Highland Square Vacation Packages for 2026

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Top Hotel Deals

Berrodin Bed & Breakfast

Berrodin Bed & Breakfast

3 out of 5
814 Bloomfield Ave Akron OH
0.61 km from Highland Square
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

Best Western Plus North Canton Inn & Suites

2.5 out of 5
6889 Sunset Strip Avenue NW North Canton OH
26.08 km from Highland Square
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

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St Cuyahoga Falls OH
5.98 km from Highland Square
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

Spark by Hilton Akron Fairlawn

3 out of 5
4073 Medina Road Akron OH
9.27 km from Highland Square
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

Quality Inn & Suites Medina - Akron West

2.5 out of 5
2850 Medina Road Medina OH
20.73 km from Highland Square
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

The Aurora - a Boutique Hotel

3 out of 5
30 Shawnee Trail Aurora OH
29.54 km from Highland Square
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

Courtyard by Marriott Canton

3 out of 5
4375 Metro Cir Nw Canton OH
28.02 km from Highland Square
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

Kent State University Hotel and Conference Center

3.5 out of 5
215 S. Depeyster Street Kent OH
17.08 km from Highland Square
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 ...
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2 out of 5
9789 State Route 14 Streetsboro OH
22.77 km from Highland Square
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

Courtyard by Marriott Akron Stow

3 out of 5
4047 Bridgewater Pkwy Stow OH
10.39 km from Highland Square
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 ...
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

3 out of 5
268 East Highland Rd Macedonia OH
22.36 km from Highland Square
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 ...
Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH

2 out of 5
9371 State Route 14 Streetsboro OH
22.75 km from Highland Square
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

Comfort Inn Hall of Fame

2.5 out of 5
5345 Broadmoor Cir Nw Canton OH
29 km from Highland Square
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

Hawthorn Extended Stay by Wyndham Seville

3 out of 5
5025 Park Ave W Seville OH
27.95 km from Highland Square
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 ...
Embassy Suites by Hilton Akron Canton Airport

Embassy Suites by Hilton Akron Canton Airport

3.5 out of 5
7883 Freedom Avenue, N.W. North Canton OH
24.76 km from Highland Square
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 ...
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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.

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.

Frontier Airlines
Wed, Jan 6 - Wed, Jan 13
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$59 Roundtrip, found 2 days ago
$59
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jan 6 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Jan 13, priced at $59 found 2 days ago
JetBlue Airways
Tue, Dec 1 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Dec 1 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sun, Dec 6, priced at $107 found 4 days ago
Delta
Wed, Jan 6 - Wed, Jan 13
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 6 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Jan 13, priced at $119 found 2 days ago
United
Wed, Dec 2 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select United flight, departing Wed, Dec 2 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sun, Dec 6, priced at $157 found 4 days ago
American Airlines
Wed, Dec 2 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Dec 2 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sun, Dec 6, priced at $159 found 4 days ago