at this business-friendly hotel in Uniontown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Baymont by Wyndham Copley Akron
130 Montrose West Ave Akron OH
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
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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.
Thu, Aug 27 - Mon, Sep 7
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$138
Roundtrip
found 7 hours ago
Sun, Aug 30 - Sun, Sep 6
TPA
Tampa Intl.
CAK
Akron-Canton
$205
Roundtrip
found 1 hour ago
Thu, Aug 27 - Mon, Sep 7
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$217
Roundtrip
found 7 hours ago
Thu, Aug 27 - Mon, Sep 7
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$217
Roundtrip
found 7 hours ago
Thu, Aug 27 - Mon, Sep 7
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$230
Roundtrip
found 7 hours ago
Best points of interest in Akron
- Dr. Bob's Home Vacations
- Highland Theater Vacations
- Coach House Theater Vacations
- Cuyahoga Valley National Park Vacations
- Blossom Music Center Vacations
- MGM Northfield Park Vacations
- University of Akron Vacations
- Gervasi Vinyard & Italian Bistro Vacations
- Kent State University Vacations
- Belden Village Mall Vacations
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