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 ...
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 ...
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 ...
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 ...
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 ...
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. ...
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 ...
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 ...
Country Inn & Suites - by Choice Hotels , Canton near Hall of Fame

Country Inn & Suites - by Choice Hotels , Canton near Hall of Fame

2.5 out of 5
5335 Broadmoor Circle Nw, Canton, OH
28.54 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 helpful staff and the clean rooms ...
Fairfield Inn & Suites Akron Fairlawn

Fairfield Inn & Suites Akron Fairlawn

2.5 out of 5
208 Springside Dr, Akron, OH
9.89 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 ...
Holiday Inn Express Hotel & Suites Cleveland - Richfield by IHG

Holiday Inn Express Hotel & Suites Cleveland - Richfield by IHG

2.5 out of 5
5171 Brecksville Road, Richfield, OH
21.07 km from Highland Square
Book a stay at this business-friendly hotel in Richfield. 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
Thu, Dec 25 - Wed, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Dec 25 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Wed, Dec 31, priced at $78 found 4 days ago
Spirit Airlines
Wed, Nov 5 - Wed, Nov 12
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Nov 5 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Nov 12, priced at $138 found 4 days ago
American Airlines
Wed, Dec 10 - Sun, Dec 14
LGA
LaGuardia
CLE
Hopkins Intl.
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Dec 10 from LaGuardia to Hopkins Intl., returning Sun, Dec 14, priced at $164 found 2 days ago
Delta
Wed, Dec 10 - Sun, Dec 14
LGA
LaGuardia
CLE
Hopkins Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 10 from LaGuardia to Hopkins Intl., returning Sun, Dec 14, priced at $173 found 2 days ago
United
Wed, Dec 10 - Sun, Dec 14
EWR
Newark Liberty Intl. Airport
CLE
Hopkins Intl.
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select United flight, departing Wed, Dec 10 from Newark Liberty Intl. Airport to Hopkins Intl., returning Sun, Dec 14, priced at $189 found 2 days ago