Highland Square Vacation Packages for 2025

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Top Hotel Deals

Berrodin Bed & Breakfast

Berrodin Bed & Breakfast

3 out of 5
814 Bloomfield Ave, Akron, OH
0.38 km from Highland Square
Stay at this 3-star B&B in Akron. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Highland Theater and Dr. Bob's Home are located ...
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2 out of 5
9789 State Route 14, Streetsboro, OH
22.71 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. ...
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
22.6 km from Highland Square
Book a stay at this business-friendly hotel in Macedonia. 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
5.75 km from Highland Square
Stay at this 3-star business-friendly hotel in Cuyahoga Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Canton

Hyatt Place Canton

3 out of 5
5421 Whipple Ave NW, North Canton, OH
28.15 km from Highland Square
Stay at this 3-star business-friendly hotel in North Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Radisson Hotel Akron/Fairlawn

Radisson Hotel Akron/Fairlawn

3 out of 5
200 Montrose West Ave, Akron, OH
10 km from Highland Square
Stay at this 3-star business-friendly hotel in Akron. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Rosemont Country Club and ...
The Royal Inn & Suites

The Royal Inn & Suites

2.5 out of 5
2677 Gilchrist Rd, Akron, OH
10.08 km from Highland Square
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 ...
Quality Inn & Suites Medina - Akron West

Quality Inn & Suites Medina - Akron West

2.5 out of 5
2850 Medina Road, Medina, OH
21.19 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. ...
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
16.8 km from Highland Square
Stay at this 3.5-star business-friendly hotel in Kent. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hilton Garden Inn Akron Canton Airport

Hilton Garden Inn Akron Canton Airport

3 out of 5
5251 Landmark Blvd, North Canton, OH
22.76 km from Highland Square
Stay at this 3-star business-friendly hotel in North Canton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Extended Stay America Suites Akron Copley East

Extended Stay America Suites Akron Copley East

2.5 out of 5
185 Montrose West Ave, Akron, OH
9.98 km from Highland Square
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn Hall of Fame

Comfort Inn Hall of Fame

2.5 out of 5
5345 Broadmoor Cir Nw, Canton, OH
28.58 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 ...
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
4742 Brecksville Rd, Richfield, OH
20 km from Highland Square
Book a stay at this family-friendly hotel in Richfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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
25.67 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 ...
Hampton Inn & Suites Oakwood Village-Cleveland

Hampton Inn & Suites Oakwood Village-Cleveland

2.5 out of 5
23300 Oakwood Commons Drive, Oakwood Village, OH
30.29 km from Highland Square
Book a stay at this business-friendly hotel in Oakwood Village. 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, Dec 10 - Sun, Dec 14
LGA
LaGuardia
CLE
Hopkins Intl.
$112 Roundtrip, found 5 days ago
$112
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Dec 10 from LaGuardia to Hopkins Intl., returning Sun, Dec 14, priced at $112 found 5 days ago
Spirit Airlines
Thu, Nov 6 - Wed, Nov 12
TPA
Tampa Intl.
CLE
Hopkins Intl.
$119 Roundtrip, found 18 hours ago
$119
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Thu, Nov 6 from Tampa Intl. to Hopkins Intl., returning Wed, Nov 12, priced at $119 found 18 hours ago
Breeze Airways
Wed, Nov 12 - Sun, Nov 16
TPA
Tampa Intl.
CAK
Akron-Canton
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Nov 12 from Tampa Intl. to Akron-Canton, returning Sun, Nov 16, priced at $145 found 2 days ago
American Airlines
Wed, Dec 10 - Sun, Dec 14
LGA
LaGuardia
CLE
Hopkins Intl.
$164 Roundtrip, found 5 days ago
$164
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Dec 10 from LaGuardia to Hopkins Intl., returning Sun, Dec 14, priced at $164 found 5 days ago
JetBlue Airways
Mon, Nov 24 - Thu, Dec 4
BOS
Logan Intl.
CLE
Hopkins Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Nov 24 from Logan Intl. to Hopkins Intl., returning Thu, Dec 4, priced at $167 found 2 days ago